Personalized Private Boat Charters
St Petersburg and the Tampa Bay Area offer some of the most playful wildlife, breath-taking sunsets, and world-class white sand beaches. Enjoy a day trip to a pristine barrier island accessible only by boat. Each and every charter is aimed at giving our clients the best possible experience out on the water with a unique personal touch. Come have some fun with us! We have the local knowledge and experience to make your trip unforgettable! Below are some of the awesome features of our tours and we are happy to offer customized experiences that you won’t find elsewhere. Give us a call 727-224-0164
Dolphin Tours
Dolphins are majestic creatures. Fortunately, our private boat charters take you right through their natural playground. Seeing dolphins is always an unforgettable experience.
Local Island Tours
Crave the solitude of a deserted island? Want to find the party off the coast? Take the family someplace special. Our private boat charters put you on to pristine barrier island beaches not accessible to your average beach goer.
Sunset Cruise
St Pete is home to some of the most captivating sunsets in the world. Every evening the earth makes a spectacular work of art in the sky each uniquely beautiful in its own way. Enjoy a relaxing, care-free sunset cruise in St Pete, FL.
Book a Private Boat Charter In St Pete, FL
Book a Private Boat Charter and let us know what you’re looking forward to the most!
Max Capacity: 6 Passengers
Pricing Per Charter (not per person):
Sunset Cruise: $250
2 Hr Trip -$250
3 Hr Trip – $325
4 Hr Trip – $425
6 Hr Trip – $600
Full Day Customized Adventure – Call for Pricing
Had an amazing trip. The Captain was great company and very knowledgeable about all the areas. We got close up to three dolphins and had an amazing time looking for shells. We will definitely be going on another ride next year!
Randy was amazing! 6 of us came out to celebrate a birthday, there was plenty of room for all of us. He got us set up right away, drinks & food were welcomed. He brought us out - found dolphins, then brought us over to a sandbar where we could enjoy the day and hangout in the water. 10/10 will definitely return soon. For the price, quality, and professionalism - it was awesome.
What a day! Captain Randy was ready and waiting for us to board at Gulfport Marina. He was mindful and attentive to all 4 of us the entire trip. We spotted a pod of 6 dolphins within the first 15 minutes! We visited Irma pass, the “Petting Zoo” and Shell Key Preserve. Capt Randy put us in a prime spot to find a horse conch! We had a memorable day celebrating our son’s 9th birthday aboard Sandy Toes Boat Charter. We will definitely be booking Capt Randy again if the opportunity presents itself!
Sandy Toes Boat charter & Captain Randy are absolutely phenomenal!On our sunset cruise we saw around 10-15 manatees having an absolute blast up on the surface of the water.Then we were swept away for the most scenic boat ride.Where we were exposed to wildlife, beautiful clear blue waters, a breathtaking sunset, & million dollar mansions.During the return of our sunset cruise we traveled under beautiful bridges, we got to see LED kayakers, and all of the beauty the marina holds.Before returning to the dock from our sunset cruise, We immediately booked another tour for the following morning.During our day trip today we witnessed SO many pods of very playful dolphins.Captain Randy was very patient and informative.After the dolphins left us we headed down to the Gulf of MexicoWhere the water was clear and sea glass green(Absolutely stunnning)Captain Randy pulled us up to a secluded sandbar beach in the middle of the gulf where he educated us on the wildlife, the seashells & more,Then he let us explore!Any question we had, captain Randy had a great explanation for us!He even was so kind to help us find some sea urchins & fighting conch. (It was unreal)The boat ride alone would have been enough for me.Seeing as you can 100% tell that captain Randy absolutely loves this life!& he fills you with such joy and positivityI would 100 million percent recommend sandy toes boat charter to anybody & e v e r y b o d yWho is looking for a fun and exciting insightful time.Thank you again Captain Randy for such an amazing experience!
Best Sunset Cruise Ever!! Dolphins galore, music, dancing,, birthday celebration, spectacular sunset and dinner at the Wharf! Randy and his beautiful wife Nicole went above and beyond to make this evening for our group the BEST! If you don’t call Sandy Toes to book your next cruise then you are just a Loser!!???? Thank You Captain Randy ???????????????????????????? ❤️ Chrissy
We spent an amazing morning on the water with Captain Randy! He was great company and shared a few of his favorite spots with us, including a secluded island beach and delicious seafood restaurant. We also saw several dolphins! He was fantastic with our almost 3 year old son and was more than happy to answer all his questions and even let him drive! We’re looking forward to our next trip with Randy!
Best boat charter in the Tampa Bay area. Captain Randy is the man. We will be back to hang out with him and next time he’s bringing the dogs!!
