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White Sand Beach in Barbados

Pirate Islands, Sailors' Haunts and Dream Beaches

Example 9 Day Cruise aboard Sea Cloud II
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Join the Sea Cloud II on this fantastic nine-day cruise around the Caribbean. Exchange the winter blues for the pastels of the Caribbean, sailing into the sun along famous pirate routes. Visit Gustavia, located on the well-known St. Barths, a top holiday destination for the rich and famous from around the world. Discover the British Virgin Islands, a sailor's paradise. Relax on Îles des Saintes, a charming French town in Terre-de-Haut. 
Boats Moored to the Quay at Bridgetown HarbourSt Barts harbor viewSoufrière Bay, Saint LuciaUnion IslandWhite Sand Beach in Barbados
Highlights
  • Explore dream beach destinations
  • Swim and snorkel among the clearest waters
  • Enjoy the intense trade winds ideal for sailing conditions in the Caribbean Sea
  • Relax on St. Barths, a jet set destination and Hollywood star's holiday heaven
Activity Level: Relaxed
Involves minimal physical effort and is typically associated with leisurely activities. Activities are low-intensity or last less than a few hours each day.
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Full Itinerary

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Day 1: Philipsburg, St Maarten | Embark

Philipsburg serves as the capital of Sint Maarten, which is the Dutch name for the Caribbean island of Saint Martin. Beachfront bars flank the promenade that runs alongside Great Bay. Front Street, also known as Voorstraat, is home to casinos and duty-free businesses. The St. Maarten Zoo includes a playground, parrots, and monkeys. The Arawak artifacts are on display at the Sint Maarten Museum. The ruins of Fort Amsterdam from the 17th century are located on a nearby peninsula.

Day 2-3: Gustavia, St Barthélemy

  • Ship
  • 2 Breakfasts, 2 Lunches, 2 Dinners
St Barthélemy, affectionately known as St Barths by most, had already had many "owners" before the Lesser Antilles were acquired by France in 1877. When the first estate was acquired by the banker David Rockefeller in 1957, the island's future was finally sealed. It became a refuge for the international jet set and an elegant holiday paradise for many Hollywood stars. For over 40 years, St. Barths has cultivated a luxurious lifestyle with a Caribbean laissez-faire approach. You can stroll through the charming main town of Gustavia, whose beautifully restored houses and colonial facades look out over the sea with its elegant superyachts, browse in the shops for precious items, or enjoy a sundowner in the picturesque harbor surrounded by clusters of high class bars and restaurants.

Day 4: Terre-de-Haut, Îles des Saintes

  • Ship
  • 1 Breakfast, 1 Lunch, 1 Dinner
 you can take a delightful stroll along the waterside promenade. Boutiques, cafés, bars, and restaurants invite you to browse and spend some time here. The 'savoir vivre' takes place against a backdrop lit up in all the pastel shades of the Caribbean. Fort Napoleon is set high above the bay and your climb up to it is rewarded by a spectacular panoramic view. On the other side of the island, the Plage de Pompierre invites you to enjoy a dip in the sea and sunbathe on the beach.

Day 5: At Sea

  • Ship
  • 1 Breakfast, 1 Lunch, 1 Dinner
Enjoy the amazing onboard facilities and amenities of the Sea Cloud II. 

Day 6-7: North Sound | Virgin Gorda

  • Ship
  • 2 Breakfasts, 2 Lunches, 2 Dinners
A remarkable natural phenomenon known as "the Baths" located on the southern end of the island makes Virgin Gorda one of the BVI's major tourist sites. At the Baths, in spite of evidence of the island's largest volcanic origins, big granite rocks lie in piles on the beach, forming magnificent grottoes that are open to the water. Granite is not volcanic because it is intrusive igneous rock. However, at a significant depth, it did originate from magma. Only until geologic periods of erosion remove the overburden does granite become visible at the Earth's surface. At the surface, weathering has shattered the granite into big boulders and rounded their surfaces. North of the Baths is the Virgin Gorda Yacht Harbor, historically owned by Little Dix Bay.
 

Day 8: At Sea

  • Ship
  • 1 Breakfast, 1 Lunch, 1 Dinner
Enjoy the amazing onboard facilities and amenities of the Sea Cloud II. 

Day 9: Sto. Domingo | Dominican Republic | Disembark

  • 1 Breakfast
Santo Domingo, the capital of the Dominican Republic, is also one of the oldest cities in the Caribbean. The cathedral, the first building constructed in the New World, is among the structures in its walled and cobblestoned historic center, the Zona Colonial, that date back to the 1500s. On the cafe-lined Plaza de Espaa is where you'll find the Alcázar de Colón palace. One of the city's many museums currently contains a notable collection of Renaissance and medieval art.

Ship/Hotel

Sea Cloud II

Lounge area on the Sea Cloud II

Dates & Prices

My Preferred Start Date

Per person starting at
$4,495
Category F cabin
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Category F
Two portholes, chair, table, TV with DVD player, mini-bar, dressing table, closet, safe, individually adjustable A/C.
Category E cabins
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Category E
Two portholes, sofa, table, TV with DVD player, mini-bar, dressing table, closet, safe, individually adjustable A/C.
Category D cabins
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Category D
Two portholes, two chairs, table, TV with DVD player, mini-bar, dressing table, closet, safe, individually adjustable A/C.
Category C cabins
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Category C
Panorama windows, two chairs, table, TV with DVD player, mini-bar, dressing table, closet, safe, individually adjustable A/C.
Category B cabins
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Category B
Panorama window, sofa, table, chair, decorative fireplace, console with TV/DVD and mini-bar, dressing table, walk-in closet, safe, individually adjustable A/C.
Category A cabins
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Category A
Panorama window, sofa, table, chair, desk, decorative fireplace, TV and DVD player, mini-bar, dressing table, four closets, safe, individually adjustable A/C.

Notes

Rates are based on double occupancy. A limited number of cabins can be booked for individual use for an additional charge.
Included
  • 9 Breakfasts, 7 Lunches, 7 Dinners
  • 8 Nights Accommodations
  • Accommodations as listed
  • Ground transportation as listed
  • Activities as listed
  • Meals as listed
  • Access to a 24-7 Emergency line while traveling
  • Gratuities
  • Port Fees
  • Welcome and Farewell Cocktails   
  • Welcome champagne in the suite/stateroom
  • Daily fresh fruit basket in suite/stateroom
  • All coffee, tea specialties and soft drinks
  • Bottled water on the excursions
  • Fine wines from renowned winemakers
  • Open bar (except premium brands)
  • Beach barbecues in select destinations
  • Marina platform with use of water sports equipment such as snorkel gear, stand-up paddleboards, and towable tube (weather permitting)
  • Laundry service in suites
  • Curated moments
  • All meals including nightly 4-course menu and a 5-course gala dinner
Excluded
  • Travel Insurance
  • Personal Expenses
  • Flight costs (please request a quote)
  • Additional excursions during free time
  • Fuel and transportation surcharges (when applicable)
  • Wifi

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