from
$1,790.00
(USD)
Per Person
+ $235.00 taxes/fees
Nov 29, 2025
through Dec 06, 2025
through Dec 06, 2025
Nights:
7
Ship:
Royal Clipper
Price Per Night:$255.71 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 29, 2025
through Dec 06, 2025
Itinerary:
St. John's, Antigua, Terre de Haut, Iles des Saintes, , Beach stop, Martinique, St. George's, Grenada, Tobago Cays, Grenadines, Marigot Bay, St. Lucia (morning), Soufriere, St. Lucia (afternoon), Bridgetown, Barbados
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$3,869.00
(USD)
Per Person
+ $208.33 taxes/fees
Nov 19, 2025
through Dec 15, 2025
through Dec 15, 2025
Nights:
26
Ship:
Queen Mary 2
Price Per Night:$148.81 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 19, 2025
through Dec 15, 2025
Itinerary:
London (Southampton), England, New York, New York, St. Maarten, Netherlands Antilles, Dominica, Dominica, Barbados, Barbados, St Lucia, Saint Lucia, St. Kitts, ST Kitts/Nevis, New York, New York, London (Southampton), England
Escape to the warmth of Caribbean islands on this 26-night voyage. Spend your days ashore however you please, perhaps exploring Bridgetownโs historic Garrison or the Cathedral Basilica in Castries.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$4,334.00
(USD)
Per Person
+ $170.00 taxes/fees
Nov 23, 2024
through Nov 30, 2024
through Nov 30, 2024
Nights:
7
Ship:
Seabourn Ovation
Price Per Night:$619.14 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 23, 2024
through Nov 30, 2024
Itinerary:
Bridgetown, Barbados, Rodney Bay, St. Lucia, Terre-de-Haut, Iles des Saintes, Guadeloupe, St. Johns, Antigua and Barbuda, Carambola Beach, Saint Georges, Grenada, Bridgetown, Barbados
Aboard The Yachts of Seabourn, the world is more intimate and more enchanting. Here, youโll 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.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
Distinctive Voyages
Distinctive Voyages
from
$7,400.00
(USD)
Per Person
Mar 23, 2025
through Apr 01, 2025
through Apr 01, 2025
Nights:
9
Ship:
Silver Ray
Price Per Night:$822.22 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Mar 23, 2025
through Apr 01, 2025
Itinerary:
Bridgetown, Bequia, Castries, St. John's, Basseterre, St. Kitts, St. Thomas, San Juan, Day at sea, Fort Lauderdale, Florida
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$5,600.00
(USD)
Per Person
Mar 02, 2026
through Mar 09, 2026
through Mar 09, 2026
Nights:
7
Ship:
Silver Spirit
Price Per Night:$800.00 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Mar 02, 2026
through Mar 09, 2026
Itinerary:
Bridgetown, Bequia, Fort-De-France, Gustavia, St Barthelemy, Roseau, St George's, Castries, Bridgetown
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$3,999.00
(USD)
Per Person
Nov 09, 2024
through Nov 19, 2024
through Nov 19, 2024
Nights:
10
Ship:
Viking Sea
Price Per Night:$399.90 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 09, 2024
through Nov 19, 2024
Itinerary:
San Juan, Tortola (Road Town), St. Kitts (Basseterre), Castries, Bridgetown, Roseau, Antigua (St. Johnโs), Philipsburg, St. Thomas (Charlotte Amalie), San Juan
Set sail on a roundtrip voyage from San Juan to explore the colorful Caribbean. Start deep in the heart of this tropical paradise and avoid the long sea days associated with most Caribbean cruises-allowing you to visit more ports and spend more time discovering rich island cultures. Immerse yourself in the British, French and Dutch cultures of the Lesser Antilles as you cruise azure waters from Tortola and St. Lucia to Dominica, St. Martin and St. Thomas.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$2,480.00
(USD)
Per Person
+ $340.00 taxes/fees
Feb 18, 2026
through Feb 28, 2026
through Feb 28, 2026
Nights:
10
Ship:
Star Clipper