Captain Randy is the best of the best! He recently took my family on a sunset cruise and we had an amazing evening. Beyond his expertise as a captain, Captain Randy's genuine hospitality truly sets Sandy Toes Boat Charters apart. He effortlessly creates a welcoming atmosphere, ensuring that guests feel like cherished friends rather than mere passengers. Hope we get to do it again sometime soon!
We had the absolute BEST time with Randy! We had another charter cancel on us last minute and we luckily found Sandy Toes. It all happened for a reason because it was the best experience. Randy took us all over and was incredibly knowledgeable about the area and nature. We saw a whole pod of dolphins and a bunch of different birds. We made amazing memories. Overall an 11/10 experience. I’m a local so I will definitely be going out with Sandy Toes again!!
Captain Randy was cool!! Felt like we was boating with a friend!! He really made it a great experience! Will book with him again????
Best boat ride I have ever taken! They were very pet friendly considering it was my dogs first boat ride!!! He loved it and Randy the Captain was very nice! He was talkative enough to carry a good conversation but not so much that you felt you couldn’t have your own. We saw some dolphins and very cool houses! Randy let us pick the music and we got to just relax. Would definitely recommend to anyone who want to see the bay or some dolphins!!
What a great experience we had with Randy! He is very personable and knows all the history in the area. We did a 4 hour charter and it was fantastic. We got to see and hear about all the local attractions. We went to Shell Island which was great and got to hang out and watch some baby or younger dolphins swim around for a bit. Randy went out of his way to make sure we had a great time. This is the place you want to book your next adventure with. I highly recommend!!!
Wow! What a fantastic experience! We did the island tour with dolphin sightings. Sandy toes did not disappoint! Our Captain Randy put us right in the middle of a pod of dolphins! Every side of the boat was dolphins! Then, we visited the island, Irma pass and went shelling! Beautiful beach with lots of shells that are complete and not broken. A history of the area and famous places as we went along was great too! Reservations were easy on their website which was easy to navigate and the customer service at the office was excellent!
Even though it was cold, we had a great time on our boat tour. We got to see several dolphins, beautiful homes, and poor boats that didn’t make it through a storm. Highly recommend. Maybe next time we are in the area it will be warmer than 60 and we can enjoy another ride.
We booked a sunset tour and before we could leave the marina we had a dolphin swimming beside us! We saw so many dolphins! A family with babies swimming near us… just beautiful! We got a great tour of the mansions and the beaches around us. The captain gave lots of information on the homes and restaurants in the area. The sky looked incredible. We got to ride under the bridge on the way home which felt like we were in Venice. Best part of the trip!
Captain Randy Dunham is very knowledgeable of the local history. He provided my, son, 2 granddaughters and their friends with a memorable experience. We visited a barrier island, did some shelling and bird watching. He put us on top of dolphin and snook as we observed them in their natural environment.Thank you, Captain.
Had a great day on the water with Cpt. Randy. Sight-seeing, dolphin watching, shelling was our main objective. We got more than we bargained for in all categories. Nice boat, excellent captain and a more than fair price. We plan to go out again with Sandy Toes next time we are in the area!
Randy did a great job!! We saw an amazing sunset and atleast 15 dolphins, he is the best! Thanks again for a great trip.
I proposed! She said YES! Thank you Captain Randy for the beautiful sunset cruise and helping make the occasion special for us!! My now finance and I had the most lovely time! Captain Randy helped me by lining up the boat perfectly at sunset and helped capture the moment with the sunset in the backdrop! We have some amazing pictures and a beautiful video because of you! Unforgettable moments! You’re forever a part of our story now!
Look no further this is the trip you need. Randy’s been a resident since 1977. He knows all the sweet spots, he’s a family man and has earned a great life. He makes you feel like you really are on vacation. It’s an intimate excursion and you won’t miss the frills of a cruise ship. This is how to live, take a trip with Randy and you will know what I mean.
Captain Randy was amazing we had such a great time!!! We saw dolphin found sand dollars and conch alive in the wild off a sandbar in the gulf we found amazing shells for our daughter on shell key!!!! Captain Randy is amazing and truly one of a kind.
We have now been on two trips with Randy at Sandy Toes, and both times have been amazing.Captain Randy knows the waters better than anyone, and he will show you some of the best places in the areas. Not to mention, both times we got to see many dolphins. Looking forward to our next trip.
Sandy Toe’s Charters exceeded our expectations! Captain Randy went above and beyond to make our family boat charter the most amazing experience. We would recommend this boat charter to everyone, especially families! Every trip is customizable and we were able to experience everything we wanted and more- From visiting multiple islands, tour and history of the area, snorkeling, visiting old forts and light house, feeding tortoises, shelling, dolphins and even swimming with 17 manatees! This was truly a fabulous day and we will be back to see Captain Randy again! Thanks Sandy Toe’s Charters for your hospitality and such an amazing day in and out of the water!
