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St Barth Island, Caribbean

San Juan to Charlotte Amalie

Example 5 Day Cruise aboard SeaDream II
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Board the SeaDream II on this exclusive 5-day adventure sailing across the Caribbean and discover all the picture-perfect views that make this region famous. Stop at pristine beaches for swimming in crystal-clear warm waters and relaxation under the sun. Bring your camera and sunscreen and prepare to be amazed at the natural unspoiled beauty of one of the most incredible destinations in the world. 
The looming fort walls of San JuanSt Barts harbor viewThe Southeast Peninsula of Saint Kitts with Nevis in the BackgroundSan Juan, Puerto RicoSpending time together in the CaribbeanSt Barth Island, Caribbean
  • Visit the most beautiful beaches of the Virgin Islands
  • Dive in the clear turquoise waters of beautiful St. Barths
  • See St. Thomas's highlights on a scenic drive to magical spots
  • Explore the historic port city of San Juan, the capital of Puerto Rico
Trip Type:
  • Small Ship
Activity Level: Relaxed

Full Itinerary

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Day 1: San Juan, Puerto Rico | Embark

San Juan, founded in the 1520s by Spanish settlers, is both the largest city and the capital of Puerto Rico. A territory of the United States, Puerto Rico is comprised of the large main island as well as five smaller islands, including the popular islands of Vieques and Culebra. Board your ship at the docks in Old San Juan, the oldest part of the city. Parts of this historic port city are still surrounded by stone walls dating back to the 1500s. Narrow cobblestone streets, small shops, and points of interest like the Cathedral of San Juan Bautista make this charming city a great place to stroll. Guests sailing into or departing from San Juan will enjoy views of Castillo de San Felipe del Morro, a mid- 1700’s Spanish fortress. San Juan Luiz Munoz Marin Airport is approximately a 30-minute drive to the port in Old San Juan. 

Day 2: Sandy Ground, Anguilla,B.W.I.

  • Ship
  • 1 Breakfast, 1 Lunch, 1 Dinner
This British Overseas Territory offers incredible resorts as well as world-recognized beaches and amazing golf. Take an opportunity to tee off, swim with dolphins, or bike around the island.

Day 3: Gustavia, St. Barths, F.W.I.

  • Ship
  • 1 Breakfast, 1 Lunch, 1 Dinner
Perhaps our most treasured destination in the Caribbean, this small island in the French West Indies has so much to offer guests. Incredible shopping only steps away from the pier; beaches, resorts, restaurants; activities both day and night. Join a hike or bike ride around the island, or simply relax and watch all of the incredible yachts arriving and departing just off shore.

Day 4: White Bay, Jost van Dyke, B. V. I.

  • Ship
  • 1 Breakfast, 1 Lunch, 1 Dinner
The BVI’s barefoot island and home of the "Painkiller" drink, here, you may be served Champagne and Caviar in the surf followed by a beach barbecue lunch. A hike is always offered to guests to visit the famous Foxy’s Bar at Great Harbor, or you can stroll a few meters down the beach to the Soggy Dollar Bar. Snorkeling equipment is provided as well as some of our water toys!

Day 5: Charlotte Amalie, St. Thomas, U.S.V.I. | Disembark

The capital and largest city in the U.S. Virgin Islands, Charlotte Amalie has tons of history, beautiful beaches, a fantastic golf course, and incredible shopping options. Disembark and explore the city before continuing on your travels or heading home. 


SeaDream II

Main Dining Salon
The Topside Restaurant
The Piano Bar

Dates & Prices

My Preferred Start Date

Per person starting at
Your stateroom on the SeaDream II
Select a Date
Yacht Club Deck 2 Stateroom
Porthole ocean view staterooms with a choice of 2 twin beds or 1 queen bed. Cabin size: 195 sq.ft./18.12 sq. meters.
Yacht Club Deck Stateroom
Select a Date
Yacht Club Deck 3 Stateroom
Picture window ocean view staterooms with a choice of 2 twin beds or 1 queen bed. Cabin size: 195 sq.ft./18.12 sq. meters.
Yacht Club Deck Stateroom
Select a Date
Yacht Club Deck 4 Stateroom
Picture window ocean view staterooms with a choice of 2 twin beds or 1 queen bed. Cabin size: 195 sq.ft./18.12 sq. meters.


Please note: Optional Activities are NOT included in this cruise-only rate. Contact us for details.

- All guests are required to have a valid passport while onboard. 

Rates Include:
  • Accommodations
  • All gourmet meals
  • Wine with lunch and dinner
  • Open bar with selected premium brands
  • Gratuities
  • Use of water toys
  • Mountain bikes
  • Golf simulator
  • DVDs and more
Rates Exclude:
  • Optional land adventures. Contact us for pricing.
  • Air and ground travel arrangements
  • Spa treatments
  • Certain select premium liquor and wine cellar selections
  • Individual caviar requests
  • Communication costs
  • Use of satellite telephone
  • Internet access
  • Boutique purchases
  • Medical services
  • Casino play
  • Laundry
  • Government, Port, Document Issuance, Handling & Service Fees



Travel Agents
Franny F

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Kate was great to work with in the planning stage. She was prompt, helpful, and efficient. Our tour guide, Edwin, was knowledgeable and passionate. We were very happy to have traveled with Adventure Life, it made the trip easy and a true pleasure. We could concentrate on enjoying the experience rather than the details of travel.
Lisa Bridge

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