Price Per Night:$248.00 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 18, 2026
through Feb 28, 2026
Itinerary:
St. George's, Grenada, Charlotteville, Tobago, Englishman's Bay, Tobago, Tobago Cays, Grenadines, Carriacou - Paradise beach, Grenada, Charlestown Bay, Cannouan, Grenadines, Admiralty Bay, Bequia, Grenadines, Saint-Pierre, Martinique, Soufriere, St. Lucia, Saline Bay, Mayreau, Grenadines...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$10,100.00
(USD)
Per Person
Dec 12, 2024
through Dec 21, 2024
through Dec 21, 2024
Nights:
9
Ship:
Silver Moon
Price Per Night:$1,122.22 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 12, 2024
through Dec 21, 2024
Itinerary:
Willemstad, Curaçao, Day at sea, St. Thomas, Basseterre, St. Kitts, St. John's, Deshaies, Castries, Scarborough, Bequia, Bridgetown
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$4,050.00
(USD)
Per Person
Nov 15, 2024
through Nov 22, 2024
through Nov 22, 2024
Nights:
7
Ship:
Explora II
Price Per Night:$578.57 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 15, 2024
through Nov 22, 2024
Itinerary:
Bridgetown, Martinique/Fort de France, Castries, St. John's (Antigua), San Juan, Miami
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$8,799.00
(USD)
Per Person
Oct 27, 2025
through Dec 07, 2025
through Dec 07, 2025
Nights:
41
Ship:
Insignia
Price Per Night:$214.61 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Oct 27, 2025
through Dec 07, 2025
Itinerary:
Boston, Newport, Hamilton, St. George, Gustavia, St. John's, Castries, Bridgetown, St. George's, Kralendijk...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$1,551.20
(USD)
Per Person
+ $242.00 taxes/fees
Nov 29, 2025
through Dec 13, 2025
through Dec 13, 2025
Nights:
14
Ship:
Azamara Quest
Price Per Night:$110.80 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 29, 2025
through Dec 13, 2025
Itinerary:
Bridgetown, Castries, Roseau, Basseterre, Charlestown, Philipsburg, Road Town, Tortola, San Juan, Puerto Rico, Virgin Gorda, St. John's, Antigua...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$1,700.00
(USD)
Per Person
+ $235.00 taxes/fees
Dec 21, 2024
through Dec 28, 2024
through Dec 28, 2024
Nights:
7
Ship:
Royal Clipper
Price Per Night:$242.86 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 21, 2024
through Dec 28, 2024
Itinerary:
Bridgetown, Barbados, Captain's Best, Grenadines, St. George's, Grenada, Tobago Cays, Grenadines, Kingstown, St. Vincent (AM), Admiralty Bay, Bequia (PM), Fort de France, Martinique (AM), Beach, Martinique (PM), Marigot Bay, St. Lucia (AM), Soufriere, St. Lucia (PM)...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$6,419.00
(USD)
Per Person
+ $295.00 taxes/fees
Jan 03, 2026
through Jan 17, 2026
through Jan 17, 2026
Nights:
14
Ship:
Seabourn Ovation
Price Per Night:$458.50 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 03, 2026
through Jan 17, 2026
Itinerary:
Bridgetown, Barbados, Rodney Bay, St. Lucia, Oranjestad, Aruba, Kralendijk, Bonaire, Willemstad, Curacao, Bridgetown, Barbados, Castries, Saint Lucia, Montserrat, St. Johns, Antigua and Barbuda, Carambola Beach...
Aboard The Yachts of Seabourn, the world is more intimate and more enchanting. Here, youโll 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.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$16,599.00
(USD)
Per Person
+ $1,417.00 taxes/fees
Jan 04, 2026
through Feb 28, 2026
through Feb 28, 2026
Nights:
55
Ship:
Wind Surf
Price Per Night:$301.80 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 04, 2026
through Feb 28, 2026
Itinerary:
Philipsburg, St. Maarten, Falmouth Harbour, Road Bay, Jost Van Dyke, Great Harbour, Soper's Hole, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, Gustavia, Philipsburg, St. Maarten, Basseterre...