This was our time doing this as residents in Florida and we could not have chosen a better experience. Randy is a great captain and guide who was exceptionally personable and made our family time together so special. What was so great was that you can completely tailor this to suit your needs (within reason of course and with Randy's help). We will be regular clients!
We had a wonderful sunset cruise! The views were amazing and we even saw dolphins! Randy was also so much fun! Would definitely recommend! Can’t wait to do it again.
Thank you Captain Randy for an amazing tour. I highly recommend this charter cruise. Cruised the 3 hour tour of beautiful homes on the water, gorgeous boats, and following pods of dolphins. This was such a relaxing experience. My friends and I were elated. Can't go wrong with Sandy Toes!
We had the best day EVER with Captain Randy today. Dolphins were jumping, the sun was shining, we went to a beautiful island, swam and found shells, then watched the sunset and went home with a full moon shining in the night sky.Captain Randy had lots of good stories, great music... all in all 10 out of 10!! Couldn't have had a better day. Highly recommend.
I would highly recommend Captain Randy’s area expertise and beautiful, well-maintained boat. For my family’s first visit to the St Pete area, I was looking for a private tour experience where we didn’t have to load a large boat and be on a timeline with lots of other people. Sandy Toes caught my eye as being a locally-owned, small business private charter and customizable to our choosing. Randy’s personalized tour was an excellent fit for my family. We got to see several dolphins playing right next to the boat! They gave us quite the show, and then we spent time shelling on a boat-accessible island. Amazing! We hope to make it back one day!
Best boat charter in Pinellas. All you have to do is tell Captain Randy what you ate thinking and looking for your trip and he will provide it. It's just you him and 5 of your people. Not you, the captain and 30 others. This was the second time we used his services and it was the perfect ending to our cousins vacation. Save the money from an hour on a jet ski, grab your friends or or family and take a little boat trip. You won't regret it.
Captain Randy made the sunset cruise an amazing memorable experience. He set the perfect tone for our outing and created memories that will resonate with me for the rest of my life. Thank you so much and I can't wait to go again!
Randy is the absolute best. This is the second time I have been out with him. One was a day trip for a friend's birthday and the second was with my family for a sunset cruise and both trips were fabulous. He's very knowledgeable of the waterways and islands and their history. If your looking for a great time on the water, stop scrolling qnd book now. Thanks again Randy for another great time. -Jennisa ❤
What an amazing trip! Captain Randy avoided the storms and kept us in good weather, and we got to see one of the most spectacular sunsets I've ever experienced.The boat was extremely comfortable, clean, and we'll prepared. I would definitely recommend Sandy Toes to anyone looking for an amazing time on the water!
I have personally known Captain Randy for over 30 years and started sailing with him from the start. His experience and expertise really shines through when you see him in action. Aside from being lighthearted and funny, a true family man, he takes being on the water very seriously. Which, in turn, leaves everybody aboard to focus on only the fun things. You will feel in the best of hands with Capt Randy at the helm!
Captain Randy was beyond excellent, and we had a great time! It was a little cloudy, and he was willing to relocate us once it started raining! The entire boat ride was enjoyable, and he kept us entertained through out! I would definitely recommend this for an enjoyable experience with a friendly captain and well kept boat!
If you are in the St. Pete/Tampa area you HAVE to book a boat day with Sandy Toes Boat Charters. My best friends and I booked a girls trip to St. Pete and captain Randy and his wife Nicole gave us the best experience possible! We had originally booked a different charter weeks in advance and they ended up cancelling on us the night before. We had to quickly do some research to try and find another boat and Sandy Toes had availability and the short notice was no issue. Nicole was so friendly on the phone and was excited to host us! Captain Randy was SO much fun and you could tell he was an expert! He wanted us to have the best day ever and took us to a little island where we could get out and swim around. They provided ice and water and had a cooler with plenty of storage for our food and beverages. Captain Randy even got off the boat and brought us refills of our drinks while we were on the island. Our day with Sandy Toes Boat Charters was unforgettable and we will definitely book with them again. THANK YOU SO MUCH CAPTAIN RANDY AND NICOLE!!
If you are looking to see awesome spots in the area and have a great time, this is the charter for you! As a long time local, Captain Randy is very knowledgeable about the area. He customized our trip to accommodate what everyone in our party wanted. Due to Randy’s expertise and flexibility, we were able to see some hidden gems that wouldn’t typically be seen on a typical boat tour. His music was great and the disco light made for a fun end to the day. I would highly recommend Sandy Toes Boat Charters and plan on using them again!
I am 14 years old and for the past 2 years I have had Captain Randy bring me and my friends out on the water. He turns up or down the music whenever you like, and has disco lights that make it feel like a real party. He is also a great captain. He makes me and my friends feel safe but also have a good time, and when I turn 15 my friends and I are super excited because we are going out with Sandy Toes charter boat again!
