THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
Step aboard for a two-night sailing escape from Treasure Island, Florida, exploring Egmont Key, Shell Key, and Anna Maria Island. Enjoy snorkeling, fishing, and serene coastal vistas away from the crowds.
Step aboard for a two-night sailing escape from Treasure Island, Florida, exploring Egmont Key, Shell Key, and Anna Maria Island. Enjoy snorkeling, fishing, and serene coastal vistas away from the crowds.
Book with Florida Sail
Verified experiences and guided adventures in the surrounding area.
Operated by Florida Sail · Treasure Island, Florida
Set sail from Treasure Island, Florida, for a captivating two-night journey that unlocks the hidden gems of the Gulf Coast. This Overnight Sail invites small groups to experience a unique blend of tranquility and adventure aboard a classic sailing vessel, weaving through pristine waters and unspoiled islands just off the coast of St. Petersburg. From the moment you step aboard, the rhythm of the waves and the salty breeze envelop you, making it clear this isn’t just a trip, but a genuine sailor’s escapade.
The itinerary highlights stops at Egmont Key, Shell Key, and the popular Anna Maria Island, each offering a distinct taste of Florida’s coastal charms. Egmont Key, a critical wildlife refuge and historic sentinel with its faded lighthouse, draws nature lovers and history buffs alike. Here, you might spot shorebirds and loggerhead turtles basking on protected sands or explore remnants of old fortifications. Shell Key unveils beaches blanketed in shells and sand dollars, making it a prime spot for shell hunters and snorkelers eager to discover the clear, warm Gulf waters and vibrant marine life below.
Anna Maria Island’s relaxed vibe complements the secluded beaches perfectly, with opportunities to stroll quaint coastal towns, visit pier fishermen, or simply revel in the salt-kissed air. Fishing enthusiasts can cast lines off the boat or nearby shores, targeting the abundant local species that thrive in the Gulf’s nutrient-rich habitat.
This two-night voyage is more than sightseeing — it’s about living the sailor’s life, with hands-on sailing, sunset views over calm waters, and evenings under stars unpolluted by city lights. Operating out of Treasure Island, the trip offers an immersive escape from mainland bustle, showcasing Florida’s coastal ecosystem from a unique vantage point rarely experienced by typical beachgoers.
Whether your group seeks a relaxing weekend getaway or an active exploration combining snorkeling, fishing, and beachcombing, this trip is finely tuned to immerse you in the authentic Gulf Coast marine environment. The journey’s intimate scale ensures personalized attention and a memorable bonding experience amid dynamic seascapes and historic sites, making it a standout adventure among Florida’s outdoor offerings.
For visitors staying in St. Petersburg or nearby Tampa, this Overnight Sail provides a refreshing alternative to crowded tourist paths, connecting travelers with nature, history, and the timeless thrill of the sea.
No. This trip welcomes beginners and offers guidance for those new to sailing.
The trip usually includes basic provisions, but guests are encouraged to check with operator for specific meal arrangements.
Yes, fishing poles are welcome, and the trip includes opportunities to fish in productive Gulf waters.
Basic snorkeling gear is available, but guests may bring their own for comfort and hygiene.
This is a small-group trip, ideally suited for families or groups up to 6 people.
Look out for shorebirds, sea turtles, dolphins, and various fish species native to the Gulf.
Florida Sail is a Treasure Island, Florida sailing charter that offers a range of day and overnight trips along the Gulf Coast. The company operates guided sails designed for wildlife viewing, coastal exploration, and relaxed cruising. Popular options include the Sunset Sail and Dolphin Spotting Sail aboard a Leopard catamaran, plus half-day, full-day, and one- or two-night overnight cruises to nearby islands. Trips focus on local highlights such as Egmont Key, Anna Maria Island, and Shell Key. Activities vary by itinerary and include dolphin and manatee watching, pelican sightings, swimming, snorkeling, shell hunting, and fishing on select voyages. Overnight itineraries include on-island time, dinner, and breakfast for multi-day experiences. The fleet and crew provide guided navigation of intracoastal waterways and open Gulf passages, emphasizing comfort, safety, and respect for local marine life. The Dolphin Spotting Sail highlights views of the city skyline and waterfront mansions from a spacious Leopard catamaran. Reservations accommodate small groups seeking personalized itineraries and flexible destinations. Each trip description specifies duration and primary activities so guests can select excursions that match interests and ability levels. Florida Sail operates from Treasure Island, Florida, and markets trips suitable for families, couples, and small groups looking for nature encounters or coastal relaxation. The business's focus on established routes, recognized destinations, and experienced crews supports reliable, memorable experiences on the water. Bookings are available for private charters, special events, and customizable itineraries, with clear trip summaries and crew guidance to help guests plan safe, enjoyable outings, and local conservation awareness.
Book with Florida Sail