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Imagine island hopping aboard your own private yacht. You may be celebrating a honeymoon, anniversary or special birthday or just want to relax.

While chartering a yacht in the Caribbean is undoubtedly the ultimate for a romantic honeymoon or wedding anniversary, many people find this a wonderful holiday for all ages. There's plenty going on and you can join in the sailing if you want, or just sit back and relax.

Each yacht has professional crew who are first class sailors and guides to the islands, not to mention congenial and interesting hosts. The chefs excel at fine cuisine and your charter includes all meals onboard - a full breakfast, light lunch, hors d’ouevres served with cocktails, and a 3-course dinner.

With so many tropical islands to explore, sailing has to be the best way to discover the real Caribbean. Anchor off your own white sandy beach. Dive into warm turquoise seas to snorkel among the rainbow colours of a coral reef. Relax with a rum punch sundowner on the deck of your yacht while you watch another glorious sunset.

Come and see for yourself why the BVI is the most popular area in the Caribbean for sailing holidays. Perfect sailing conditions and sheltered passages round the islands make the BVI a delight for everyone who wants to relax in a Caribbean paradise with white sandy beaches and amazing snorkelling in warm, crystal clear seas. Crewed yachts are also available from St Martin, Antigua, St Lucia & Grenadines.

Crewed yachts in the Caribbean

  • Overview

    Azulia sun lounging


    Azulia at anchor


    Azulia outdoor dining area


    Sayang watersports


    Sayang at anchor


    Sandiseas mater suite




    Dining on Something Wonderful


    Master cabin Something Wonderful

    • Trans-atlantic flights available with Virgin Atlantic or British Airways
    • Luxury holidays with professional skipper and cook
    • True Caribbean charm-remote beaches, top snorkelling, delicious food
    • Elegant yachts or spacious catamarans
    • Itineraries can be personalised to suit your needs
    • Year round temperatures of 26-32
    • August and September are best avoided due to the hurricane season
    • Great for families, couples and groups alike
    • All meals onboard and standard bar included in the charter rate
    • Here is just a selection of yachts available. Contact us with your requirements and we will be happy to recommend some options for you.
  • Sayang


    Sayang is a Jeanneau Sun Odyssey 54DS sailing yacht. Built in 2005, she is air conditioned throughout and maintained in an immaculate condition for your maximum comfort and safety. Sayang is operated by a skipper and hostess who are multilingual (English, French, German and Italian) and have professional backgrounds ranging from marketing management to teaching music.
    Cruising area: British Virgin Islands.
    Accommodation: 2 or 3 double cabins. The 2 forward double cabins can be combined to form master cabin with ensuite bathroom. The aft cabin has ensuite bathroom and can be 1 double bed or split into 2 twin berths.
    Sports & leisure: Kayaks, snorkel gear, waterski/kneeboard, CD/ipod.

    Prices from £2190/person/week based on 4 sharing including all meals onboard and standard bar.

    See more information on Sayang

  • Azulia II

    Azulia II

    A luxury 56' catamaran with 4 guest cabins featuring queen size beds with ensuite bathrooms. Fully air conditioned throughout.
    Cruising area: British Virgin Islands.
    Accommodation: 4 cabins with queen beds, all ensuite.
    Sports & leisure: Kneeboard, wakeboard, SUP, snorkel gear, dinghy with 50HP engine, 2 kayaks, donut, See Do underwater scooters, floating island + chairs and mats. iPad, Wii games console, Satellite TV, Apple TV, BlueRay, Bose soundbox, Wi-fi access.
    Children: welcome.

    Prices from £2555/person/week based on 8 sharing including all meals onboard and standard bar.

    See more information on Azulia II

  • SandiSeas


    Luxurious 62’ catamaran with 3 queen guest cabins, ample deck space and a huge saloon. Experienced captain and award winning chef. Fully air-conditioned.
    Cruising area: British Virgin Islands, St Martin, St Lucia to Grenada.
    Accommodation: 3 spacious queen cabins, all with en-suite
    Sports & leisure: SUP, waterskis, kneeboard, kayak, snorkel gear, dinghy with 50HP engine, Bose lifestyle 38 home cinema.
    Children: welcome.

    Prices from £3895/person/week based on 6 sharing including all meals onboard and standard bar.

    See more information on SandiSeas

  • Something Wonderful

    Something Wonderful

    A fabulous catamaran with 4 guest cabins for up to 8 people. The incredibly experienced crew are passionate about food and enjoy tailoring the menu to each and every charter group. Fully air-conditioned.
    Cruising area: British Virgin Islands.
    Accommodation: 4 double cabins and 1 twin cabin, all en-suite.
    Sports & leisure: Kneeboard, wakeboard, water skis, stand-up paddle board, snorkelling equipment, kayak, sea bob, floating mats, li-los, yoga mats, satcom WIFI internet, TV in saloon and all cabins, radio & iPod connection, outdoor theatre with 82" screen.
    Children: very welcome.

    Prices from £2510/person/week based on 8 sharing including all meals onboard and standard bar.

    See more information on Something Wonderful


"First class service from Nautilus. On arrival our catamaran was clean and serviceable and the help given by the base staff was excellent. "

Antigua 2014 - M.M

Sailing Qualifications

To skipper a bareboat charter or flotilla yacht, you need to hold a practical sailing certificate equivalent to RYA Day Skipper Practical qualification or RYA International Certificate of Competence (ICC). For charters in Greece, you must now have the ICC certificate. You must also be assisted by at least one competent crew member over the age of 18.

The port authorities in Greece are now insisting on one of the following practical certificates: RYA ICC (International Certificate of Competence), RYA Coastal, RYA Yachtmaster, ASA IPC (International Proficiency Certificate) or the IYT (International Yacht Training) Passport. If you hold an RYA Day Skipper or ASA104 it will no longer be accepted and you need to obtain either an ICC or IPC from the corresponding issuing body (RYA or ASA). If your RYA Coastal/Yachtmaster or ASA105/106 certificate is more than 12 years old and does not have a photo ID, then we would also strongly advise applying for an ICC or IPC. If you are a member of the RYA or ASA, you may qualify for a discount or free certificate, otherwise, you will have to pay. The approximate cost is £50. Please use this link - RYA application for the ICC or ASA application for the IPC.

For charters in Croatia, Malta and the Canaries, at least one member of the crew or the skipper will also need a VHF licence.

RYA qualifications can be obtained by RYA sailing schools in the UK or alternatively choose from one of our overseas centres in Gibraltar, Greece or Turkey.

For Seychelles, the local authorities require an ICC for the skipper of a bareboat or flotilla yacht charter.

For Caribbean and Tropical charters, formal qualifications are not compulsory, however, you should be Day Skipper standard and be assisted by at least one competent crew. A brief sailing resume should be provided to outline your experience.

If you don't hold the relevant qualifications then why not add a skipper?

Sailing Levels

Level 1

Winds force 2-3 (4-11 Knots)combined with generally shorter distances. Good for beginner or intermediate sailors. Line-of-sight navigation but basic knowledge of charts and ability to plot your position required.

Level 2

Winds force 3-5 (7-21 Knots) with approximately 15-20nm per day. Intermediate experience required. Predominately line of sight navigation but an understanding of how to sail in open water.

Level 3

Winds force 4-6 (11-27 Knots) with mileage of approximately 20nm+ per day. Ideal for experienced skippers looking to venture out to new destinations. Day skipper standard but with experienced crew would be recommended.