We had an amazing time! Captain Randy and his wife were so kind and so easy to work with. We highly recommend if your looking for a relaxing private boat tour. We have an 8 month old son that we were worried about enjoying it but he absoletely loved it! Saw dolphins🐬 enjoyed beaches 🌊 and learned about some history of the island. 10/10 recommend.
We had an AWESOME adventure with Captain Randy yesterday! The sightings of both dolphins, and a manatee family thrilled the whole family! The swimming was amazing too, water was clear and warm at 84 degrees! We even had a restaurant stop for lunch fit in to our outing! Captain Randy has all the bases covered, we will definitely be back for more! Mike W.
We decided to take a Saturday boat ride out to some islands off the coast of Tampa, and chose Sandy Toes based on a family recommendation.Well, that recommendation was spot on.Captain Randy did an amazing job of showing us around and found an amazing beach for us to chill at.We then did a sunset tour, and came back into the bay. The night time ride across the bay was amazing, and if you get the chance make sure you ask for the disco light!All in all, I would highly recommend Sandy Toes Boat Charters to anyone looking for a skilled Captain who knows the Tampa Bay waters like the back of his hand, and who is fun, funny and a great tour guide.
First of all, Sandy Toes, my favorite kind of feet! Found Captain Randy on the web and booked a 4 hour ride to remember my dad and celebrate his life. Sweet boat and terrific captain, room fore and aft for seating and snacking. We were lucky enough to spend an hour gazing at pods of dolphins leaping and swirling with their young, on to a leisurely stroll on Shell Island, then off to an adventure ride into the Gulf. Finished up with photos in front of the Don Caesar and a magnificent sunset as we played dad's favorite music and flung flowers for him into the sea. It was 4+ hours of absolute bliss. Looking forward to another Capt Randy ride next year❤
Wonderful from start to finish! Booking is super easy and flexible in terms of working out how you want to spend your time. The boat is wonderful and Captain Randy is knowledgeable, capable and kind. We had a spectacular day of dolphins, beaches, snorkeling, lunch and all around relaxation. Having a private tour is important to us to get the most out of our time. And we were rewarded with just that! Not a single caveat to be had. 😊
10/10 for Capt Randy and Sandy Toes!! Husband and wife combo that really take care of you. Cannot say enough!! I will use them again next time.I'm a local and wanted to take a group of visiting friends out for the day and it was SO MUCH FUN. Randy had EVERYTHING covered, just bring a cooler and a towel and he has everything else....the local knowledge, even a disco ball. Saw dolphins, manatees....had a blast out on an island with warm clear water, stopped off for dinner and drinks on teh way home, with a super slow cruise back to the dock under the stars. It was SO WORTH IT!! My friends wanted to book a second day...100% recommended!!
we had an awesome day! it was so much fun taking our kids and my mom (visiting from another country) out for the afternoon into sunset. we went to an island and collected sand dollars. then headed back as the sun went down we will definitely book again! it is a great idea for a gift as well. a day to remember for sure!
We scheduled a charter with Captain Randy. He was a very experienced captain having extensive knowledge of the waterways in and around St. Petersburg. We visited a sandbar where we viewed dolphins and watched a beautiful sunset. From there we docked at a restaurant near Pass a grille for dinner followed by a leisurely cruise back to the dock while listening to some great music. Highly recommend.
My mom had come to town in wanted to see the sites so I booked A trip with sandy toes we were able to visit two private islands. Also got to collect a lot of nice shells then we got to see some dolphins. We were able to top off the evening buy some good seafood on the way in.At a nice restaurant on the water.Was very pleased with the experience and Captain Randy’s Experience with the water in the area. Would highly recommend
I went down to Florida for the first time with Family and got the chance to meet Captain Randy. First off, it was a blast having him take us to all the cool non tourist spots and got to see the waters from a Florida natives' point of view. He was friendly, great sense of humor, and professional when he was taking us across the waters. Definitely recommend!Thanks @Caption Randy for a great time!
We had the best time with Captain Randy and Sandy Toes Boat Charters! Spent the day at the beach with soft white sand, saw dolphins swimming next to the boat and watched a glorious sunset. Could not have been more perfect. We’ve already booked for our next trip and we can’t wait!
Been out with Captain Randy many times. Had a great time EVERY time.I completely recommend Sandy Toes Boat Charter Gulfport FL!It is everything that it advertises and more! A+
We took a sunset Cruise with Captain Randy. Generally I'm nervous on boats but Randy had me at ease right away. He took us to a great spot to watch the sunset. It was a perfect evening. I hope to book again soon.
Captain Randy took us out for a boat ride to a beautiful island off the coast of St Pete Beach! We had the best day! Thank you for showing us the beautiful white sandy island. We also picked up awesome shells and sand dollars!!!!
