Sample 1-Day Florida Itineraries

Sample Daysail Itinerary

With many options in just 1 day – consider chartering 2 days / 1 night

DaySail to Pine Key

Pine Key, aka Beer Can Island, is approximately a 1-1/2 hours to sail From the Vinoy Marina, sail NorthEast to Beer Can Island. This is 6 nm across Tampa Bay. This small island is where hundreds of small and large boats anchor up on weekends and holidays. They have food stands, bars, DJ entertainment, and a bounce house! Beer Can Island – Pine Key Tampa Bay

Lunch at Doc Ford’s Rum Bar & Grille on the Downtown St Pete Pier 10 minutes is approximately a 10-minute motor away from the Vinoy Marina. Stop at Doc Ford’s for a delicious lunch on the waterfront. Fabulous fresh seafood, delicious cocktails, live music, and gorgeous views! Pull up to the St. Pete Pier, first-come,first-served city-owned slips. Arriving by Boat – The St. Pete Pier (

Lunch at the Getaway

Lunch at the Getaway is approximately a 1 – 1 ½ hour sail from the Vinoy Marina. You can sail North and turn West right before the Gandy Bridge. This tropical waterfront restaurant and bar sits on a very narrow channel. They have one T-head slip, so it may be best to call ahead to ask about the availability. Great fresh seafood and festive cocktails!

Apollo Beach

Apollo Beach is approximately a 2-hour sail From the Vinoy Marina or 10.5 nm. Head East across Tampa Bay to enjoy fun bars and restaurants in picturesque Apollo Beach. Stop and enjoy a great lunch at Finn’s Dockside Bar & Grill. They have a mooring field to set your anchor or a T-head available for docking. Another option close by is Circles Waterfront. Also, visit the Apollo Beach Nature Preserve and hike to the tower.

Egmont Key

Sail Under the Skyway Bridge Approximately 3 – 3 1/2 hour sail to one of Tampa Bay’s most popular destinations – Egmont Key. Sail South, 15 nm, and enjoy the journey under the fabulous Sunshine Skyway Bridge. Anchor and jump in the water or dinghy onto the island. You can enjoy the trails, swimming, fishing, wildlife viewing, and visiting the historic lighthouse; wear your water shoes!*

Passage Key

Head out to Passage Key, approximately a 3 – 3 ½ hour sail, 16nm SouthWest. Just South of Egmont Key is this tiny clothing-optional sandbar. This peaceful bird sanctuary is a favorite for nudists, although many visitors remain clothed. Passage Key is a wildlife refuge off of Anna Maria Island. Being a nature preserve, the island is closed to the public, without walking on the sand. On weekends and holidays, hundreds of boats gather and enjoy crystal clear water while staying in ankle-deep water. While approaching the island, be careful of shifting shoals and shallow depths.*

Fort De Soto Park

Fort De Soto Park is Approximately a 3 – 3 1/2 hour sail. The kids are going to love this destination! Anchor offshore by the SouthWest end pier and dinghy to shore. With over 1000 acres of islands and beaches, enjoy a leisurely hike, bird watching, and exploring the historic fort and military post. The beaches provide refuge to loggerhead sea turtles which nest between April & September each year.*

*weather dependant