Find your perfect crewed yacht charter vacation

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crewed catamaran charters
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crewed power yacht charter

It is time to experience the vacation of a lifetime aboard a luxury, all-inclusive, professionally crewed catamaran, sailing or power charter yacht in the Caribbean.

Escape from the icy winter to white sandy beaches, consistently light Caribbean trade winds, clear blue water, gourmet dining and fresh cocktails, islands close enough for day sailing, outstanding game fishing, world-class dive sites and sunshine every day of the year.

Sailing Directions® helps you find and reserve a crewed yacht charter in the Caribbean. We can find you a charter yacht that best fits your budget and needs; from an all inclusive family sailing vacation to a corporate group or an unforgettable honeymoon. We provide a wealth of information and support throughout!

When you book a private crewed yacht through us you get all of our services as well as peace of mind that our advice is unbiased and your payments are held in a secure 3rd-party escrow account until the charter date.

Sailing Directions® is an independent yacht charter broker with an extensive range of crewed yachts and a depth of expertise. Let the experts match you with the perfect crew and yacht for your needs. We know all of the boats and have extensive knowledge of the local cruising areas. Contact us now for your unforgettable Caribbean crewed yacht charter vacation!

Specials & Last Minute Discounts:

5% off all family charters with kids age 16 and under
5% off all family charters with kids age 16 and under, sailing the Virgin Islands. This offer does not include Christmas/New Years holiday charters.

Available for charters starting now through 15 December 2015
Reservations need to be confirmed before 1 December 2015

15% OFF July and August 2014 charters
15% discount available for crewed, all-inclusive charters aboard 62ft Sea Leopard sailing the Caribbean Virgin Islands.

Available for charters starting 1 July 2014 through 24 August 2014
Reservations need to be confirmed before 10 August 2014

$4,500 discount in May and August 2014
$4,500 discount available for 7-night charters during May or August 2014 sailing the Virgin Islands aboard Moonstone. This comes to a flat rate of $20,000 for up to 6 passenger groups, and $22,000 for 8 passenger charters.

Available for charters starting 1 May 2014 through 31 August 2014
Reservations need to be confirmed before 4 August 2014

These crewed catamaran specials are available for new charters sailing from Tortola or St Thomas in the Virgin Islands. Contact us now for further information and a no-obligation quote.

> See all of the current crewed yacht charter Specials and Discounts!

Latest Crewed Yacht Charter Reviews

Catamaran Best Revenge 5
Catamaran Best Revenge 5

Catamaran Best Revenge 5, sailing the British Virgin Islands, April 2014

Everything was excellent. The food was better than expectations, even though our expectations were high. We highly recommend Best Revenge 5 especially if young children are part of your group. Both Nick and Lucy like children and look after them very well.

Paul L, sailing the British Virgin Islands

Catamaran Ma Ha
Catamaran Ma Ha

Catamaran Ma Ha, sailing the British Virgin Islands, March 2014

The crew was wonderful. Andrew is a very competent sailor and was accommodating about where we wanted to go and what we wanted to do. He also made sure to put is in locations that would be more gentle, especially at night.

Elsa is an amazing chef. The food was INCREDIBLE! It looked as beautiful as it tasted! The meals she made in that little kitchen were fabulous. The range of her cooking, and the presentation of each dish was wonderful.

Ma Ha was very clean and the crew kept it that way all week. I enjoyed every place we went. I am glad that we were able to get to Anegada.

Susie W, sailing the British Virgin Islands

Catamaran Sabore
Catamaran Sabore

Catamaran Sabore, sailing the British Virgin Islands, March 2014

Colin and Penny were great with kids. They balanced itinerary, menu and activities so we all had the time of our lives. Was Sabore extremely comfortable. The menu was a good balance of kids and adult fare. Penny often had to cook separate meals and was happy to do so. Everything was great. We plan on going back to Sabore next year.

Geoffrey S, sailing the British Virgin Islands

> See all of our crewed yacht charter Reviews!

Yacht Charter Virgin Islands Leeward Islands Grenadines Ask Us - Caribbean Charters
Charter the Caribbean

Crewed yacht charter vacations in the Caribbean

A crewed Caribbean yacht charter offers you freedom to explore paradise at your own pace, choose your itinerary, activities and have a personalized menu unlike any cruise ship, resort or beach side hotel.

With accommodation, a professional captain and a personal chef with all meals, cocktails, wine, beer, snacks, fuel, equipment and water toys included few other vacations offer such an unforgettable experience and value for money.

We offer a large selection of Caribbean charter yacht rentals including a fleet of luxury crewed catamarans based from St Thomas & Tortola, as well as full range of crewed power yachts, monohulls and catamarans based throughout the Caribbean to suit every budget.

Unlimited options include sailing the many and varied US and British Virgin Islands, sailing and diving in the undeveloped Grenadines or chartering a luxury power yacht in Antigua, St Martin & fabulous St Barts. See more information about the team at Sailing Directions.