Find your perfect crewed yacht charter vacation

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> Sailing Yachts:
crewed sailboat charter
> Catamarans:
crewed catamaran charters
> Power Yachts:
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 Secret Oasis
Catamaran Secret Oasis

Catamaran Secret Oasis, sailing the British Virgin Islands, April 2014

We had a great vacation! Phil (Galli) and Samarah (Sam), far exceeded all of our expectations. They really made this a perfect vacation. My kids cannot stop saying how much fun they had with Galli and Sam. In fact we, if we do another BVI vacation we want to make sure that we sail with them again.

Sam was very creative and is a well versed chef. She catered to the kids needs to make sure everyone had what they liked and tried new things at the same time.

I am not sure I would have changed anything. There was never an island or a cove that we did not enjoy. It was very relaxing knowing that Galli was taking us to multiple locations each day that had things for kids and adults to do.

The Secret Oasis is a great boat and the captain and crew far exceeded all expectations. This was truly one of the greatest Holidays our families had been on. Our vacation consisted of two families made up of four adults and five children all of which had a wonderful time. Sam and Galli really became part of our families as they snorkeled with us, played on the rocks/cliffs, and wake boarded/tubed behind the dingy.

Thank you very much for all of your assistance in booking this trip and helping us through the process. The crew were great fun and were far beyond or expectations. I would highly recommend them and the boat to anyone looking for a crewed vacation in BVI.

Kent L, sailing the British Virgin Islands

Catamaran Greenboat1
Catamaran Greenboat1

Catamaran Greenboat1, sailing the US Virgin Islands, April 2014

Trip was great - exceeded our expectations for sure - we loved Oli and Naomi and the boat was awesome! We loved the crew - they were so kind and welcoming and awesome with our kids - we wish we could bring them home with us!

The boat is beautiful and immaculately maintained. The meals were so yummy and beautifully presented. I should have been taking notes on how Naomi prepared it, but I was too busy relaxing and eating! We were able to travel to many different islands and coves - but never felt rushed to move on.

We'll for sure do it again someday and will certainly recommend Sailing Directions - and specifically Greenboat1 - to our friends.

Allison G, sailing the US Virgin Islands

Catamaran Soterion
Catamaran Soterion

Catamaran Soterion, sailing the British Virgin Islands, April 2014

We had a fantastic time. The crew were, on a scale of one to ten: 900!!! The food was some of the best meals I ever ate. Will recommend you to our friends.

Gennaro R, 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.