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Women floating at a sandbar with Gypsy Soul Water Adventures

unforgettable water

There's never a shortage of things to do on the water! Explore South Florida's most beautiful destinations from the privacy and comfort of your personal boat charter. Gypsy Soul Water Adventures customizes each and every trip so all you have to do is choose your favorite activity and the length of time that works best for you.


Not quite sure what your perfect day looks like? Explore our list of top-rated adventures below (or create your own!) then contact us to start planning.



4 HOURS - $500*

The ideal length of time to enjoy the water and get the full charter experience. Start by customizing your adventure by selecting 2-3 options below.



3 HOURS - $400*

The 3-hour tour is ideal for anyone looking to get out on the water for 1-2 adventures, but do not want to be out all day (great for the budget minded as well!).

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2 HOURS - $300*

Our minimum-length charter is for those looking to explore local waterways, soak up the sun, and enjoy dolphin watching in the harbor.

sunset sails with Gypsy Soul Water Adventures


1.5 HOURS - $250*

Say goodbye to crowds and hello to your own personal sunset cruise! Your front row seats await as we take you on a tour of John's Pass then out to the Gulf of Mexico.

*Prices reflect the entire boat, a private charter for up to 6 paying passengers, and is a flat rate that includes taxes, fuel charge, and an iced down cooler with bottled water.


Maximum 6 Guests

Dolphin at Sea with his mouth open

Dolphin Watch

You will be cruising the Intracoastal waterway and the Gulf of Mexico looking for bottlenose dolphins swimming in their natural habitat. This eco friendly tour will delight nature enthusiasts of any age as you witness dolphins playing and interacting with each other.

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island discovery tour

Come explore some of St Petersburg's backcountry islands on this discovery eco tour. You will see local wildlife and birds while combing the beaches for hidden treasures washed up from the sea.



Discovery the natural beauty of some of Florida’s best shelling beaches and sandbars as we look for sand dollars, conch shells and scallop shells. This is a great winter months’ activity or if you are not looking to get in the water but just enjoy some of our seclude beaches.

Florida sunset at the back of the boat

sunset sail

Climb aboard as we take you on a relaxing 1.5 hour evening cruise to witness some of the best sunsets of the west coast of Florida. We will make our way through the Intracoastal waterway and into the Gulf for some spectacular sunsets.

man cooking fish on a grill on a boat

sandbar chillin'

One of our Captain's own favorite activities. We will take you to some shallow sandbars where you can play and relax like a local. This is also a great opportunity to add on the "Captain cooked lunch" with his famous tacos for you aboard the boat.

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We take you to some of our favorite local sandbars to snorkel in 3 to 6 feet of water. Perfect for kids and beginner snorkelers. We look for all sorts of sea creatures from conchs to sea urchins, friendly fish and sometimes the occasional octopus or sea horse!


paddle boarding

Come paddle board the calm waters of some of our backcountry estuaries. Explore mangrove islands while keeping an eye out for our local marine life. Paddle boarding is fun and easy to learn at all age levels. Due to the boat capacity we limit this trip to a max of 4 passengers.


pet friendly tours

At Gypsy Soul Water Adventures we love our 4-legged friends! As a highly rated activity on Bring Fido*, we can get you and your companion out on the water for a fun filled day of dog-friendly activities, including romping at local sandbars or dining at pet-friendly dockside restaurants.

Sea Fox 248 Commander boat

intracoastal cruise

Do you just want to get out on the water and explore St Petersburg by boat? This is a fun and exciting way to see St Pete while not getting your feet wet.  We cruise up and down the calm waterways, probably seeing dolphins along the way and who knows maybe even pull in somewhere for a cocktail.

view of a restaurant from the boat

dockside restaurants / tiki hop

St Petersburg offers a variety of dockside restaurants along the waterways. We will take your group "Tiki Bar" hoping to sample some of the local cuisine and libations. Depending on time and pick up locations, we can stop at up to 3 dockside restaurants. This trip is ideal for small group happy hours, bachelor and bachelorette parties as well as friend foodie tours. 

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real estate showings

Want to check out some open houses by water? Or we can coordinate with your real estate agent to show you by appointment only listings on the water. See what your future dream home looks like from the water and what will be your local waterways.

rainbow over the water from the bow of a boat

memorial services

Let us help you honor and remember your lost loved one with a scattering of the ashes at sea. Our captain will take you out into the Gulf where you can safely perform the ceremony and let your loved one rest in peace.

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