Classic Yachtsman Caribbean |
$2,020 |
8 |
Nov 29, 2025 |
Set sail on an 8-day cruise aboard the Royal Clipper, starting in Antigua. Highlights include snorkeling in Les Saintes, Dominica’s lush rainforests, Grenada’s spice markets, and Barbados’ rich heritage. |
A Colorful Caribbean Time-Out |
$5,245 |
8 |
Jan 12, 2026 |
Embark on an 8-day cruise aboard Sea Cloud Spirit sailing to explore Old San Juan's historic charm. Wander streets lined with colorful facades and salsa-filled cafes. Discover UNESCO-listed sites like La Fortaleza and Fort San Felipe del Morro, resonating with centuries of history and cultural vibrancy. |
Vibes of the Virgin Islands |
$7,590 |
8 |
Dec 13, 2026 |
Set sail on an 8-day Caribbean cruise aboard Emerald Sakara from Saint Thomas to discover the Caribbean’s finest destinations. Explore the stunning beaches of Virgin Gorda, snorkel in Norman Island’s clear waters, and experience Anguilla’s vibrant beauty. Philipsburg’s lively port, Gustavia’s charming streets, and tranquil Saint John Island round out this cruise. |
Quintessential Caribbean |
$7,990 |
8 |
Jan 09, 2027 |
Embark on an 8-day Caribbean cruise aboard the Emerald Sakara. Explore the vibrant culture of San Juan, the charm of Saint John, the tranquil beaches of Nevis, the picturesque village of Deshaies, the historic allure of Falmouth Harbour, the lively streets of Gustavia, and the pristine beauty of Prickly Pear Cays. Enjoy unique experiences and stunning landscapes throughout your cruise. |
Save the Best for Last |
$3,980 |
8 |
|
Sail aboard the Sea Cloud on a 10-day Caribbean adventure through the British Virgin Islands, St. Barths, Nevis, and St. Maarten. Explore Virgin Gorda’s iconic Baths, unwind at the Bitter End Yacht Club, and sail the Sir Francis Drake Channel to Jost van Dyke. Stroll St. Barths’ luxury shops, discover Nevis’ lush rainforests, and end in vibrant Philipsburg. |
Grenadine Islands |
$2,020 |
8 |
Dec 06, 2025 |
On this 8-day expedition cruise, the Royal Clipper explores the Grenadine Islands. Enjoy blissful, laid-back beach days and appreciate the beauty of nature on this Caribbean adventure. |
Caribbean Yachting Discovery |
$7,990 |
8 |
Dec 13, 2025 |
Set sail on an 8-day cruise aboard the Emerald Azzurra, uncovering pristine beaches and vibrant coral reefs while island-hopping through a tapestry of diverse cultures. Let the genuine warmth of the locals add a personal touch to your luxurious yacht adventure. |
Caribbean Yachting Hideaways |
$7,740 |
8 |
Mar 14, 2026 |
Embark on an 8-day Caribbean adventure aboard the luxurious Emerald Azzurra. Explore Culebra’s pristine beaches, Vieques’ lovely waterfront, Cruz Bay’s scenic hikes, and Virgin Gorda’s famous Baths. Discover Philipsburg’s vibrant culture, Gustavia’s idyllic beaches, and Montserrat’s volcanic history. |