A Private 4-Hour Sailing Adventure from St. Petersburg to Passage Key
This adults-only sailing trip offers a chance to see some of the most iconic sights around St. Petersburg, Florida, for just $65 per person. Led by a knowledgeable skipper, the tour takes you from Maximo Park out into Boca Ciega Bay and the Gulf of Mexico, with highlights including the Sunshine Skyway Bridge, the St. Petersburg Pier, and Fort DeSoto. The real star, however, is Passage Key—an unspoiled, clothing-optional sandbar near Anna Maria Island and Egmont Key, where you’ll spend up to an hour wading in crystal-clear waters and lounging on pristine white sands. The trip is intimate, with a maximum of six guests, making it ideal for couples or small groups seeking a personalized experience.
What we love about this tour are two things in particular. First, the stunning views of the Sunshine Skyway Bridge and the coastline offer picture-perfect moments that can make your social media pop. Second, the clothing-optional aspect creates a relaxed, freeing atmosphere for adults who appreciate a bit of adventure and natural beauty without the crowds.
One consideration is that, since Passage Key is a protected bird sanctuary, you’re not permitted on the beach itself, only close enough to wade in knee-deep waters. This restriction helps conserve the habitat but might disappoint those hoping for a typical beach experience.
This tour suits travelers who enjoy nature, wildlife, and scenic sailing, especially those open to a bit of adult fun in a natural setting. If you’re looking for a private, low-key day with stunning vistas and an exclusive feel, this experience could be just right.
Key Points

- Private & Intimate: Small group of up to 6 guests ensures personalized attention.
- Unique Location: Passages to Passage Key, a clothing-optional sandbar and bird sanctuary.
- Scenic Views: Sights of the Sunshine Skyway Bridge, Ft. DeSoto, and St. Petersburg Pier.
- Wildlife Conservation: Respectful access to a protected bird sanctuary—no beach on Passage Key.
- All-Inclusive Comfort: Includes water, soda, snacks, and lunch, with optional gratuities.
- Flexible & Weather-Dependent: Cancellations are free with 24-hour notice; weather can impact the experience.
An In-Depth Look at the 4-Hour Adults-Only Passage Naked Key Charter

When you plan a day on the water from St. Petersburg, this private sailing trip stands out for its mix of scenic sightseeing, wildlife protection, and adult-friendly fun. It’s a short journey but packs plenty of highlights that make it worthwhile for those seeking a relaxed, exclusive escape.
Planning more time in St Petersburg? We've covered other experiences worth considering.
Starting Point and Departure
The adventure begins at Maximo Boat Ramp in St. Petersburg. This convenient location offers easy access, especially if you’re staying nearby. The boat is a comfortable vessel suited for small groups, promising a personalized experience. Since it’s a private tour, only your party will be on board, which means the skipper can tailor the trip a bit to your interests.
Navigating the Waters
We loved the way the skipper skillfully navigates through Boca Ciega Bay, with views of the Sunshine Skyway Bridge in the distance. The boat cruise itself feels leisurely, allowing you to relax and take in the scenery. Along the way, you’ll see the St. Petersburg Pier, a historic landmark, and perhaps catch glimpses of Fort DeSoto, known for its scenic beaches and wildlife.
The highlight is the approach to Passage Key—an uninhabited, protected bird sanctuary surrounded by turquoise waters. The boat anchors here, and you’ll have about an hour to enjoy the environment. The water is warm and inviting, and the sands are crisp and white. But remember, as this is a conservation area, you are not allowed on the beach, only in the shallow waters. You’ll be knee-deep in crystal-clear water, perfectly suited for wading, swimming, or just floating.
Passage Key: The Adult Playground
This sandbar is famously known as “Naked Key” because of its clothing-optional policy. It’s an adults-only experience designed for those comfortable with a more liberating vibe. The freedom to swim or lounge in the buff adds a playful, relaxed element to the day.
The scenery here is truly special. As one reviewer pointed out, “We loved the way the water was so clear, and the white sands made it feel like a private paradise.” It’s a rare chance to enjoy nature in a way that’s both peaceful and slightly daring. Plus, being a bird sanctuary, Passage Key is quieter than popular beaches, offering a sense of solitude perfect for unwinding.
What’s Included & What to Bring
The tour comes with bottled water, soda, snacks, and lunch, ensuring you stay refreshed during your time on the water. Towels are not provided, so it’s wise to bring your own if you want to dry off or sit comfortably on the boat. Gratuities are optional but appreciated if you enjoy the trip.
