Celebrate the magic of the holiday season sailing through the sparkling waters of the Caribbean's most coveted islands. Begin your festive escape in St. Thomas, where Danish colonial charm and twinkling holiday lights set the perfect tone for the journey ahead. Toast the season in Sint Maarten, where the lively streets of Philipsburg and the laid-back shores of Simpson Bay offer a spirited island celebration. Drift into Gustavia, St. Barths, for an overnight stay in the Caribbean's chicest harbor, where holiday elegance meets South of France sophistication. Continue to Falmouth Bay, Antigua, and the lush volcanic island of Charlestown, Nevis, where the warmth of island hospitality makes the season feel all the more special. Explore the geologic wonder of Virgin Gorda's Spanish Town, uncover the pirate lore of Norman Island, and raise a glass at Jost van Dyke's White Bay, home to our signature Champagne & Caviar Splash. Your holiday voyage concludes in the festive streets of Old Town San Juan, sending you home with the warmth of the Caribbean sun and the spirit of the season in your heart.
Date
Ports of Call
Arrive
Depart
Dec 12, 2026
Charlotte Amalie, St. Thomas, U.S.V.I.
2 PM - 4 PM
(Embarkation)
Evening
The capital and largest city in the U.S. Virgin Islands. It has two ports of call for cruise vessels, Havensight and Crown Bay. SeaDream yachts are almost always docked at Crown Bay which is very close to the airport. In the event the yachts call to the island as a port of call rather than an embarkation point, you will find the yacht anchored in the bay and tendering downtown. The island has tons of history, beautiful beaches, a fantastic golf course and incredible shopping options.
Philipsburg is the main town on the Dutch side of St. Maarten. The town is situated on a narrow stretch of land between Great Bay and the Great Salt Pond. Philipsburg was founded in 1763 by John Philips, a Scottish captain in the Dutch navy. The settlement soon became a center for international trade. The main shopping district is located on Front Street and is in the heart of the city. Many consider Philipsburg to be the best shopping opportunity in the Caribbean. Depending on the traffic, SeaDream has the option to anchor or dock alongside. One of the highlight activities may be to participate in the America’s Cup 12 Metre Regatta.
The smallest island in the world is shared by two countries, the Netherlands (Sint Maarten) and France (St. Martin), giving each side of the island a distinctive culture and flair. Simpson Bay straddles the best of both worlds, delivering white-sand beaches, beautiful lagoons dotted with impressive yachts, and vibrant dining spots that take in the energy of the island.
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.
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.
Falmouth Bay is a short walk from Nelson's Dockyard and the English Harbour. Historic buildings and mills surround it. This harbor and the quiet village has plenty of shops, restaurants and the yacht club. Historic sites, tasty cuisine and a lively cultural scene can all be found on Antigua. But most often it's the beauty and versatility of the island's 365 beaches that draw travelers from afar. Land Adventure possibilities include a helicopter ride over Montserrat, a jeep and snorkel safari and a St. John’s City and shopping exploration.
Nevis is one of our favorite islands, and we encourage you to explore Nevis beyond the small town to make the most of your visit! We offer several excellent and varied options for you to do so and still leave you with plenty of time on your own for the beach. 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). Your SeaDream tender will bring you within a few steps of the small town center. 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). To enjoy Nevis to its full potential, we recommend that you divide your day into Morning, Lunch/Afternoon and Evening activities.
Morning - Start your day by exploring the island, above or under water, on one of our fun optional Land Adventures. They are all enjoyable & exciting, and you will also support the local community. The Four Seasons Resort still offers incredible golf options as well as beautiful beach and dining facilities. Another option for lunch is the L'Escale French Caribbean-style bistro, just down the road near the Oualie Pier.
Evening - For a romantic sunset with cocktails and a snack or dinner, we like to take the short drive to see Gillian, the owner of 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. We hope that the above recommendations allow you to plan your special day on Nevis. Now, all you have to do is to decide which of the optional morning activities to join.
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.
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.
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!
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.
*Single Supplement for this voyage is 175% for Yacht Club Deck 2, 3 and 4. For Commodore, Admiral and Owners Suite, a 200% single supplement rate applies.
Government, Port, Document Issuance, Handling & Service fees: $420 per guest (included)
Please Note: Fares are capacity controlled and may change without notice. The fares are per person based on double occupancy. Single and third person rates are also available. SeaDream Yacht Club strongly recommends that all guests purchase travel insurance.
Be a True Explorer: Mount Pleasant Plantation hike and discovery tour!
This unique tour is for those who always wanted to follow in the footsteps of Indiana Jones and discover a mostly-as-yet-undiscovered gem of ancient ruins. This 2-hour hike into Nevis jungle leaves you feeling like a true explorer.
Here is everything you have dreamt of in your exotic dreams of exploring unknown civilizations—except, and this is important: Nevis has no snakes!
The day begins with you being picked up in a roomy, air-conditioned van where you will then set off towards the jungle high in Nevis Peak above an area known as Mount Lily Village. Departing the van, you will follow our expert qualified horticulturist and jungle-knowledgeable guide and begin the hike through the hills, noticing the changing vegetation and temperature as it cools and you go higher into the thickening jungle.
The gentle breeze and cooler temperatures always surprise and delight with the decidedly “this feels like air-conditioned air” feeling as we walk higher. As the guide leads the path through the lush vegetation, he will explain the different plants, which ones are edible, which are not, and perhaps you will sample a deliciously juicy fresh mango picked from a towering tree along the way.
Suddenly you will discover you are surrounded by a host of centuries-old stone buildings which have been overtaken by jungle trees and vines. The site, an old plantation, is yours to explore and discover. You will wander and wonder about all that history has not revealed, as there is no record of who might have owned or worked in this ancient building, nor even how old it is.
Expect a knowledgeable hiking guide/storyteller, unimaginably beautiful yet wild landscapes and mysterious ancient ruins.
For solo, family or friend groups, this is for those outdoor lovers who want to get off the beaten track and discover a bit about history and a bit more about themselves.
Notes
Closed toe shoes are appropriate for hiking about 2 +/- miles. Participating guest(s) should be able to navigate uneven grounds. Water will be available,