We did a sunset cruise with Captain Randy. We had a wonderful time watching the sunset over the Gulf of Mexico. It was breathtaking. On our way back seeing the stars so close you feel like you can touch them, lighting up the bay. Omg best ever🌅🎇 Playing music 🎶 for us was magical. Loved it.
Magical day on the water! Thank you captain for showing us Florida from a different viewpoint. It was one of our favorite activities we did as a family!
Had an amazing trip. The Captain was great company and very knowledgeable about all the areas. We got close up to three dolphins and had an amazing time looking for shells. We will definitely be going on another ride next year!
Randy was amazing! 6 of us came out to celebrate a birthday, there was plenty of room for all of us. He got us set up right away, drinks & food were welcomed. He brought us out - found dolphins, then brought us over to a sandbar where we could enjoy the day and hangout in the water. 10/10 will definitely return soon. For the price, quality, and professionalism - it was awesome.
What a day! Captain Randy was ready and waiting for us to board at Gulfport Marina. He was mindful and attentive to all 4 of us the entire trip. We spotted a pod of 6 dolphins within the first 15 minutes! We visited Irma pass, the “Petting Zoo” and Shell Key Preserve. Capt Randy put us in a prime spot to find a horse conch! We had a memorable day celebrating our son’s 9th birthday aboard Sandy Toes Boat Charter. We will definitely be booking Capt Randy again if the opportunity presents itself!
Sandy Toes Boat charter & Captain Randy are absolutely phenomenal!On our sunset cruise we saw around 10-15 manatees having an absolute blast up on the surface of the water.Then we were swept away for the most scenic boat ride.Where we were exposed to wildlife, beautiful clear blue waters, a breathtaking sunset, & million dollar mansions.During the return of our sunset cruise we traveled under beautiful bridges, we got to see LED kayakers, and all of the beauty the marina holds.Before returning to the dock from our sunset cruise, We immediately booked another tour for the following morning.During our day trip today we witnessed SO many pods of very playful dolphins.Captain Randy was very patient and informative.After the dolphins left us we headed down to the Gulf of MexicoWhere the water was clear and sea glass green(Absolutely stunnning)Captain Randy pulled us up to a secluded sandbar beach in the middle of the gulf where he educated us on the wildlife, the seashells & more,Then he let us explore!Any question we had, captain Randy had a great explanation for us!He even was so kind to help us find some sea urchins & fighting conch. (It was unreal)The boat ride alone would have been enough for me.Seeing as you can 100% tell that captain Randy absolutely loves this life!& he fills you with such joy and positivityI would 100 million percent recommend sandy toes boat charter to anybody & e v e r y b o d yWho is looking for a fun and exciting insightful time.Thank you again Captain Randy for such an amazing experience!
Best Sunset Cruise Ever!! Dolphins galore, music, dancing,, birthday celebration, spectacular sunset and dinner at the Wharf! Randy and his beautiful wife Nicole went above and beyond to make this evening for our group the BEST! If you don’t call Sandy Toes to book your next cruise then you are just a Loser!!???? Thank You Captain Randy ???????????????????????????? ❤️ Chrissy
We spent an amazing morning on the water with Captain Randy! He was great company and shared a few of his favorite spots with us, including a secluded island beach and delicious seafood restaurant. We also saw several dolphins! He was fantastic with our almost 3 year old son and was more than happy to answer all his questions and even let him drive! We’re looking forward to our next trip with Randy!
Best boat charter in the Tampa Bay area. Captain Randy is the man. We will be back to hang out with him and next time he’s bringing the dogs!!
Captain Randy is the best of the best! He recently took my family on a sunset cruise and we had an amazing evening. Beyond his expertise as a captain, Captain Randy's genuine hospitality truly sets Sandy Toes Boat Charters apart. He effortlessly creates a welcoming atmosphere, ensuring that guests feel like cherished friends rather than mere passengers. Hope we get to do it again sometime soon!
We had the absolute BEST time with Randy! We had another charter cancel on us last minute and we luckily found Sandy Toes. It all happened for a reason because it was the best experience. Randy took us all over and was incredibly knowledgeable about the area and nature. We saw a whole pod of dolphins and a bunch of different birds. We made amazing memories. Overall an 11/10 experience. I’m a local so I will definitely be going out with Sandy Toes again!!
Captain Randy was cool!! Felt like we was boating with a friend!! He really made it a great experience! Will book with him again????
Best boat ride I have ever taken! They were very pet friendly considering it was my dogs first boat ride!!! He loved it and Randy the Captain was very nice! He was talkative enough to carry a good conversation but not so much that you felt you couldn’t have your own. We saw some dolphins and very cool houses! Randy let us pick the music and we got to just relax. Would definitely recommend to anyone who want to see the bay or some dolphins!!
