Have questions? We're here.
Explore colorful Gustavia

Sailing on the Warm Trade Wind

Example 8 Day Cruise aboard Sea Cloud II
Talk with an expert
Build your ideal Caribbean trip. Call 1.406.541.2677
Start Planning My Trip
Set sail on Sea Cloud II's Caribbean island-hopping cruise for an unforgettable experience of total relaxation! Îles des Saintes offers a taste of French flair. Experience the laid-back barefoot lifestyle of the BVI boat owners. Sundowner offers views of palm trees, volcanoes, and the ocean, set against a Caribbean dream scenery.
Relax on the beaches of St. MaartenSunset over PhilipsburgSt Barts harbor viewLearn about the history of the CaribbeanA stunning sunset over the CaribbeanExplore colorful Gustavia
Highlights
  • Drift from one Caribbean island to another in glorious relaxation
  • Experience the relaxed, barefoot lifestyle of BVI boat owners
  • Enjoy the French flair of Îles des Saintes
  • Witness the most breathtaking sunsets in Caribbean dreamland
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.
0

Full Itinerary

Expand All

Day 1: Philipsburg, St Maarten | Embark

Dutch in the south, French in the north – on St. Maarten you will find an unusual piece of Europe in the middle of the Caribbean. Because of the natural salt deposits, the Dutch West India Company once claimed the island for itself and – according to legend – divided the island up in 1648 after a drinking competition with the French. In the colorful port city of Philipsburg, a day at the beach can be perfectly combined with a stroll through town: From the fine sandy Great Bay Beach it is only a stone's throw to the Boardwalk with its restaurants and to the boutiques of the small city center.

Day 2: Gustavia, St Barthélemy

  • Ship
  • 1 Breakfast, 1 Lunch, 1 Dinner
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 3: Terre-de-Haut/Îles des Saintes

  • Ship
  • 1 Breakfast, 1 Lunch, 1 Dinner
Îles des Saintes is a small archipelago which was disputed for a long time until it finally became French in 1816. In the charming main town of Terre-de-Haut, 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 4: At Sea

  • Ship
  • 1 Breakfast, 1 Lunch, 1 Dinner
Spend the day sunbathing, enjoy the fresh wind breeze, and relax into the day!

Day 5-6: North Sound/Virgin Gorda

  • Ship
  • 2 Breakfasts, 2 Lunches, 2 Dinners
Explorers and privateers once used to cross swords in the Sir Francis Drake Channel. Nowadays the sea around the British Virgin Islands is one of the world's best sailing areas. Heavenly bays, gorgeous beaches, idyllic anchoring spots, smart yacht clubs and charming little beach bars make the island a popular haunt for sailors. On Virgin Gorda, once called "The Fat Virgin" by Columbus due to its shape, you can find "The Baths", one of nature's most beautiful oddities, in the National Park. Ground to a sphere and polished to a shine, the huge granite formations on the beach and in the water create a multi-branched labyrinth of giant boulders.

Day 7: At Sea

  • Ship
  • 1 Breakfast, 1 Lunch, 1 Dinner
Climbing the rigging, untying ropes, setting sails – today is all about sailing. The First Officer will provide deeper insights into the fascinating world of a tall ship.

Day 8: Santo Domingo/Dominican Republic | Disembark

  • 1 Breakfast
On this island, which is part of Hispaniola, Columbus founded the first Spanish colony in America. Santo Domingo, the present capital of the Dominican Republic, is the first and oldest European-founded city in the New World. Old in the New World still means relatively young – it corresponds to Renaissance visions of the ideal and was the model for many cities in Latin America. A visit to the historic old city is like a journey through time. The splendid stone buildings are testament to the era of the colonial conquests and have been smartened up as World Heritage Sites under the protection of UNESCO.

Ship/Hotel

Sea Cloud II

Lounge area on the Sea Cloud II

Dates & Prices

My Preferred Start Date

Per person starting at
$4,955
Category F cabin
Select a Date
Category F
Two portholes, chair, table, TV with DVD player, mini-bar, dressing table, closet, safe, individually adjustable A/C.
Category E cabins
Select a Date
Category E
Two portholes, sofa, table, TV with DVD player, mini-bar, dressing table, closet, safe, individually adjustable A/C.
Category D cabins
Select a Date
Category D
Two portholes, two chairs, table, TV with DVD player, mini-bar, dressing table, closet, safe, individually adjustable A/C.
Category C cabins
Select a Date
Category C
Panorama windows, two chairs, table, TV with DVD player, mini-bar, dressing table, closet, safe, individually adjustable A/C.
Category B cabins
Select a Date
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
Select a Date
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
  • 7 Breakfasts, 6 Lunches, 7 Dinners
  • 7 Nights Accommodations
  • Accommodations as listed
  • Ground transportation as listed
  • Activities as listed
  • Meals as listed
  • Access to a 24-7 Emergency line while traveling
  • Beer, wine, cocktails, and spirits aboard the ship. We are also pleased to offer a selection of super premium wines and liquors that are available for purchase.
  • Crew gratuities
  • Complimentary Wi-Fi internet is available to all guests (connectivity permitting)
  • 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

Map

When to Go

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Good to ideal period to travel, and many people choose to visit at this time.

Inquire

* By providing your phone number, you consent to receive direct phone calls or SMS messages from our Trip Planners to get the process started. We do not share your information with third-parties.
Travel Agents

We Love to Talk Travel

Call 1.800.344.6118
or
Chat Now
Our guide and driver were very good with their knowledge and were very helpful with our questions. It was a very pleasant visit that would have been impossible to do on our own. Hotels and restaurants were fantastic. The special places we got to go to, like the kitchens, were great. Enjoyed the entire trip!
Meyer Smolen

Caribbean Travel Guide

Favorite Caribbean All Trips

More Reasons

Why Travel With Adventure Life

All News

Recognized By