Adventure
Sailing & Regattas
Canvas up, engine off
What to Expect
For purists, there is nothing like the sound of water rushing past the hull under sail. Charter a performance sailing yacht and feel the power of the wind - whether you are trimming sails on a passage, racing in a regatta, or learning the ropes with an expert crew. Sailing yachts reach anchorages under their own power, often with better sea-keeping than motor yachts, and the journey becomes the adventure.
Best Destinations
Top charter grounds for sailing & regattas
Mediterranean
Sardinia, Corsica, and the Greek islands offer world-class sailing conditions
British Virgin Islands
The sailing capital of the Caribbean with steady trade winds
Caribbean & Bahamas
Antigua Sailing Week, St Barths Bucket, and year-round trade winds
Polynesia
Epic blue-water passages between island groups
What to Look For
Key yacht features for sailing & regattas
- Well-maintained sailing rig and sails
- Experienced sailing crew
- Comfortable cockpit with good ergonomics
- Modern navigation and safety equipment
- Guest-friendly deck layout for hands-on sailing
Yachts for Sailing & Regattas
Charter yachts equipped for sailing & regattas
Ready to sail?
Tell us about your dream sailing & regattas charter and we will match you with the perfect yacht.
Start PlanningIntel & Guides
Read up before your sailing & regattas charter
Learning to Sail in the BVI: Why the British Virgin Islands is the World's Best Classroom
Steady trade winds, sheltered waters, short island hops, and a mooring ball every mile - the British Virgin Islands has been teaching the world to sail for half a century, and nothing has changed.
Read Gear & PrepSeasickness on a Yacht Charter: What Works, What Doesn't and How to Prepare
The evidence on preventing seasickness at sea: which remedies hold up in trials, which don't, and why the boat and the route matter more than the pills.
Read Destination IntelWhere to Charter in the Caribbean: A Region-by-Region Guide to the Islands, the Trades and the Season
The Caribbean is not one cruising ground but five. How to match the region to the adventure, read the trade winds, and plan around the things brokerage sites never mention.
Read Destination IntelThe Azores by Charter Yacht: Atlantic Crossroads for Whales and Bluewater Fishing
Nine volcanic islands on the Mid-Atlantic Ridge deliver sperm whales, grander blue marlin and the Atlantic's most storied yacht port, four hours from London.
Read