What a great experience we had with Randy! He is very personable and knows all the history in the area. We did a 4 hour charter and it was fantastic. We got to see and hear about all the local attractions. We went to Shell Island which was great and got to hang out and watch some baby or younger dolphins swim around for a bit. Randy went out of his way to make sure we had a great time. This is the place you want to book your next adventure with. I highly recommend!!!
Wow! What a fantastic experience! We did the island tour with dolphin sightings. Sandy toes did not disappoint! Our Captain Randy put us right in the middle of a pod of dolphins! Every side of the boat was dolphins! Then, we visited the island, Irma pass and went shelling! Beautiful beach with lots of shells that are complete and not broken. A history of the area and famous places as we went along was great too! Reservations were easy on their website which was easy to navigate and the customer service at the office was excellent!
Even though it was cold, we had a great time on our boat tour. We got to see several dolphins, beautiful homes, and poor boats that didn’t make it through a storm. Highly recommend. Maybe next time we are in the area it will be warmer than 60 and we can enjoy another ride.
We booked a sunset tour and before we could leave the marina we had a dolphin swimming beside us! We saw so many dolphins! A family with babies swimming near us… just beautiful! We got a great tour of the mansions and the beaches around us. The captain gave lots of information on the homes and restaurants in the area. The sky looked incredible. We got to ride under the bridge on the way home which felt like we were in Venice. Best part of the trip!
Captain Randy Dunham is very knowledgeable of the local history. He provided my, son, 2 granddaughters and their friends with a memorable experience. We visited a barrier island, did some shelling and bird watching. He put us on top of dolphin and snook as we observed them in their natural environment.Thank you, Captain.
Had a great day on the water with Cpt. Randy. Sight-seeing, dolphin watching, shelling was our main objective. We got more than we bargained for in all categories. Nice boat, excellent captain and a more than fair price. We plan to go out again with Sandy Toes next time we are in the area!
Randy did a great job!! We saw an amazing sunset and atleast 15 dolphins, he is the best! Thanks again for a great trip.
I proposed! She said YES! Thank you Captain Randy for the beautiful sunset cruise and helping make the occasion special for us!! My now finance and I had the most lovely time! Captain Randy helped me by lining up the boat perfectly at sunset and helped capture the moment with the sunset in the backdrop! We have some amazing pictures and a beautiful video because of you! Unforgettable moments! You’re forever a part of our story now!
Look no further this is the trip you need. Randy’s been a resident since 1977. He knows all the sweet spots, he’s a family man and has earned a great life. He makes you feel like you really are on vacation. It’s an intimate excursion and you won’t miss the frills of a cruise ship. This is how to live, take a trip with Randy and you will know what I mean.
Captain Randy was amazing we had such a great time!!! We saw dolphin found sand dollars and conch alive in the wild off a sandbar in the gulf we found amazing shells for our daughter on shell key!!!! Captain Randy is amazing and truly one of a kind.
We have now been on two trips with Randy at Sandy Toes, and both times have been amazing.Captain Randy knows the waters better than anyone, and he will show you some of the best places in the areas. Not to mention, both times we got to see many dolphins. Looking forward to our next trip.
Sandy Toe’s Charters exceeded our expectations! Captain Randy went above and beyond to make our family boat charter the most amazing experience. We would recommend this boat charter to everyone, especially families! Every trip is customizable and we were able to experience everything we wanted and more- From visiting multiple islands, tour and history of the area, snorkeling, visiting old forts and light house, feeding tortoises, shelling, dolphins and even swimming with 17 manatees! This was truly a fabulous day and we will be back to see Captain Randy again! Thanks Sandy Toe’s Charters for your hospitality and such an amazing day in and out of the water!
This was our time doing this as residents in Florida and we could not have chosen a better experience. Randy is a great captain and guide who was exceptionally personable and made our family time together so special. What was so great was that you can completely tailor this to suit your needs (within reason of course and with Randy's help). We will be regular clients!
We had a wonderful sunset cruise! The views were amazing and we even saw dolphins! Randy was also so much fun! Would definitely recommend! Can’t wait to do it again.
Thank you Captain Randy for an amazing tour. I highly recommend this charter cruise. Cruised the 3 hour tour of beautiful homes on the water, gorgeous boats, and following pods of dolphins. This was such a relaxing experience. My friends and I were elated. Can't go wrong with Sandy Toes!
We had the best day EVER with Captain Randy today. Dolphins were jumping, the sun was shining, we went to a beautiful island, swam and found shells, then watched the sunset and went home with a full moon shining in the night sky.Captain Randy had lots of good stories, great music... all in all 10 out of 10!! Couldn't have had a better day. Highly recommend.
