moderate
2 hours to multiple days
Participants should have basic physical fitness to move around the boat and handle occasional waves comfortably.
Discover premium sailing trips with Summerwind Adventures in St. Thomas and beyond. From half-day charters to multi-night journeys, experience Caribbean waters crafted for every level of sea lover.
St. Thomas in the U.S. Virgin Islands presents an unmatched sailing playground where turquoise waters meet warm Caribbean breezes. Summerwind Adventures offers a comprehensive range of trips that unlock the essence of this vibrant seascape. From quick 2-hour sails to multi-night journeys across the U.S. and British Virgin Islands, each voyage is designed to highlight the raw beauty and diverse marine life of the region. Imagine skimming across crystalline bays around St. John and St. Thomas during a private sunset sail or immersing yourself in coral-studded reefs with snorkeling stops that reveal vivid, living mosaics underwater.
Beyond the Virgin Islands, Summerwind extends its expertise to the Atlantic waters off St. Augustine, Cumberland Island, and Amelia Island. These multi-night expeditions combine tranquil coastal cruising with opportunities to witness untouched shorelines and historic landmarks in Florida’s maritime southeast. Whether aboard a half-day charter or embarking on a full-day private day sail, guests experience intimate connection with both sea and sky.
What distinguishes Summerwind Adventures is a commitment to personalized experiences that blend adventure with local knowledge. Operating out of Nazareth, St. Thomas, the company taps into the unique geography of the Caribbean’s volcanic island chain and Florida’s barrier islands to offer routes that showcase spectacular volcanic rock formations, sandy islets, and hidden coves.
The Virgin Islands’ consistent trade winds make sailing here dependable, while the diverse marine ecosystem offers encounters with sea turtles, colorful reef fish, and occasional dolphin pods. The region’s complex history—reflected in colonial architecture and whispered stories of seafaring cultures—adds subtle depth to the journey. Summerwind Adventures stands out as a gateway for travelers craving both relaxation and active engagement with some of the Atlantic basin’s most dynamic waters and coastlines.
Sunset sails fill up fast—reserve your spot in advance to secure the best view and timing.
Boat decks can be slippery; non-slip footwear enhances safety without sacrificing mobility.
To protect coral reefs during snorkeling stops, use environmentally friendly sunscreen products only.
Caribbean weather can shift quickly; verify conditions before heading out to balance safety and comfort.
The Virgin Islands’ maritime culture stems from centuries of colonial Caribbean trade routes and indigenous seafaring traditions.
Operators emphasize responsible tourism by promoting reef-safe products and minimizing anchor damage to fragile underwater habitats.
Ensures grip on wet boat surfaces and keeps feet secure during maneuvers.
Protects skin while preserving delicate marine ecosystems during snorkeling.
summer specific
Keeps you warm from cool ocean breezes during early morning or evening sails.
winter specific
Capture unforgettable moments without risking gear damage from salt spray.