Set Sail on Your Dream Adventure

Experience the freedom of the open sea with our curated sailing vacations. From luxury yacht charters to sailing lessons and island-hopping adventures, discover the world's most beautiful waters under sail.

Explore Sailing Adventures

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Curated Sailing Experiences

We've partnered with premier sailing companies worldwide to bring you exceptional experiences on the water, from bareboat charters to fully crewed luxury yachts.

Private Yacht Charters

Indulge in the ultimate freedom and luxury of a private yacht charter. Whether you prefer a sleek sailing yacht or a spacious motor yacht, explore pristine waters at your own pace with options ranging from bareboat to fully crewed experiences with professional captains and gourmet chefs.

Caribbean Luxury Yacht Charter
7 Days
Luxury
Dream Yacht Charter

British Virgin Islands Luxury Yacht Charter

Sail through the pristine waters of the British Virgin Islands aboard a luxury crewed yacht. Discover secluded anchorages, world-class snorkeling spots, and vibrant beach bars while your professional crew handles all the details of your perfect Caribbean sailing vacation.

Highlights
  • Fully crewed 50ft catamaran with captain and chef
  • Visit The Baths, Jost Van Dyke, and Virgin Gorda
  • Gourmet meals prepared onboard daily
  • Snorkeling equipment and water toys included
From $15,000
Per week (up to 8 guests)
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Mediterranean Yacht Charter
10 Days
Premium
The Moorings

Greek Islands Bareboat Charter

Captain your own sailing yacht through the stunning Greek islands. Perfect for experienced sailors, this bareboat charter gives you the freedom to explore the Cyclades at your own pace, discovering hidden coves, ancient ruins, and charming harbors.

Highlights
  • Modern 45ft monohull sailing yacht
  • Explore Mykonos, Paros, Santorini, and more
  • Full provisioning service available
  • 24/7 base support and local cruising guides
From $4,500
Per week (bareboat)
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Tahiti Yacht Charter
14 Days
Exclusive
Tahiti Yacht Charter

French Polynesia Catamaran Charter

Experience paradise aboard a luxury catamaran in French Polynesia. Sail between Tahiti, Moorea, and Bora Bora, anchoring in crystal-clear lagoons and experiencing the warmth of Polynesian culture while enjoying five-star service from your dedicated crew.

Highlights
  • Spacious 62ft luxury catamaran with 4 cabins
  • Professional captain and Polynesian chef
  • Visit legendary islands and remote motus
  • Diving, fishing, and paddleboarding available
From $25,000
Per week (all-inclusive)
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Learn-to-Sail Vacations

Combine your vacation with learning a new skill. These sailing schools and learn-to-sail programs offer the perfect blend of education and adventure, from beginner courses in protected waters to advanced offshore certifications in some of the world's best sailing destinations.

RYA Sailing School
5 Days
Beginner
Sunsail

RYA Day Skipper Course - Croatia

Earn your RYA Day Skipper certification while sailing the stunning Croatian coast. This comprehensive course combines classroom theory with practical sailing experience, preparing you to charter boats worldwide while exploring the beautiful Dalmatian islands.

Highlights
  • Internationally recognized RYA certification
  • Small group instruction (max 5 students)
  • Sail between Split, Hvar, and Vis
  • Accommodation onboard during course
From $1,695
Per person
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Caribbean Sailing School
7 Days
Intermediate
Offshore Sailing School

Fast Track to Cruising - British Virgin Islands

Go from novice to confident sailor in just one week with this intensive sailing course in the BVI. Perfect conditions and expert instruction make this the ideal place to fast-track your sailing education while enjoying Caribbean paradise.

Highlights
  • US Sailing Basic Keelboat through Bareboat Cruising
  • Live-aboard learning experience
  • Perfect sailing conditions year-round
  • Graduate ready to charter boats
From $3,995
Per person (all-inclusive)
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Performance Sailing Course
3 Days
Advanced
Club Med Sailing

Performance Catamaran Course - Mauritius

Master the art of high-performance catamaran sailing in the turquoise waters of Mauritius. This advanced course focuses on racing techniques, spinnaker handling, and maximizing speed on modern performance cats.

Highlights
  • Hobie Cat 16 and Nacra performance sailing
  • Expert racing instructors
  • All-inclusive resort accommodation
  • Perfect wind conditions in lagoon setting
From $2,200
Per person (all-inclusive)
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Island-Hopping Journeys

Experience the magic of sailing from island to island, waking each day to a new paradise. These multi-destination sailing adventures combine the journey with the destination, offering the perfect blend of sailing, exploration, and cultural discovery.

Seychelles Island Hopping
10 Days
Moderate
Silhouette Cruises

Seychelles Island Discovery Cruise

Sail between the granite islands of the Seychelles aboard a traditional schooner. This intimate cruise explores pristine beaches, giant tortoise sanctuaries, and some of the world's most beautiful tropical islands while enjoying Creole hospitality.

