Florida's Premier Yacht Experience

On Day 1, start your adventure with a 9 am briefing at the Vinoy Marina. Sail south to Tierra Verde, where crystal blue waters and a Caribbean vibe await. Enjoy lunch at the Island Bar and Grille, perfect for your first vacation cocktail. Spend the afternoon swimming and exploring sandbars before heading to Gulfport Marina for the night. In the evening, follow the sounds of live music to waterfront bars and restaurants. For dinner, walk to Pia’s Trattoria, a top-notch Italian restaurant in St. Pete.

Begin Day 2 with a leisurely exploration of Gulfport. Visit the Gulfport Brewery and enjoy lunch at the renowned O’Maddy’s Bar and Grille or Caddy’s. If you’re up for some fun, join a game of beach volleyball right across from the strip of waterfront restaurants. Afterward, set sail north to Treasure Island, where you can dock at The Club at Treasure Island. Spend the evening exploring the town’s attractions and choose the perfect spot for dinner, either at a local restaurant or at the club.

Day 3 of your yacht charter begins with a short journey north to John’s Pass Marina. Call ahead to secure your spot. Along the way, anchor at any of the beautiful beaches for a swim or snorkel in the clear waters. Pass-a-Grille is a must-visit, with beach bars and restaurants lining the shore. Don’t miss the “World’s Longest Bar” at Crabby’s on the Pass for a unique experience. Enjoy the vibrant atmosphere before heading back to your yacht for the night.

Day 4 is a thrilling adventure as you sail 10 nautical miles to Shell Key. After packing a lunch, set sail for this beautiful island, renowned for its underwater spectacles. Snorkel among dolphins, manatees, and rays that frequent the area. If you're still up for more exploration, head further south to Egmont Key. Continue your underwater adventure before returning to your yacht for a sunset cocktail and a delightful moonlit dinner.

Day 5 begins with a refreshing morning swim before setting sail north for a 15 nautical mile journey back to Vinoy Marina. En route, enjoy a final waterfront lunch at Doc Ford’s Rum Bar & Grille on St. Pete Pier. Upon returning your yacht to the marina staff, take the opportunity to explore Beach Drive. Visit the Dali Museum or enjoy tapas at Ceviche, making the most of your final day.