Price Per Night:$185.57 (USD) (based on double occupancy, for comparison only)
Dec 05, 2026through Dec 12, 2026
Itinerary:
San Juan, Puerto Rico, Virgin Gorda, St. John's, Antigua, St. Pierre, Port Elizabeth, Bequia, Saint George's, Scarborough, Tobago, Bridgetown
Price Per Night:$139.00 (USD) (based on double occupancy, for comparison only)
Jan 10, 2026through Jan 17, 2026
Itinerary:
San Juan, Tortola, Sailing, Bridgetown, Kingstown, Basseterre, St. Croix, San Juan
This 7-night sun-drenched voyage departs from San Juan and docks the next day in Tortola, one of the most beautiful of the British Virgin Islands. Next, spend a day sailing to Bridgetown, Barbados, a sleepy beach town with the elegance, adventure (and breathtaking vistas) of a luxury resort.
Price Per Night:$105.57 (USD) (based on double occupancy, for comparison only)
Jan 10, 2027through Jan 17, 2027
Itinerary:
Pointe-A-Pitre Guadeloupe, Port Castries Santa Lucía, Bridgetown Barbados, Saint George's Granada, Kingstown St Vincent & The Grenadines, Fort De France Martinique, Pointe-A-Pitre Guadeloupe
Price Per Night:$172.13 (USD) (based on double occupancy, for comparison only)
Oct 18, 2025through Oct 29, 2025
Itinerary:
Fort Lauderdale, Florida, Philipsburg, St. Maarten, Fort- De- France, Martinique, Castries, St. Lucia, Bridgetown, Barbados, Roseau, Dominica, St. Johns, Antigua, Fort Lauderdale, Florida
Price Per Night:$209.65 (USD) (based on double occupancy, for comparison only)
Feb 23, 2026through Mar 06, 2026
Itinerary:
Fort Lauderdale, Florida, Basseterre, St Kitts & Nevis, St. Johns, Antigua, Castries, St. Lucia, Bridgetown, Barbados, Roseau, Dominica, Philipsburg, St. Maarten, Fort Lauderdale, Florida
Price Per Night:$297.14 (USD) (based on double occupancy, for comparison only)
Jan 23, 2027through Jan 30, 2027
Itinerary:
Bridgetown, Barbados, Captain's Best, Grenadines, St. George's, Grenada, Tobago Cays, Grenadines, Kingstown, St. Vincent (morning), Admiralty Bay, Bequia (PM), Fort de France, Martinique (morning), Beach, Martinique (afternoon), Marigot Bay, St. Lucia (AM), Soufriere, St. Lucia (PM)...
Other Categories Starting At:
Inside
$2,080.00 Cat:Category 6 297.14 per night
Outside
$2,330.00 Cat:Category 5 332.86 per night
Balcony
N/A
Suite
$4,210.00 Cat:Deluxe Suite with Veranda 601.43 per night
Price Per Night:$254.21 (USD) (based on double occupancy, for comparison only)
Nov 08, 2025through Nov 22, 2025
Itinerary:
San Juan, Virgin Gorda, St. John's, Antigua, Saint- Pierre, Port Elizabeth, Bequia, Saint George's, Scarborough, Tobago, Bridgetown, Castries, Roseau...
Price Per Night:$132.81 (USD) (based on double occupancy, for comparison only)
Feb 16, 2027through Mar 09, 2027
Itinerary:
Miami, FL, USA, Grand Cayman, Cayman Islands, Montego Bay, Jamaica, Roatan, Honduras, Costa Maya, Mexico, Cozumel, Mexico, Miami, FL, USA, San Juan, Puerto Rico, Antigua, Dominica, Dominica...
Take each day as slowly as you like on this 21-night sailing in the Caribbean that includes captivating ports like Montego Bay in Jamaica, San Juan in Puerto Rico, and Philipsburg in St. Maarten.
Price Per Night:$489.95 (USD) (based on double occupancy, for comparison only)
Dec 14, 2025through Jan 03, 2026
Itinerary:
San Juan, Frenchman's Cay, Carambola Beach, Terre-De-Haut, Saint Pierre, Port Elizabeth, Grenada, Barbados, Rodney Bay, Terre-De-Haut...
Aboard The Yachts of Seabourn, the world is more intimate and more enchanting. Here, you’ll explore ports rarely visited by larger ships and meet people who are happy to show you around their hidden corner of the globe. With their unmatched sense of style, elegance and grace, The Yachts of Seabourn beckon you to travel beyond the bounds of the imagination. Aboard Seabourn, every desire is met promptly and with a welcoming smile. Whether it's a warm blanket and a cup of gourmet hot chocolate as you drift along the Norwegian Fjords or a relaxing neck massage poolside, you'll feel that you're a member of a very exclusive club.
