Spanish Town, Virgin Gorda

British Virgin Islands

Day: 7
Date: Dec 4, 2026
Arrive: 8:00 AM
Depart: 6:00 PM

The emerald island of Virgin Gorda invites visitors to slow down and smell the frangipani.

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Bridgetown

Barbados

Day: 1
Date: Nov 28, 2026
Depart: 9:00 PM

Bridgetown, a UNESCO World Heritage Site, is a refined capital city that elegantly showcases its four centuries of British lineage.

Rodney Bay

St. Lucia

Day: 2
Date: Nov 29, 2026
Arrive: 8:00 AM
Depart: 6:00 PM

This is the island's yachting center, quieter and less crowded than the main port of Castries. You can visit the island's "drive-in" volcano at Soufriere, view the iconic peaks of the Pitons or perhaps snorkel at Pigeon Island, one of Jacques Cousteau's favorite dive spots.

Little Bay

Montserrat

Day: 4
Date: Dec 1, 2026
Arrive: 8:00 AM
Depart: 6:00 PM

Little Bay's charm lies in its intimate and unspoiled nature, offering a picturesque escape that's as peaceful as it is beautiful. The bay is framed by lush, verdant hills that provide a stunning backdrop, while the warm, crystal-clear waters beckon for a refreshing dip or a leisurely swim.

St. Johns

Antigua & Barbuda

Day: 5
Date: Dec 2, 2026
Arrive: 8:00 AM
Depart: 9:00 PM

St. Johns, Antigua, a treasure trove of 365 pristine beaches, offers an unmatched Caribbean adventure. With Holland America, explore the intriguing Nelson's Dockyard, relax on sun-swept shores, and take in panoramic views from Shirley Heights Lookout for a memorable escape.

Carambola Beach

St. Kitts & Nevis

Day: 6
Date: Dec 3, 2026
Arrive: 8:00 AM
Depart: 5:00 PM

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.

Philipsburg

Sint Maarten

Day: 8
Date: Dec 5, 2026
Arrive: 7:00 AM
Depart: 9:00 PM

Philipsburg, the bustling capital of the Dutch side of Sint Maarten, offers visitors a fascinating mix of cultures, scenic beaches, and excellent shopping opportunities.

Sopers Hole (Frenchmans Cay)

British Virgin Islands

Day: 9
Date: Dec 6, 2026
Arrive: 8:00 AM
Depart: 5:00 PM

This snug harbor at the West End of Tortola is the classic Caribbean yacht haven, tucked between the high ground of West End on one side and Frenchman's Cay on the other. It was a notorious den for pirates in the past, who used the high ground to watch for naval ships or potential victims.

Trois Ilets

Martinique

Day: 12
Date: Dec 9, 2026
Arrive: 8:00 AM
Depart: 6:00 PM

Martinique is one of the most colorful and interesting islands in the Caribbean. Trois Ilets lies just across the Bay of Fort-de-France from the capital, on the peninsular arrondissement of Le Marin.

Port Elizabeth, Bequia

St. Vincent & Grenadines

Day: 13
Date: Dec 10, 2026
Arrive: 8:00 AM
Depart: 5:00 PM

Bequia's Admiralty Bay is a favorite yachtsman's anchorage. They ferry ashore to join the friendly, low-key locals "under the almond tree," the chosen meeting place. Stroll along the Belmont Walkway to the Gingerbread for homemade nutmeg ice cream, or Frangipani, run by the daughter of a former prime minister.

Saint Georges

Grenada

Day: 14
Date: Dec 11, 2026
Arrive: 8:00 AM
Depart: 6:00 PM

The island of Grenada rises up from the Caribbean in steep, green, volcanic mountains. Sheer cliffs and sandy beaches alternate as you proceed along the coast, and the rainforest interior boasts of crater lakes, natural springs and waterfalls. St.

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All Penthouse Suites on board feature a comfortable living area, glass door to private veranda, queen-size-bed or two twin beds; walk-in closet with personal safe, two flat-screen TV with music and movies, fully stocked bar and refrigerator, writing desk with personalized stationary, makeup vanity, spacious bathroom with separate tub and shower, plush robes, slippers hair dryer and 110/220V AC...

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All Penthouse Suites on board feature a comfortable living area, glass door to private veranda, queen-size-bed or two twin beds; walk-in closet with personal safe, two flat-screen TV with music and movies, fully stocked bar and refrigerator, writing desk with personalized stationary, makeup vanity, spacious bathroom with separate tub and shower, plush robes, slippers hair dryer and 110/220V AC...

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Suites on board feature a comfortable living area, private veranda, queen-size-bed or two twin beds; walk-in closet with personal safe, interactive flat-screen TV with music and movies, fully stocked bar and refrigerator, writing desk with personalized stationary, makeup vanity, spacious bathroom with separate tub and shower, plush robes, slippers hair dryer and 110/220V AC outlets.

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