While the tour is budget-friendly at $65, it offers excellent value given the private setting, scenic stops, and inclusive amenities. Keep in mind the experience depends heavily on weather conditions; if storms roll in or winds are too strong, your trip may be canceled or postponed with a full refund if canceled more than 24 hours in advance.
- Saint Petersburg Paddle Board Tour
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- Private Dolphin & Architecture Tour in St. Petersburg, Fl
- Premiere Private Sunset Cruise With Lights Of The Skyway Bridge
- Trolley Pub Party Bike through St. Pete with Bar+Mural Stops
- Escape Room Experience – DISARM (Approx 1 hour)
Who Should Consider This Tour?
This experience is perfect for adults who like nature, scenic sailing, and a little adult freedom. It’s not suited for children or those looking for a typical beach day, since access to Passage Key’s beach is restricted for conservation reasons. It appeals most to small groups or couples wanting a private, relaxed outing with a splash of adventure.
Final Thoughts: Is This Tour for You?
If you’re after a unique, scenic, and adult-oriented escape, this private sailing trip checks many boxes. The views of the Sunshine Skyway Bridge and the coastline are truly stunning, and Passage Key offers a rare blend of seclusion, wildlife, and freedom. The intimate size of the tour means you won’t feel rushed and can enjoy the water at your own pace.
The inclusion of lunch, snacks, and drinks makes it a convenient option, especially for those who prefer an all-in-one experience without the hassle of planning meals. Plus, the flexible cancellation policy adds peace of mind.
However, if you’re not comfortable with a clothing-optional environment or prefer beaches where you can walk on the sand, this may not be the best fit. Weather can also impact the trip, so it’s best to book with some flexibility in mind and keep an eye on the forecast.
This tour offers a beautiful blend of scenery, wildlife, and adult fun—a perfect way to enjoy a quiet day on the water with a touch of daring in the Sunshine State.
FAQ
Is this tour suitable for children?
No, this is an adults-only tour because of the clothing-optional aspect and the nature of the experience.
How many people can join the tour?
Up to 6 guests can participate, which provides a private and intimate setting.
What should I bring with me?
Bring towels if you wish to dry off or sit on the boat, along with sunscreen, sunglasses, and possibly a hat. Everything else, including water, soda, snacks, and lunch, is provided.
Can I cancel if the weather is bad?
Yes, cancellations are free if made at least 24 hours in advance. If weather disrupts your trip, you will be offered a different date or a full refund.
Are gratuities included?
No, gratuities are optional but appreciated if you feel the guide provided excellent service.
What are the access details?
The meeting point is at Maximo Boat Ramp in St. Petersburg. It’s near public transportation, making it fairly easy to reach.
In summary, if you’re looking for a relaxed, scenic, private adventure with memorable waters and wildlife views, this sail to Passage Key is a solid choice. It offers a unique Florida experience that balances natural beauty with adult freedom, all at an affordable price.
More Tour Reviews in St Petersburg
- Guided St. Pete Sightseeing Tour in Deluxe Street Legal Golf Cart
- Small-Group Clear Kayak Tour in Shell Key
- Private Transfer from St. Petersburg to Orlando (MCO) Airport
- Boat Rentals to Shell Key, Treasure Island and St. Pete Beach
- Small Group 2 Hour Dolphin Cruise with Snorkeling to Shell Key
- Sharkeys Glass Bottom Fish Feeding LED Night Tour St. Pete Beach
More St Petersburg experiences we've covered
- Guided St. Pete Sightseeing Tour in Deluxe Street Legal Golf Cart
- Small-Group Clear Kayak Tour in Shell Key
- Private Transfer from St. Petersburg to Orlando (MCO) Airport
- Boat Rentals to Shell Key, Treasure Island and St. Pete Beach
- Small Group 2 Hour Dolphin Cruise with Snorkeling to Shell Key
- Sharkeys Glass Bottom Fish Feeding LED Night Tour St. Pete Beach
- Clear Kayak Glow Tour
- Private Barrier Island Boat Tours
- Illuminated Clear Kayak LED Glow Nights Paddle
- Half Day Electric Bike Rental on the Pinellas Trail
- St. Petersburg Ghosts Tour
- A Better Boating Experience – Coastlines Charters, St. Pete Beach