Price Per Night:$691.33 (USD) (based on double occupancy, for comparison only)
Jan 06, 2026through Jan 21, 2026
Itinerary:
San Juan, Gustavia, St. John's (Antigua), Tortola/Road Town, Road Bay, Miami, Saint John/Cruz Bay, Deshaies, St. George's (Grenada), Bridgetown...
Breathe in the ocean air and revel in wellbeing aboard EXPLORA I as you traverse to the emerald rainforests of Saint John. Take in the tranquillity of Deshaies, the spicy fragrances of Grenada and the history-shrouded streets of Bridgetown.
Price Per Night:$165.00 (USD) (based on double occupancy, for comparison only)
Jan 17, 2026through Jan 24, 2026
Itinerary:
San Juan, Basseterre, Sailing, Bridgetown, Fort-de-France, St. John's, Philipsburg, San Juan
This 7-night San Juan voyage makes its first stop in Basseterre, a tropical paradise on the island of St. Kitts that boasts stunning beaches, lush rainforests, and sparkling waterfalls waiting to be explored. Next, spend a day at sea before exploring Barbados and Martinique, followed by the epitome of luxury in St. Johns, Antigua, and finally St. Maarten before returning to San Juan.
Price Per Night:$290.00 (USD) (based on double occupancy, for comparison only)
Jan 03, 2026through Jan 10, 2026
Itinerary:
Bridgetown, Barbados, Captain's Best, Grenadines, St. George's, Grenada, Tobago Cays, Grenadines, Kingstown, St. Vincent (morning), Admiralty Bay, Bequia (PM), Fort de France, Martinique (morning), Beach, Martinique (afternoon), Marigot Bay, St. Lucia (morning), Soufriere, St. Lucia (afternoon)...
Other Categories Starting At:
Inside
$2,030.00 Cat:Category 6 290.00 per night
Outside
$2,280.00 Cat:Category 5 325.71 per night
Balcony
N/A
Suite
$4,120.00 Cat:Deluxe Suite with Veranda 588.57 per night
Price Per Night:$297.14 (USD) (based on double occupancy, for comparison only)
Feb 13, 2027through Feb 20, 2027
Itinerary:
Bridgetown, Barbados, Rodney Bay, St. Lucia, Sail with Star Flyer to Cabrits, Cabrits, Dominica, Falmouth Harbour, Antigua, Basseterre, St. Kitts (morning), South Friar's Bay (beach), St. Kitts (PM), Terre de Haut, Iles des Saintes, Beach, Martinique, Bridgetown, Barbados
Other Categories Starting At:
Inside
$2,080.00 Cat:Category 6 297.14 per night
Outside
$2,330.00 Cat:Category 5 332.86 per night
Balcony
N/A
Suite
$4,210.00 Cat:Deluxe Suite with Veranda 601.43 per night
Price Per Night:$578.43 (USD) (based on double occupancy, for comparison only)
Jan 16, 2027through Jan 23, 2027
Itinerary:
St Maarten, Frenchman's Cay, Carambola Beach, Trois Ilets, Port Elizabeth, Grenada, Barbados
Aboard The Yachts of Seabourn, the world is more intimate and more enchanting. Here, you’ll explore ports rarely visited by larger ships and meet people who are happy to show you around their hidden corner of the globe. With their unmatched sense of style, elegance and grace, The Yachts of Seabourn beckon you to travel beyond the bounds of the imagination. Aboard Seabourn, every desire is met promptly and with a welcoming smile. Whether it's a warm blanket and a cup of gourmet hot chocolate as you drift along the Norwegian Fjords or a relaxing neck massage poolside, you'll feel that you're a member of a very exclusive club.
Price Per Night:$485.53 (USD) (based on double occupancy, for comparison only)
Dec 02, 2025through Dec 21, 2025
Itinerary:
Bridgetown, Martinique/Fort de France, Basseterre, San Juan, Tortola/Road Town, St. John's (Antigua), Gustavia, Road Bay, Miami, La Romana...
Price Per Night:$134.08 (USD) (based on double occupancy, for comparison only)
Feb 04, 2027through Feb 16, 2027
Itinerary:
Miami, FL, USA, San Juan, Puerto Rico, Antigua, Martinique, Faroe Islands, Barbados, Barbados, St. Maarten, Netherlands Antilles, Tortola, B.V.I., Miami, FL, USA
A blend of sea days and time in port means you can have the best of both worlds. Treasure days on deck sunbathing when you’re not exploring the cultures, cuisines, and scenery across the Caribbean.
Price Per Night:$84.78 (USD) (based on double occupancy, for comparison only)
Aug 17, 2025through Aug 20, 2025
Location(s):
Bridgetown
Offering easy access to the UNESCO World Heritage site of Bridgetown and its Garrison, Courtyard Bridgetown Barbados is the perfect base from which to explore the island's south coast.
