If you’re thinking about a fun day on Tampa Bay, a private boat trip might just be the way to go. This Escape to Paradise adventure offers a chance to cruise around, hop onto a private island, and enjoy a laid-back yet lively atmosphere—all tailored to your group. While I haven’t personally taken this exact trip, the glowing reviews and detailed itinerary give a clear picture of what travelers can expect.
What really draws us in are the flexibility and exclusivity of the experience. You get a private boat just for your group, with plenty of space (up to 12 people), music, floats, and the freedom to bring your own drinks and snacks. Plus, the stops at Tampa’s scenic Riverwalk and a vibrant private island sound like the perfect mix of sightseeing and fun. The only thing to keep in mind? The cost isn’t just $630—you’ll also need to tip the captain, which adds a bit to the total. But if you’re after a customizable, memorable day on the water, this tour could be a great pick.
This experience suits those who love a flexible, relaxed atmosphere—whether you’re celebrating a special event like a bachelor or bachelorette party, or just looking for a unique way to explore Tampa Bay. It’s not specifically designed as a family-friendly trip, but it’s perfect for friends, couples, or groups wanting to mix sightseeing with some sun-soaked fun.
Key Points

- Private Experience: The boat is exclusively for your group, offering intimacy and customization.
- Flexible Stops: Cruise Tampa Riverwalk and visit Fantasy Island, a lively spot perfect for swimming and relaxing.
- All-Inclusive Feel: Bluetooth music, floats, cooler, and fuel are included—making it easy to just enjoy.
- Bring Your Own: Food and drinks are BYOB, so you can pack your favorites for the trip.
- Cost Breakdown: The base price is $630, but you’ll also need to tip the captain, which is $30/hr.
- Tour Length: About 4 hours, a good amount of time for a leisurely exploration without feeling rushed.
The Itinerary in Detail

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Starting Point and Duration
The adventure kicks off at 2305 N Willow Ave, Tampa. It’s a straightforward meeting point, easy to find, and close to many local attractions. You’ll spend roughly four hours on the water—which, in our opinion, strikes a nice balance between a substantial outing and not overcommitting your day.
Tampa Riverwalk Cruise
The first part of your trip takes you along Tampa’s vibrant Riverwalk, winding through downtown. This stretch is perfect for snapping photos of the city skyline and getting a feel for Tampa’s lively waterfront. We loved the way this segment sets a scenic, energetic tone right at the start. It’s free to get on, so you’re not paying extra for this part, but it’s a highlight for city views and getting a sense of Tampa’s vibe.
Fantasy Island and Big Pine Key Stop
Next, you cruise to the famous Fantasy Island, also known as Big Pine Key. This spot really makes the trip stand out. It’s described as a beautiful, sandy place where you can swim, float, or just lounge in the sun. On weekends, it apparently turns into a bit of a party, which could be perfect if you’re looking for a lively social scene. One reviewer called it “an island that turns into a party on weekends,” and they praised how fun and relaxed it was.
The reviews emphasize how much people enjoyed this stop—many quote how they swam, floated, or just soaked up the sun. It’s a chance to unwind and enjoy the tropical side of Tampa Bay, away from city hustle.
Customization and Extras
You’re welcome to be your own DJ with Bluetooth speakers, and floats like unicorns and flamingos are provided—adding a playful touch. The boat itself is described as well-maintained and clean, with amenities like a cooler and water, making it easy to keep refreshed.
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Captain and Crew
A common highlight in reviews is the captain’s attitude. Many say they had a blast with Damon or Greg, praising their friendliness and local knowledge. One review even said, “Damon could run a fun trip with families or rage with the best of us,” which nicely captures the flexible vibe of this experience. Of course, the captain’s wage ($30/hr) isn’t included in the base price, but most travelers find tipping a fair way to acknowledge good service.
What’s Included and What to Consider
Included:
- Private boat for your group
- Bluetooth music and floats
- Cooler and water
- Fuel surcharge and landing fees
- Captain (though tipping is separate)
Not Included:
- Captain’s wage of $30/hr (payable on the day)
Since the boat is private, you can customize your experience easily. Bring your food and drinks, turn up the music, and relax. The boat’s features like floats and a cooler make it feel like a mini party, but without the crowd or noise associated with larger tours.
Potential Drawbacks
The main thing to keep in mind is the tipping for the captain, which adds to your overall expense. Also, the trip is weather-dependent—if the weather doesn’t cooperate, you might need to reschedule or get a refund. Some reviews mention that the experience can vary depending on the captain and group dynamics, but overall, most say it’s a fantastic day.
Why This Tour Stands Out

What we love most about this private boat adventure is the blend of sightseeing, relaxation, and fun. The stops at Tampa Riverwalk and Fantasy Island give you both scenic views and beach vibes. It’s a chance to escape the usual and create personalized memories—whether that’s swimming, floating, or just basking in the sun with good tunes.
The cost might seem high at first glance, but factoring in the exclusivity, flexibility, and included amenities, it’s a solid value for a semi-private, customizable outing. Plus, the reviews are packed with praise for the crew and the quality of the experience—making it clear that most travelers find it worth every dollar.
If you’re after a day that combines Tampa’s sights with the fun of being on the water, this tour hits the mark. It’s especially ideal if you’re celebrating, want a private party, or just love the idea of a floating adventure with your friends.
Final Thoughts: Who Should Book This?

This trip is best suited for groups who want a relaxed, fun-filled day on Tampa Bay without the crowds. It’s perfect for celebrations like bachelor/bachelorette parties, birthdays, or just friends wanting to soak up the sun in style. If you’re okay with bringing your own food and drinks and enjoy customizing your experience, you’ll find this boat adventure a fantastic way to see Tampa from a different perspective.
While not specifically marketed as family-friendly, the trip’s laid-back vibe and focus on swimming and floating mean it could work for older kids or teens if the group is comfortable on boats. Just remember to discuss any safety considerations with the crew beforehand.
This private boat tour offers a personalized, enjoyable way to explore the bay, with beautiful scenery, lively stops, and friendly hosts making it a memorable choice.
Escape to Paradise: Private Island Boat Adventure in Tampa Bay
“AMAZING both of the guys are amazing instructors and talk to everyone and makes sure everyone enjoys their time. Trip was a long time and takes u a…”
FAQ
What’s the price of the tour?
The base cost is $630 per group for up to 12 people. Keep in mind, you’ll also need to tip the captain, which is $30/hour, paid on the day of the trip.
How long is the trip?
It lasts approximately 4 hours, giving you enough time to enjoy the cruise, swim at the island, and relax without feeling rushed.
Where does the tour start and end?
It begins at 2305 N Willow Ave in Tampa and returns to the same meeting point at the end of the trip.
Are food and drinks included?
No, but you’re welcome to bring your own food and drinks (BYOB). The boat has a cooler and water, so you can keep your refreshments handy.
Can I customize the experience?
Absolutely. The boat is private, so you can set your own playlist, bring floats, and decide how long to spend at each stop.
What happens if the weather isn’t good?
The experience is weather-dependent. If it’s canceled due to bad weather, you’ll be offered a different date or a full refund.
All in all, if you’re looking for a private, flexible, and fun way to explore Tampa Bay—whether for a celebration or just because—you’ll likely find this boat adventure a worthwhile splurge. Just remember to plan for the captain’s tip and enjoy your day on the water!
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