I would highly recommend Captain Randy’s area expertise and beautiful, well-maintained boat. For my family’s first visit to the St Pete area, I was looking for a private tour experience where we didn’t have to load a large boat and be on a timeline with lots of other people. Sandy Toes caught my eye as being a locally-owned, small business private charter and customizable to our choosing. Randy’s personalized tour was an excellent fit for my family. We got to see several dolphins playing right next to the boat! They gave us quite the show, and then we spent time shelling on a boat-accessible island. Amazing! We hope to make it back one day!
Best boat charter in Pinellas. All you have to do is tell Captain Randy what you ate thinking and looking for your trip and he will provide it. It's just you him and 5 of your people. Not you, the captain and 30 others. This was the second time we used his services and it was the perfect ending to our cousins vacation. Save the money from an hour on a jet ski, grab your friends or or family and take a little boat trip. You won't regret it.
Captain Randy made the sunset cruise an amazing memorable experience. He set the perfect tone for our outing and created memories that will resonate with me for the rest of my life. Thank you so much and I can't wait to go again!
Randy is the absolute best. This is the second time I have been out with him. One was a day trip for a friend's birthday and the second was with my family for a sunset cruise and both trips were fabulous. He's very knowledgeable of the waterways and islands and their history. If your looking for a great time on the water, stop scrolling qnd book now. Thanks again Randy for another great time. -Jennisa ❤
What an amazing trip! Captain Randy avoided the storms and kept us in good weather, and we got to see one of the most spectacular sunsets I've ever experienced.The boat was extremely comfortable, clean, and we'll prepared. I would definitely recommend Sandy Toes to anyone looking for an amazing time on the water!
I have personally known Captain Randy for over 30 years and started sailing with him from the start. His experience and expertise really shines through when you see him in action. Aside from being lighthearted and funny, a true family man, he takes being on the water very seriously. Which, in turn, leaves everybody aboard to focus on only the fun things. You will feel in the best of hands with Capt Randy at the helm!
Captain Randy was beyond excellent, and we had a great time! It was a little cloudy, and he was willing to relocate us once it started raining! The entire boat ride was enjoyable, and he kept us entertained through out! I would definitely recommend this for an enjoyable experience with a friendly captain and well kept boat!
If you are in the St. Pete/Tampa area you HAVE to book a boat day with Sandy Toes Boat Charters. My best friends and I booked a girls trip to St. Pete and captain Randy and his wife Nicole gave us the best experience possible! We had originally booked a different charter weeks in advance and they ended up cancelling on us the night before. We had to quickly do some research to try and find another boat and Sandy Toes had availability and the short notice was no issue. Nicole was so friendly on the phone and was excited to host us! Captain Randy was SO much fun and you could tell he was an expert! He wanted us to have the best day ever and took us to a little island where we could get out and swim around. They provided ice and water and had a cooler with plenty of storage for our food and beverages. Captain Randy even got off the boat and brought us refills of our drinks while we were on the island. Our day with Sandy Toes Boat Charters was unforgettable and we will definitely book with them again. THANK YOU SO MUCH CAPTAIN RANDY AND NICOLE!!
If you are looking to see awesome spots in the area and have a great time, this is the charter for you! As a long time local, Captain Randy is very knowledgeable about the area. He customized our trip to accommodate what everyone in our party wanted. Due to Randy’s expertise and flexibility, we were able to see some hidden gems that wouldn’t typically be seen on a typical boat tour. His music was great and the disco light made for a fun end to the day. I would highly recommend Sandy Toes Boat Charters and plan on using them again!
I am 14 years old and for the past 2 years I have had Captain Randy bring me and my friends out on the water. He turns up or down the music whenever you like, and has disco lights that make it feel like a real party. He is also a great captain. He makes me and my friends feel safe but also have a good time, and when I turn 15 my friends and I are super excited because we are going out with Sandy Toes charter boat again!
We had an amazing time! Captain Randy and his wife were so kind and so easy to work with. We highly recommend if your looking for a relaxing private boat tour. We have an 8 month old son that we were worried about enjoying it but he absoletely loved it! Saw dolphins🐬 enjoyed beaches 🌊 and learned about some history of the island. 10/10 recommend.
We had an AWESOME adventure with Captain Randy yesterday! The sightings of both dolphins, and a manatee family thrilled the whole family! The swimming was amazing too, water was clear and warm at 84 degrees! We even had a restaurant stop for lunch fit in to our outing! Captain Randy has all the bases covered, we will definitely be back for more! Mike W.
We decided to take a Saturday boat ride out to some islands off the coast of Tampa, and chose Sandy Toes based on a family recommendation.Well, that recommendation was spot on.Captain Randy did an amazing job of showing us around and found an amazing beach for us to chill at.We then did a sunset tour, and came back into the bay. The night time ride across the bay was amazing, and if you get the chance make sure you ask for the disco light!All in all, I would highly recommend Sandy Toes Boat Charters to anyone looking for a skilled Captain who knows the Tampa Bay waters like the back of his hand, and who is fun, funny and a great tour guide.