Highlights
  • Visit Praslin, La Digue, and remote islands
  • Snorkel in marine parks and nature reserves
  • Traditional sailing schooner experience
  • Creole cuisine and cultural experiences
From $3,200
Per person
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Croatian Island Sailing
8 Days
Easy
Sail Croatia

Croatia Explorer Sailing Tour

Join a small group sailing adventure through Croatia's stunning Dalmatian Coast. Perfect for solo travelers and couples, this tour combines daily sailing with exploring medieval towns, swimming in secluded bays, and enjoying local wine and cuisine.

Highlights
  • Split to Dubrovnik with island stops
  • Professional skipper and small group (max 8)
  • Mix of sailing and cultural exploration
  • Optional activities like sea kayaking
From $1,590
Per person
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Whitsundays Sailing
3 Days
Relaxed
Whitsundays Sailing Adventures

Whitsundays Sailing & Snorkeling Adventure

Sail through Australia's Whitsunday Islands to the Great Barrier Reef. This adventure combines sailing through 74 tropical islands with world-class snorkeling, visits to Whitehaven Beach, and the chance to spot marine life including turtles and dolphins.

Highlights
  • Whitehaven Beach and Hill Inlet lookout
  • Snorkel the Great Barrier Reef
  • Stable catamaran perfect for all ages
  • All meals and snorkeling equipment included
From $690
Per person
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Regatta & Sailing Events

Experience the thrill of competitive sailing or the festive atmosphere of major sailing events. From amateur-friendly regattas to spectating at world-class races, these experiences offer excitement both on and off the water.

Antigua Sailing Week
7 Days
Competitive
Antigua Sailing Week

Antigua Sailing Week Charter Experience

Join one of the Caribbean's premier sailing events either as crew or on a spectator yacht. Experience world-class racing by day and legendary parties by night during this week-long celebration of sailing in one of the world's best sailing destinations.

Highlights
  • Participate in races or follow on spectator boat
  • Daily racing in perfect trade wind conditions
  • Evening events and Mount Gay Rum parties
  • Mix with international sailing community
From $2,500
Per person (race entry extra)
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Croatia Yacht Week
7 Days
Social
The Yacht Week

The Yacht Week Croatia

Join the ultimate sailing party experience in Croatia. This unique event combines island hopping with exclusive parties, bringing together young adventurers from around the world for a week of sailing, swimming, and unforgettable memories.

Highlights
  • Professional skipper included
  • Exclusive beach and island parties
  • Flotilla sailing with 50+ other yachts
  • Visit Hvar, Vis, and hidden coves
From $1,090
Per person
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America's Cup Experience
3 Days
Spectator
AC Experience

America's Cup Racing Experience - Barcelona

Get up close to the world's fastest sailing yachts during the America's Cup. This VIP experience includes sailing on official spectator boats, meeting team members, and experiencing the cutting-edge technology of modern racing.

Highlights
  • VIP spectator boat access to race course
  • Team base visits and technology tours
  • Expert commentary and race insights
  • Barcelona waterfront accommodation
From $3,500
Per person (3-day package)
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Catamaran Cruising

Experience the stability, space, and comfort of catamaran sailing. Perfect for families and those seeking a more relaxed sailing experience, these twin-hulled vessels offer generous living spaces, shallow draft for beach access, and a smooth ride through the waves.

Belize Catamaran Cruise
7 Days
Relaxing
TMM Yacht Charters

Belize Barrier Reef Catamaran Adventure

Explore the world's second-largest barrier reef system aboard a spacious catamaran. Perfect for snorkelers and divers, this adventure combines comfortable sailing with access to pristine reefs, marine reserves, and the famous Blue Hole.

Highlights
  • Sail to the Blue Hole and Lighthouse Reef
  • Snorkel with nurse sharks and rays
  • Stable catamaran perfect for families
  • Visit remote cayes and marine parks
From $4,200
Per week (bareboat)
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Maldives Catamaran
10 Days
Luxury
Dream Yacht Maldives

Maldives Atoll Catamaran Cruise

Discover the remote atolls of the Maldives aboard a luxury crewed catamaran. This exclusive journey takes you far from the resort islands to pristine reefs, uninhabited islands, and traditional fishing villages, with world-class diving and fishing.

Highlights
  • Explore remote atolls away from crowds
  • World-class diving and snorkeling
  • Fishing for tuna, wahoo, and mahi-mahi
  • Deserted island picnics and beach BBQs
From $18,000
Per week (crewed, 6 guests)
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Galapagos Catamaran
8 Days
Active
Galapagos Catamarans

Galapagos Islands Catamaran Expedition

Explore Darwin's enchanted islands aboard a sailing catamaran designed for wildlife viewing. This eco-friendly expedition offers intimate encounters with unique wildlife while sailing between islands that changed our understanding of evolution.

Highlights
  • Small group catamaran (max 16 guests)
  • Daily wildlife excursions with naturalist guides
  • Snorkel with sea lions, turtles, and penguins
  • Visit multiple islands including Isabela and Fernandina
From $4,950
Per person
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