See all the flavors of the Caribbean as you visit 28 islands and 39 ports from the lush jungles of Dominica to arid Aruba, trendy French enclaves to quiet ports known only to yachtsmen. Then go beyond, to the shores of the conquistadors in Colombia, to the Mayan legacy in Belize, and to Mexicoโs golden Yucatรกn.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$2,599.00
(USD)
Per Person
+ $144.00 taxes/fees
Dec 07, 2024
through Dec 14, 2024
through Dec 14, 2024
Nights:
7
Ship:
Wind Spirit
Price Per Night:$371.29 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 07, 2024
through Dec 14, 2024
Itinerary:
Bridgetown, Pigeon Island, Castries, Kingstown, Mayreau, St. George's, Bequia, Bridgetown
This is the Caribbean of days gone by โ deep blue waters, quiet coves and tropical islands dotted with powdery beaches and lush green hillsides. Sail from the rugged natural beauty of St. Lucia to little-known isles that are off the tourist radar. From colorful Bequia and Mayreau in St. Vincent & the Grenadines to the open-air markets of exotic St. Georgeโs, youโll discover a part of the Caribbean that remains authentic and unspoiled.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$4,299.00
(USD)
Per Person
+ $344.00 taxes/fees
Nov 03, 2024
through Nov 16, 2024
through Nov 16, 2024
Nights:
13
Ship:
Star Pride
Price Per Night:$330.69 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 03, 2024
through Nov 16, 2024
Itinerary:
San Juan, Philipsburg, St. Maarten, Charlestown, Gustavia, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, San Juan, St. George's, Bequia, Pigeon Island...
Whether youโre passionate about swimming among rarely seen undersea wildlife or the intricate cultures and intertwined European histories of the Windward Islands, this 2-week cruise offers the best combinations of charm, island heritage and natural beauty. Shop unique designer apparel in St. Barts, where youโll discover a fashionable confluence of high-end brands normally associated with places like Madison Avenue, but displayed in an ambiance thatโs anything but intimidating.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$3,419.00
(USD)
Per Person
+ $503.00 taxes/fees
Mar 12, 2025
through Apr 02, 2025
through Apr 02, 2025
Nights:
21
Ship:
Eurodam
Price Per Night:$162.81 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Mar 12, 2025
through Apr 02, 2025
Itinerary:
Fort Lauderdale, Florida, US, Half Moon Cay, Bahamas, Days At Sea, Falmouth, Jamaica, Georgetown, Cayman Islands, Days At Sea, Belize City, Belize, Cozumel, Mexico, Days At Sea, Key West, Florida, US...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$4,399.00
(USD)
Per Person
+ $491.00 taxes/fees
Dec 14, 2024
through Dec 28, 2024
through Dec 28, 2024
Nights:
14
Ship:
Star Pride
Price Per Night:$314.21 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 14, 2024
through Dec 28, 2024
Itinerary:
Bridgetown, Man-O-War Bay, Mayreau, Soufriere, St. George's, Willemstad, Oranjestad, Cartagena, San Blas, Bocas del Toro...
Your journey begins in Bridgetown, a city with Jolly Ole England flavor and two UNESCO sites before an opportunity to swim with sea turtles in Tobago Cays Marine Park. Save your appetite for the exclusive Signature Beach Party on Mayreau and feel the heart and soul of St. Lucia in Soufriere as you wander the vendor-filled streets. Savor a day at sea before bird watching for flamingos and parrots in Bonaire.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$4,299.00
(USD)
Per Person
Feb 09, 2025
through Feb 19, 2025
through Feb 19, 2025
Nights:
10
Ship:
Vista
Price Per Night:$429.90 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 09, 2025
through Feb 19, 2025
Itinerary:
Miami, Cruising The Old Bahama Channel, Puerto Plata, San Juan, Basseterre, Pointe A Pitre, Castries, St. John's, Cruising The Atlantic Ocean, Miami
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$4,099.00
(USD)
Per Person
+ $379.00 taxes/fees
Mar 14, 2026
through Mar 28, 2026
through Mar 28, 2026
Nights:
14
Ship:
Wind Spirit
Price Per Night:$292.79 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Mar 14, 2026
through Mar 28, 2026
Itinerary:
Bridgetown, Pigeon Island, Castries, Kingstown, Mayreau, St. George's, Bequia, Bridgetown, Little Bay, Les Saintes...
The Windward Islands will enchant you with their natural beauty โ dense rainforests, lush green peaks, cascading waterfalls, stunning black sand beaches. And on this two-week voyage youโll visit the best of them, from islands so small they have only one village, to villages so small they have only one road. See natureโs artistry in the lush green volcanic pitons of St.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
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โจDistinctive Cruise Voyages:
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