Sailing Vacations
Bora Bora, French Polynesia
Join our 2027 Adventure Sailing Vacations
British Virgin Islands
Island-hopping paradise
Perfect sun, steady trade winds
Dive the wreck of the Rhone
Lively beach bars, island dining
Sunset dinners on the aft deck
Thailand, Phuket
Sail the shimmering Andaman Sea
James Bond Island, hidden lagoons
Limestone cliffs, island monkeys
Jungle elephant sanctuaries
Thai island cuisine
BVI wth Anegada
Open water passage to Anegada
Rare nature preserves
Warm water, endless snorkeling
Crystal pools at The Baths
Lobster barbecue on the beach
French Polynesia
Bora Bora and beyond
World-class reef diving
Endless blues, lagoon sunsets
Snorkel the coral gardens
Vanilla farms and black pearls
Now Booking 2027 Bluewater Sailing Adventures
Bluewater Sailing is partnering with Sail Around The World as the booking platform for our featured 2027 sailing vacations. Click on any of the trips above to explore highlights, pricing, and reservation information. Cabins are limited and reserved on a first-come, first-served basis. Join us for these amazing adventures!
Bluewater Featured Course:
Bareboat Cruising (104)
Exotic Destinations
Your dreams of traveling to the most beautiful places in the world, vacationing on amazing sailboats, and having an experience that is oceans beyond most can be a reality.
Head out for an incredible adventure vacation – choose from the Caribbean, the Andaman Sea, or the turquoise lagoons of the South Pacific. Experience warm trade winds, clear water, island anchorages, and unforgettable sunsets.
Hosted Adventures
If sailing with friends, family, or fellow adventurers to beautiful islands sounds exciting – but organizing the entire charter feels like a lot – Bluewater’s hosted sailing trips are a great way to step aboard. Join a small group of adventurers, enjoy life aboard a spacious catamaran, and take part in sailing, navigation, meals, and daily activities. Great for sailors and non-sailors alike!
Click any featured 2027 trip above for details, or contact us if you have questions.
Awesome Activities
Of course, sailing is amazing all by itself, but depending on the destination and itinerary, there are also plenty of ways to add to the adventure – from snorkeling excursions, scuba diving, kayaking, and hiking to sea caves, local landmarks, island dining, shopping, and quiet nights under the stars. Every trip is different, but the spirit is the same: time on the water, new places to explore, and stories you’ll be talking about long after you return home.
