Day Sailing Packages and Recommended Trips
All of our day sails are customizable and include the captain, fuel, docking, snorkels, swim mat, snacks, sodas, and water.
Overnight Sailing Packages and Recommended Trips
All of our overnight sails are customizable and include the captain, docking, snorkels, swim mat, snacks, sodas, and water. However, fuel is an additional charge on custom overnight trips.
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
Get ready for a relaxing two-night adventure from Treasure Island making stops at Egmont Key, Shell Key, Anna Maria Island, and Sarasota. This excursion gives you time to soak up the sun, experience the sailor's life, and unwind along the Gulf's picturesque coastline. With ample time for fishing, snorkeling, shell hunting, and exploring charming coastal towns, this trip promises to curate memories that will last a lifetime. Max: 6 Guests