First of all, Sandy Toes, my favorite kind of feet! Found Captain Randy on the web and booked a 4 hour ride to remember my dad and celebrate his life. Sweet boat and terrific captain, room fore and aft for seating and snacking. We were lucky enough to spend an hour gazing at pods of dolphins leaping and swirling with their young, on to a leisurely stroll on Shell Island, then off to an adventure ride into the Gulf. Finished up with photos in front of the Don Caesar and a magnificent sunset as we played dad's favorite music and flung flowers for him into the sea. It was 4+ hours of absolute bliss. Looking forward to another Capt Randy ride next year❤
Wonderful from start to finish! Booking is super easy and flexible in terms of working out how you want to spend your time. The boat is wonderful and Captain Randy is knowledgeable, capable and kind. We had a spectacular day of dolphins, beaches, snorkeling, lunch and all around relaxation. Having a private tour is important to us to get the most out of our time. And we were rewarded with just that! Not a single caveat to be had. 😊
10/10 for Capt Randy and Sandy Toes!! Husband and wife combo that really take care of you. Cannot say enough!! I will use them again next time.I'm a local and wanted to take a group of visiting friends out for the day and it was SO MUCH FUN. Randy had EVERYTHING covered, just bring a cooler and a towel and he has everything else....the local knowledge, even a disco ball. Saw dolphins, manatees....had a blast out on an island with warm clear water, stopped off for dinner and drinks on teh way home, with a super slow cruise back to the dock under the stars. It was SO WORTH IT!! My friends wanted to book a second day...100% recommended!!
we had an awesome day! it was so much fun taking our kids and my mom (visiting from another country) out for the afternoon into sunset. we went to an island and collected sand dollars. then headed back as the sun went down we will definitely book again! it is a great idea for a gift as well. a day to remember for sure!
We scheduled a charter with Captain Randy. He was a very experienced captain having extensive knowledge of the waterways in and around St. Petersburg. We visited a sandbar where we viewed dolphins and watched a beautiful sunset. From there we docked at a restaurant near Pass a grille for dinner followed by a leisurely cruise back to the dock while listening to some great music. Highly recommend.
My mom had come to town in wanted to see the sites so I booked A trip with sandy toes we were able to visit two private islands. Also got to collect a lot of nice shells then we got to see some dolphins. We were able to top off the evening buy some good seafood on the way in.At a nice restaurant on the water.Was very pleased with the experience and Captain Randy’s Experience with the water in the area. Would highly recommend
I went down to Florida for the first time with Family and got the chance to meet Captain Randy. First off, it was a blast having him take us to all the cool non tourist spots and got to see the waters from a Florida natives' point of view. He was friendly, great sense of humor, and professional when he was taking us across the waters. Definitely recommend!Thanks @Caption Randy for a great time!
We had the best time with Captain Randy and Sandy Toes Boat Charters! Spent the day at the beach with soft white sand, saw dolphins swimming next to the boat and watched a glorious sunset. Could not have been more perfect. We’ve already booked for our next trip and we can’t wait!
Been out with Captain Randy many times. Had a great time EVERY time.I completely recommend Sandy Toes Boat Charter Gulfport FL!It is everything that it advertises and more! A+
We took a sunset Cruise with Captain Randy. Generally I'm nervous on boats but Randy had me at ease right away. He took us to a great spot to watch the sunset. It was a perfect evening. I hope to book again soon.
Captain Randy took us out for a boat ride to a beautiful island off the coast of St Pete Beach! We had the best day! Thank you for showing us the beautiful white sandy island. We also picked up awesome shells and sand dollars!!!!
We did a sunset cruise with Captain Randy. We had a wonderful time watching the sunset over the Gulf of Mexico. It was breathtaking. On our way back seeing the stars so close you feel like you can touch them, lighting up the bay. Omg best ever🌅🎇 Playing music 🎶 for us was magical. Loved it.
Magical day on the water! Thank you captain for showing us Florida from a different viewpoint. It was one of our favorite activities we did as a family!
ABOUT US
Captain Randy LOVES having a great time!
Captain Randy doesn’t just like what he does, he absolutely LOVES it! Captain Randy Dunham is a United States Coast Guard Licensed Captain with a 100 Ton Masters for nearly 30 years. Randy has spent his entire life navigating the Gulf of Mexico and our local waterways. Growing up in Florida has given him an appreciation for the surrounding ecosystem and knowledge of the local wildlife. He captains a 24ft Seahunt Edge with bow and stern seating and tons of amenities.
