19. Signature Virgin Gorda

Cover photo RosewoodLittleDixBay

One of DCWAF’s most sought after destinations, Rosewood Little Dix Bay, is once again swinging its oceanfront doors open to welcome four couples the week of May 15-22, 2027 for a once-in-a lifetime island getaway in a private villa.   

A haven of tranquility, Rosewood Little Dix Bay offers an escape from the ordinary. Since 1964, high-profile guests have been captivated by this truly authentic, and quintessentially Caribbean, island experience. The four-bedroom, four-and-a-half-bathroom villa is thoughtfully designed and furnished for a comfortable residential stay, boasting an oversized living and dining room, private pool, and dining pavilion perfect for a group. Each of the four bedrooms has a private balcony overlooking Little Dix Bay, rated among the top three most beautiful bays in the world.   

Enjoy a crewed motor yacht with refreshments and island hop to the British Virgin Islands’ legendary beach bars, including Foxy’s and the Soggy Dollar Bar on Jost Van Dyke. Virgin Gorda is known to celebrate the best of sea and sand. Whether exploring quiet coves, island hopping to beach bars, or snorkeling the crystal-clear waters around the world-famous Baths, this quaint island invites any traveler. The third largest of the British Virgin Islands, natural beauty and boating culture anchors its playful personality.  

This Lot Includes: 

Seven (7) night stay, May 15-22, 2027, in a 4-bedroom, 4.5- bathroom villa at Rosewood Little Dix Bay in Virgin Gorda for four (4) couples 

Roundtrip private air charter to Virgin Gorda from San Juan via Tradewinds  Aviation for four (4) couples

One (1) day of island hopping on a privately chartered and crewed motor yacht for four (4) couples 

Three (3) private in-villa chef dinners for four (4) couples 

Full access to resort amenities at Rosewood Little Dix Bay 

On-site private concierge 

 

Donated by: Supporters of Destin Charity Wine Auction Foundation 

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Founded in 2005, Destin Charity Wine Auction Foundation has donated more than $38 Million to Northwest Florida children's charities by hosting world class wine and culinary events. These funds have impacted the lives of over 100,000 youth, including those afflicted by health issues and abuse. Destin Charity Wine Auction Foundation has been recognized as one of the nation’s ‘Top 10 Charity Wine Auctions in the U.S.’ by Wine Spectator Magazine for more than a decade.

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