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San Juan to Charlotte Amalie, St. Thomas

Example 8 Day Cruise aboard SeaDream II
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Sail the beautiful blue waters of the Virgin Islands on this 8-day Caribbean cruise. Explore the white sands and clear seas of the islands of the area, including St. Thomas, Tortola, and  Anguilla. Swim and snorkel in some of the most incredible seascapes in the world! Join optional excursions such as an exclusive horseback ride through Nevis Island, or dive to your heart's content in the crystal waters as you cruise aboard the SeaDream II.
The looming fort walls of San JuanVirgin Gorda, British Virgin IslandsSnorkel in the shallows of the Caribbean as you sail its tropical watersSan Juan, Puerto RicoSnorkeling in the clear waters of the CaribbeanTranquil shores on your Virgin Islands cruiseGustavia, St. BartsCharlotte Amalie, Saint ThomasCharlestown, NevisAdmire the locals on your Virgin Islands cruiseCaribbean
  • Visit some of St. Thomas’ most beautiful beaches
  • Explore Diamond Cay, a tiny islet surrounded by unique colorful marine life
  • Dive in the clear turquoise waters of beautiful St. Barts
  • Enjoy the thrill of swimming alongside wild dolphins
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 1520’s by Spanish settlers, is both the largest city and the capital city of Puerto Rico. A territory of the Unites States, Puerto Rico is comprised of the large main island as well as five smaller islands, including the popular islands of Vieques and Culebra. Dock 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 1500’s. Narrow cobblestone streets, small shops, and points of interest like 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. 

Day 2: Spanish Town | North Sound, Virgin Gorda

  • Ship
  • 1 Breakfast, 1 Lunch, 1 Dinner
Nearly every publication written about Virgin Gorda will emphasize the need to visit “The Baths” – don’t miss it! Arrive early and anchor off Spanish Town to get an early start to view the baths before all of the tourists arrive from the neighboring Islands. You may also consider excellent Scuba Diving options or an opportunity to swim with the dolphins. Later, navigate up the scenic coast and arrive in North Sound to anchor just off the Bitter End Yacht Club. Here we offer water sports, land adventures, or hiking options to the Bitter End. Depending on the voyage, you may also visit Prickly Pear Island for a signature Champagne and Caviar Splash option with an incredible setting.

Day 3: Charlestown, Nevis

  • Ship
  • 1 Breakfast, 1 Lunch, 1 Dinner
Less commercial and laidback than its large neighbor St. Kitts, Nevis, at first glimpse, offers a stunning approach with dramatic views of the potentially active volcanic Nevis Peak (3,232 feet/985 meters). The main town, Charlestown, does not offer too many sightseeing or shopping opportunities, though the house where American statesman Alexander Hamilton was born is only a short walk away along the waterfront (now the Museum of Nevis History). Start your day by exploring the island, above or under water, on an optional excursion, followed by a lunch at the Four Seasons Resort, which offers incredible golf options as well as beautiful beach and dining facilities. Another option for lunch could be at Coconut Grove - make sure to ask the owner to show you his extensive wine & champagne cellar! End the day with a romantic sunset with cocktails and a snack or dinner at the charming Bananas Restaurant, which offers lovely views surrounded by lush tropical gardens. Of course, there is also Sunshine's Beach Bar & Grill, home of the famous "Killer Bee" Caribbean rum drink. 

Day 4: South Friars Bay, St. Kitts & Nevis

  • Ship
  • 1 Breakfast, 1 Lunch, 1 Dinner
South Friar's Bay offers guests a new way to explore the island of St. Kitts. Rather than docking at the capital, the yacht will be anchored in the bay. This particular bay is one of the two bays stretching along the coast of the isthmus connecting the Southeast Peninsula, with the rest of the island of Saint Kitts. From swimming and snorkeling on the south side to body surfing on the north, Friar's Bay offers guests several options. Many locals consider the southern beach the best on the island. If you are thirsty, take advantage of one of multiple beach bars, offering various food and beverage options. The island itself offers several land adventure options including the UNESCO-awarded Brimstone Fortress, Zip Lines, off road adventures and golf at the Royal St. Kitts.

Day 5: Sandy Ground, Anguilla

  • Ship
  • 1 Breakfast, 1 Lunch, 1 Dinner
This British Overseas Territory is becoming more popular due to the incredible resort options as well as world recognized beaches and amazing golf. SeaDream offers an opportunity to tee off, swim with dolphins or join a bike tour around the island with the Captain or Club Director. Naturally, there will also be options for water sports while the ship is anchored off Sandy Ground.

Day 6: Gustavia, St. Barths

  • Ship
  • 1 Breakfast, 1 Lunch, 1 Dinner
Perhaps the most treasured destination in the Caribbean! This small island, belonging to the French West Indies, has so much to offer guests. Incredible shopping only steps away from the pier; glittering beaches, resorts, restaurants and activities both day and night. Take advantage of optional excursions to discover the island from sea or land. Ask one of the officers to take you on a hike or bike ride around the island. Or simply relax and watch all of the incredible yachts arriving and departing just off the sparkling shore.

Day 7: White Bay, Jost van Dyke

  • Ship
  • 1 Breakfast, 1 Lunch, 1 Dinner
The BVI’s barefoot island and home of the "Painkiller" drink. Population depends on the month – typically 250-300. This is another destination where 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 8: Charlotte Amalie, St. Thomas | Disembark

The capital and largest city in the U.S. Virgin Islands, St. Thomas has tons of history, beautiful beaches, a fantastic golf course and incredible shopping options.

Disembark this morning after breakfast, and continue on your adventures or head 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.
Commodore Suite on the Sea Dream
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Commodore Suite Deck 2
Comfortably appointed ocean view suite with a choice of two twin beds or a queen size bed. Cabin size: 390 sq. ft. / 36.23 sq. meters.
Commodore Suite on the Sea Dream
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Commodore Suite Deck 3
Comfortably appointed ocean view suite with a choice of two twin beds or a queen size bed. Cabin size: 390 sq. ft. / 36.23 sq. meters
Admiral Suite on the Sea Dream
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Admiral Suite
Suite with partitioned living and dining areas with ½ guest bath and closet. Separate and private en-suite master bedroom with permanent queen bed. Cabin size: 375 sq. ft. / 34.8 sq. meters.
Owner's Suite on the Sea Dream
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Owner's Suite
Premium suite includes a separate master bedroom suite with a permanent queen size bed. Cabin size: 447 sq. ft. / 41.53 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



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