Overnight Sail to Egmont Key and Anna Maria Island: A Unique Florida Adventure
Difficulty
moderate
Duration
16–18 hours
Fitness Level
Moderate fitness required for light walking and boarding the sailboat comfortably.
Overview
Set sail from St. Petersburg on a unique overnight adventure visiting historic Egmont Key and charming Anna Maria Island. Enjoy stunning sunsets, local flavors, and peaceful coastal exploration on this one-night getaway.
Overnight Sail - 1 Night
2 Days/1 Night Private Charter
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About This Adventure
Experience an unforgettable overnight sail that combines history and natural beauty. Visit the historic Egmont Key, savor a stunning sunset, and explore the charming Anna Maria Island. Enjoy dinner and activities before a restful night aboard. Wake up to breakfast on the island before sailing back, creating lasting memories.
Embark on an unforgettable overnight sail, including a visit to historic Egmont Key, soaking in the sunset on the water, and anchoring near the charming Anna Maria Island. After a day of adventures, enjoy dinner and activities on the island before returning to Second Wind to rest. In the morning, have the option for an early morning coffee and breakfast on Anna Maria Island before starting our sail back to Treasure Island. Max: 6 Guests
Adventure Tips
Bring seasickness medication
The Gulf waters can be choppy in the evening; if you’re prone to seasickness, take preventative meds.
Wear layered clothing
Cooler evening and early morning temps make layering useful aboard the boat.
Pack a reusable water bottle
Stay hydrated during your sail and island exploration to keep energy levels up.
Use reef-safe sunscreen
Protect your skin and local marine life during outdoor time on the islands.
Local Insights
Wildlife
- Loggerhead sea turtles
- Osprey
History
Egmont Key played a crucial role during the Spanish-American War and later housed a lighthouse guiding Gulf shipping.
Conservation
Egmont Key is protected as a wildlife refuge; visitors are encouraged to respect habitat areas and avoid disturbing nesting wildlife.
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Frequently Asked Questions
Recommended Gear
Light jacket or windbreaker
Spring evenings can be breezy on the water—pack a jacket to stay comfortable.
spring specific
Sunglasses
Protect your eyes from strong sun reflecting off the Gulf waters.
summer specific
Comfortable walking shoes
Explore the island’s beaches and trails with supportive footwear.
fall specific
Warm layers
Keep warm during chilly mornings and evenings on the sail.
winter specific