7-Day Classic Caribbean Yacht Harbors Cruise

Day 1 - Barbados

Arrive: Sat 19 December 2026 / Depart: Sat 19 December 2026 at 21:00

Barbados has retained many of the trappings of its British colonial heritage. Judges and barristers wear proper robes and wigs, police don helmets styled after London bobbies and cricket remains a national passion. Barbados also has all the sporting appeal of the rest of the Caribbean, with pristine beaches, powerful surf and crystal clear waters. Brightly colored homes and hibiscus flowers mingle with mahogany trees and English churches dating back to the 17th century.

Day 2 - Castries, St. Lucia

Arrive: Sun 20 December 2026 at 08:00 / Depart: Sun 20 December 2026 at 18:00

St. Lucia is the sort of island that travelers to the Caribbean dream about--a small, lush tropical gem that is still relatively unknown. The Atlantic Ocean kisses its eastern shore, while the beaches of the west coast owe their beauty to the calm Caribbean Sea. St. Lucia seems like an island plucked from the South Pacific and set down in the Caribbean. Its dramatic twin coastal peaks, the Pitons, soar 2,500 feet up from the sea, sheltering magnificent rain forests where wild orchids, giant ferns, and birds of paradise flourish. Brilliantly-plumed tropical birds abound, including endangered species like the indigenous St. Lucia parrot.

Day 3 - At Sea

Day 4 - Little Bay, Montserrat

Arrive: Tue 22 December 2026 at 08:00 / Depart: Tue 22 December 2026 at 18:00

Day 5 - St John's, Antigua

Arrive: Wed 23 December 2026 at 08:00 / Depart: Wed 23 December 2026 at 21:00

Antigua is blessed with an abundance of shining white beaches, and many of these have sprouted top-end resort hotels that engender golf courses and other amenities counted among the best in the Caribbean. A pleasant drive up through farms and tiny villages leads to the commanding fortress on Shirley Heights, from which you can survey the town and the harbor of Nelson’s Dockyard across the island. Once a carenage for British frigates, today it is an enclave of shops and restaurants.

Day 6 - St. Kitts

Arrive: Thu 24 December 2026 at 08:00 / Depart: Thu 24 December 2026 at 17:00

A classic golden arc of sugary sand at South Friar’s Bay, Carambola is home to the island’s most luxurious beach clubs and restaurants. Umbrellas, loungers and optional water sports abound for those so inclined. Otherwise St. Kitts has other attractions, including a number of lovingly preserved plantation great houses, the UNESCO World Heritage Site of Brimstone Hill Fortress and a scenic narrow gauge sugarcane railway.

Day 7 - Jost Van Dyke

Arrive: Fri 25 December 2026 at 08:00 / Depart: Fri 25 December 2026 at 18:00

There are approximately 40 British Virgin Islands (the exact number varies from authority to authority), many of which are uninhabited. Some have only a handful of residents. Jost Van Dyke has a small population of its own families: the Turners, Grants, Ringes and Callwoods to name the majority. The desire to continue in the old ways is strong here, and "Jost" looks much as it must have looked 100 or 200 years ago. This archipelago is pristine and traffic light free. Weather permitting, your captain will anchor in this idyllic location and deploy the Marina for a day of play in the sea and sun.

Day 8 - Philipsburg, Sint Maarten

Arrive: Sat 26 December 2026 at 07:00 / Depart: Sat 26 December 2026

Since 2010, Sint Maarten has been a constituent country within the kingdom of The Netherlands. It comprises the “Dutch Side” of the island of Saint-Martin, the other half being a French overseas territory. Philipsburg is its capital and a busy deep-water port city. It is a popular port for cruise ships, and consequently boasts a thriving duty-free shopping community, a range of resorts and villas, and numerous leisure and sightseeing activities, as well as a well-served airport.