Sailing Trips in St Thomas
Top 10 Best St Thomas Sailing Trips
Found 50 Sailing Trips activities in St Thomas. Sort by Popularity. - Page 2Half Day Private Sail and Snorkel Trip to St John
Sail with Liberty guests experience real sailing on our spacious, private catamaran. We sail you to the St John National Park for spectacular snorkeling and beachcombing, followed by snacks, drinks, then more sailing. Captain Ryan... More
Private Tour
Power Catamaran Snorkel & Beach Break
Join us for an unforgettable 3.75-hour adventure aboard the mighty 1000hp "Breeze" PowerCat! Island-Hop, Snorkel, and Unwind Explore two of the Caribbean's hottest spots: 1. Buck Island: Dive into crystal-clear waters teeming wit... More
Private Tour
Sail Into the Sunset with Virgin Islands Day Sail - 6 Guest max
An Unforgettable Sailing Experience, Just for You. There is no end to what you can see while sailing with Virgin Islands Day Sailing. Join us as we explore the most breathtaking locations around the Virgin Islands. Create timeless... More
Private Tour
Sunset Sail from the Westin Frenchman's Reef
Step aboard the Flying Frenchman, our newly designed, state-of-the art sailing catamaran for a fun and festive sunset sail departing from Frenchman’s Reef. Take in a magnificent Caribbean sunset while under sail and enjoying the... More
Private Tour
Sunset Harbor Cruise of Charlotte Amalie
Relax and wind down after a day of fun-filled activities in St. Thomas! Board the Castaway Girl and sail through the picturesque harbor of Charlotte Amalie. While the wind is blowing through your hair, enjoy complimentary champagn... More
Private Tour
Private Sunset Sailor's Delight from Sapphire Marina
This is an private intimate trip for up to six guest. Avoid the crowds and enjoy a 2 hour leisurely sail with your loved ones aboard our beautiful 40ft classic sailboat. The sailor's delight trip is a favorite by many and sure to ... More
Private Tour
All Inclusive St. John Boating Adventure
We offer an all inclusive day sailing the calm protected waters of the US Virgin Island's National Park. Our small party sails guarantee a peaceful and authentic day at sea. We offer snorkeling options for all skill levels and swi... More
Private Tour
Full Day Private Charter on Luxury Catamaran Sailing.
Swim with sea turtles and snorkel beautiful reefs. See the amazing beaches and Islands while catching some sun on the bean bags on top of the trampolines. You will enjoy the smooth ride of our beautiful sailing catamaran. You wi... More
Private Tour
Private Full Day Sail in Virgin Islands National Park
On a private full day sail with Max Charters you will have the boat to yourself! Your captain and mate will take you to some of the most beautiful areas in the Virgin Islands and provide you with their expert knowledge. Lunch will... More
Private Tour
Full Day Private Charter (55' Sailing Yacht and up to 12 guests)
Explore the Virgin Islands in style and luxury aboard this beautiful 54 foot sailing yacht for an amazing full day (10am - 4pm) sailing excursion. Relax and enjoy snorkeling the crystal clear waters of the Virgin Islands while you... More
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Private Tour
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Sail, Shop and Snorkel in St. John from Frenchman's Reef
Experience the best of two tropical islands! Sail to the island escape of St. John from St. Thomas aboard the beautiful Flying Frenchman. After snorkeling in crystal blue waters, enjoy lite bites and a full bar. Explore St. John o... More
Private Tour
Private Day Charter Classic Sailboat
To maximize your day and our destination options in the National Park, we offer flexible timing allowing for an easy transfer away from the busy ports of St Thomas to meet near the commuter ferry terminal in Cruz Bay. The ferry ta... More
Private Tour
Private Day Sail & Snorkel with Virgin Islands Day Sailing, 6 guest max
A Private Sailing Experience, Just for You. There is no end to what you can see while sailing with Virgin Islands Day Sailing. Join us as we explore the most breathtaking locations around the Virgin Islands. Create timeless memori... More
Private Tour
Pizza Pi, Snorkel & Sunset Sail
**New Stormy Pirates Itinerary* As with every Stormy Pirates tour, this is a small group tour with only a maximum of 12 guests. We depart from American Yacht Harbor in Red Hook and sail to world famous Pizza Pi, where you will ... More
Private Tour
Legacy Waterfront Harbor Dinner Sail from Frenchman's Reef
Enjoy dinner service complimented by an open bar on the Flying Frenchman, the newest and most luxurious catamaran in our fleet. Take in a magnificent Caribbean sunset while under sail and enjoying special locally inspired cuisine,... More
Private Tour
Discover the Best of St. John - Snorkel, Beach & Shopping!
Experience the best of two tropical islands! Sail to the island escape of St. John from St. Thomas aboard the beautiful Lady Lynsey. After snorkeling in crystal blue waters, enjoy lite bites (hors d'ouevres) and a full bar. Explor... More
Private Tour
PiZZA Pi Snorkel Sail from Frenchman's Reef
Start the day with a sail to an offshore cay for premier snorkeling. In addition to fruit, salads, and cookies, our main lunch will be pizza from the Virgin Island’s ONLY floating food boat, PiZZA Pi, VI. We also include an open... More
Private Tour
Maho Bay Turtle Snorkel with Lunch and Bar at Frenchman's Reef
Embark on a snorkeling adventure to Maho Bay, a pristine paradise known for crystal-clear waters and vibrant marine life. Feel the salty breeze as you make your way to the bay on power catamaran, Jost Boat. The journey is a feast ... More
Private Tour
Private USVI Sailing Catamaran Charter
Embark on an adventure aboard SY Argo, a 41-foot Maine Cat offering a private luxury sailing experience in the mesmerizing US Virgin Islands. With a generous capacity of up to 31 guests, the catamaran promises exploration and rela... More
Private Tour
Private Sunset Sail
You will set sail aboard one of the largest daysail yachts in the Virgin Islands. At 55 feet the Blue Dream is well equipped to sail you through the tranquil waters of the USVI and beyond. Our experienced captain and crew will sai... More
Private Tour