Leeward Islands Discovery

Leeward Islands Discovery

San Juan to San Juan

Feb 14, 2026 to Feb 21, 2026

7 Days

SeaDream I

12607

Date Ports of Call Arrive Depart
Feb 14, 2026 San Juan,
Puerto Rico
2 PM - 4 PM
(Embarkation)
Evening
Feb 15, 2026 Lovango Cay,
U.S.V.I.
Morning Evening
Feb 16, 2026 Charlestown, Nevis,
St. Kitts & Nevis
Morning Afternoon
Feb 16, 2026 South Friars Bay,
St. Kitts & Nevis
Afternoon Late Evening
Feb 17, 2026 Sandy Ground,
Anguilla,B.W.I.
Morning Afternoon
Feb 17, 2026 Gustavia,
St. Barths, F.W.I.
Evening Overnight
Feb 18, 2026 Gustavia,
St. Barths, F.W.I.
Evening
Feb 19, 2026 White Bay, Jost van Dyke,
B. V. I.
Morning Late Evening
Feb 20, 2026 Spanish Town, Virgin Gorda,
B. V. I.
Morning Afternoon
Feb 20, 2026 Norman Island,
B. V. I.
Afternoon Evening
Feb 21, 2026 San Juan,
Puerto Rico
Morning 8 AM - 10 AM
(Disembarkation)

Ports

  • 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.

  • Lovango Cay

  • Charlestown, Nevis

    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 could be at Coconut Grove (less than ten minutes from Charlestown by taxi). Make sure to ask Gary, the owner, to show you his extensive wine & champagne cellar! 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.

  • South Friars Bay

    South Friar's Bay offers SeaDream 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, no worries as there are 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.

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

  • 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.

  • 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 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 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!

  • 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 anchor’s 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. After our short “technical stop” to dispatch land adventures and clearance with the officials. SeaDream navigates scenically up the coast and arrives in North Sound to anchor just off the Bitter End Yacht Club. Here we offer water sports, land adventures, hiking options with the officers and tenders to the Bitter End! Depending on the voyage, you may also visit Prickly Pear Island for another signature Champagne and Caviar Splash option with an incredible setting.

  • 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.


Suites & Staterooms

*Government, Port, Document Issuance, Handling & Service fees: $392 per guest


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.


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.


Yachting Land Adventures & Activities

Pre-Book Online for 10% savings

Prices are per person, in USD. Duration is in hours.


Testimonials

This was undoubtedly the best trip my wife and I have ever had. Thank you for this amazing experience. Mr & Mrs Zogbi FilhoSao Paulo, Brazil
We have done other small ships in the past, but you guys take it to a higher level. We were very happy with everything, Ship, Captain, Crew, Cuisine, just outstanding and made us feel like family! Mr. & Mrs. HartAztec, New Mexico