St. Barths & Caribbean Gems

From $6,758 per person

7 days

Ship: SeaDream II

A map highlighting the Caribbean islands, including St. Barths, the Virgin Islands, and Old Town San Juan.
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The U.S and British Virgin Islands and French-infused St. Barths meld into the dreamiest of island journeys, complete with the most coveted destinations in the Caribbean. From Old Town San Juan, sail to St. John’s sheltered Cruz Bay, for snorkeling and diving spots off perfectly manicured beaches, and Sandy Ground, Anguilla, to discover the island’s unspoiled nature. Overnight in chic St. Barths, the jetsetter’s Caribbean playground, radiating the ambiance of the South of France with a distinct island flair. Sail through the British Virgin Islands—where you are met by the hidden bays and water-level caves of Norman Island and Prickly Pear, an uninhabited national-park island on the North Sound of Virgin Gorda fringed by spectacular coral reefs. Your journey comes to its delightful conclusion in Old Town San Juan, where you may choose to explore more.

Journey Summary

  • Day 1 - Nov. 7, 2027, Sun. - San Juan
  • Day 2 - Nov. 8, 2027, Mon. - Cruz Bay, St. John
  • Day 3 - Nov. 9, 2027, Tue. - Sandy Ground
  • Day 4 - Nov. 10, 2027, Wed. - Gustavia
  • Day 5 - Nov. 11, 2027, Thu. - Norman Island
  • Day 6 - Nov. 12, 2027, Fri. - Prickly Pear
  • Day 7 - Nov. 13, 2027, Sat. - San Juan

Detailed Itinerary

Day-by-day description of your cruise and cruise activities.

Day 1 - November 07, 2027

San Juan

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 (both ports of call on select SeaDream voyages).

SeaDream 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 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.

San Juan Luiz Munoz Marin Airport is approximately a 30-minute drive to the port in Old San Juan. Currency in Puerto Rico is USD.

Day 2 - November 08, 2027

Cruz Bay, St. John

Two-thirds of St. John Island has been dedicated as a national park and is the most virgin of the U.S. Virgin Islands. It is blessed with many beautiful beaches and bays, fine anchorages and verdant hills. Enjoy the day with snorkeling trip to Trunk Bay with its underwater guided trail, or join our kayaking land adventure. Ask your Club Director for a guided hike to Caneel Bay stopping at beautiful Honeymoon Beach for a quiet swim. Rental Cars are available should you want to explore on your own or you could borrow a SeaDream Mountain Bike for independent exploration.

Day 3 - November 09, 2027

Sandy Ground

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, snorkel, or, for the energetic, bike around the island with the Club Director. Naturally, we will also offer water sports while we are anchored off Sandy Ground.

Day 4 - November 10, 2027

Gustavia

Perhaps our most treasured destination in the Caribbean! This small island belonging to the French West Indies has so much to offer our SeaDream guests. Incredible shopping only steps away from the pier. Incredible beaches, resorts, restaurants and activities both day and night. SeaDream has created various land adventures for you 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. Another great activity here is to simply relax and watch all of the incredible yachts arriving and departing just off your SeaDream yacht.

Day 5 - November 11, 2027

Norman Island

Norman Island is located at the southern tip of the British Virgin Islands. It could very well be the very same island reputed to be the inspiration for Robert Louis Stevenson's pirate novel Treasure Island. It is said that the island was named after a pirate who purchased it at some point during the early 18th century. The island is uninhabited and privately owned by Dr Henry Jarecki. Its area is about 600 acres (2.4 km²), and it is about 2.5 miles (4 km) long. A large harbor is known as "The Bight" offers one of the most protected anchorages in the area. Guests will enjoy some great hiking opportunities as well as snorkeling and scuba diving. Another attractive option may be to check out the Willie T that is generally anchored in the harbor or simply have a beverage at the Pirates Bight Bar.

Day 6 - November 12, 2027

Prickly Pear

A stunning island situated in the North Sound of Virgin Gorda and got its name because of the large flowering cactus all over the island. The island was declared a National Park in 1988 meaning the 180 acres will have no further development, just an island filled with natural beauty. Breathtaking hiking trails start from the main beach Vixen Point, winds around the island filled with salt ponds heading to the north shore which has two other amazing secluded beaches.

Day 7 - November 13, 2027

San Juan

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 (both ports of call on select SeaDream voyages).

SeaDream 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 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.

San Juan Luiz Munoz Marin Airport is approximately a 30-minute drive to the port in Old San Juan. Currency in Puerto Rico is USD.

Dates and Prices

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Nov 07, 2027

Ship

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SeaDream II sails gracefully on calm waters under a clear blue sky, showcasing luxury and elegance.
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