St. Barths, British Virgin Islands, St. Lucia, St. Maarten and more

Save $2600—Masted sailboat Caribbean cruise

Anika Maiberger
Deal Expert
The glamorous islands of St. Barths, St. Lucia, Martinique and more await on these luxury sailings.

Why We Love This Deal

Glide along azure Caribbean waters aboard a 136-person yacht where each sail is raised by hand. You'll enjoy all-inclusive amenities on your weeklong island-hopping adventure through celebrity-packed islands. Similar experiences would cost nearly $2700 more.

What's included:

  • Accommodations in a guaranteed double cabin aboard Sea Cloud Spirit
  • Sail roundtrip from Philipsburg, St. Maarten
  • All meals, including a five-course signature dinner and a nightly four-course menu  
  • All drinks, including wine, beer, spirits, coffee, tea and soft drinks (premium brands are additional)
  • Select daily shore experiences
  • Water sports equipment, including snorkel gear, stand-up paddleboards and towable tubes (weather permitting)
  • Gratuities and port fees

7-night sailings, priced per person:

  • $2995 … Nov. 29; Dec. 14, 2026; Jan. 4, 11, 18, 25; Dec. 5, 2027
  • Ports may include: North Sound, Virgin Gorda; Great Harbour, White Bay, Jost Van Dyke; Norman Island, British Virgin Islands; St. John's, Antigua and Barbuda; Gustavia, St. Barths; Saint-Pierre, Martinique; Soufriere, St. Lucia; Cabrits National Park, Dominica; Charlestown, Nevis; Road Bay, Anguilla

8-night sailings, priced per person:

  • $3425 … Dec. 6, 2026; Nov. 27, 2027
  • Ports may include: Cabrits National Park, Dominica; Saint-Pierre, Martinique; Soufriere, St. Lucia; Terre-de-Haut, Iles des Saintes, Guadeloupe; Charlestown, Nevis; Road Bay, Anguilla; Tobago Cays, St. Vincent and the Grenadines

Upgraded Junior Veranda and Veranda Suites are also available, starting at $5995. Visit our partner's website for more details.

Book by April 30.

This offer is booked through, and is therefore subject to, the travel or entertainment provider's terms and conditions, including but not limited to refund and cancellation policy. Become a member to see all offer details and learn how to book.

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When You Can Go

November–January & December 2027

Savings

$2687 vs. similar sailings

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Save $2600—Masted sailboat Caribbean cruise

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