Caribbean Celebration II

From $10,478 per person

9 days

Ship: SeaDream II

Colorful buildings line a cobblestone street in Old San Juan, Puerto Rico, with street lamps illuminating the scene.
SeaDream Yacht Club logo

Embrace the holidays in style on this enriching journey through the Leeward and Virgin Islands, bookended by Old Town San Juan. Overnight in chic St. Barth’s, the jettsetter’s Caribbean playground, before exploring the awe-inspiring coral reefs and fascinating flora and fauna of Anguilla’s Sandy Ground. Discover Spanish Town, your gateway to The Baths, Virgin Gorda’s geologic wonder made of awe-inspiring boulders that form sheltered sea pools on the beach’s edge. Play at Beef Island’s Trellis Bay, where an elegant barbeque and lively fire dancers enchant during the island’s celebratory Full Moon Party. Discover Leverick Bay, located on the shores of a magnificent blue lagoon. Swim in Tortola’s Cane Garden Bay and explore the hidden bays and water-level caves of Norman Island, before calling on Jost van Dyke’s sheltered White Bay, home to our signature Champagne & Caviar Splash®.

Journey Summary

  • Day 1 - Dec. 19, 2026, Sat. - San Juan
  • Day 2 - Dec. 20, 2026, Sun. - Gustavia
  • Day 3 - Dec. 21, 2026, Mon. - Gustavia
  • Day 4 - Dec. 22, 2026, Tue. - Sandy Ground
  • Day 5 - Dec. 23, 2026, Wed. - Spanish Town, Virgin Gorda
  • Day 6 - Dec. 24, 2026, Thu. - Leverick Bay, Virgin Gorda
  • Day 7 - Dec. 25, 2026, Fri. - Cane Garden Bay, Tortola
  • Day 8 - Dec. 26, 2026, Sat. - White Bay, Jost van Dyke
  • Day 9 - Dec. 27, 2026, Sun. - San Juan

Detailed Itinerary

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

Day 1 - December 19, 2026

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 - December 20, 2026

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 3 - December 21, 2026

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 4 - December 22, 2026

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 5 - December 23, 2026

Spanish Town, Virgin Gorda

Nearly every publication written about Virgin Gorda will emphasize the need to visit “The Baths” – don’t miss it! SeaDream generally arrives early and anchors off Spanish Town to give guests 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. SeaDream navigates scenically up the coast and arrives in North Sound to anchor just off the Bitter End Yacht Club. Here we offer watersports, land adventures, hiking options with the crew and tenders to the Bitter End! Depending on the voyage, you may also visit Prickly Pear Island for another signature Champagne & Caviar Splash® option with an incredible setting.

Day 6 - December 24, 2026

Leverick Bay, Virgin Gorda

Enjoy the welcoming Caribbean breeze and the famous Baths located nearby. Other attractions include the Coppermine Ruins and Gorda Peak National Park. Of course, snorkeling is popular as are the sandy white beaches.

Day 7 - December 25, 2026

Cane Garden Bay, Tortola

Day 8 - December 26, 2026

White Bay, Jost van Dyke

The BVI’s barefoot island and home of the "Painkiller" drink. Population depends on the month – typically 250-300. This is another SeaDream destination where you may be served Champagne & Caviar Splash® followed by a beach barbecue lunch. A hike is always offered to guests to visit the famous Foxy’s Bar at Great Harbour (hopefully, the boutique is open) 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 9 - December 27, 2026

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.

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Dec 19, 2026

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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