Feb 13, 2027
through Feb 20, 2027
through Feb 20, 2027
Nights:
7
Ship:
Celebrity Constellation
Price Per Night:$142.28 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 13, 2027
through Feb 20, 2027
Itinerary:
San Juan, Puerto Rico, Tortola, B.V.I., Basseterre, St Kitts & Nevis, Roseau, Dominica, Castries, St. Lucia, Bridgetown, Barbados, San Juan, Puerto Rico
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$4,376.00
(USD)
Per Person
+ $50.00 taxes/fees
Feb 07, 2026
through Feb 14, 2026
through Feb 14, 2026
Nights:
7
Ship:
Seabourn Ovation
Price Per Night:$625.14 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 07, 2026
through Feb 14, 2026
Itinerary:
Barbados, Carambola Beach, Trois Ilets, Point-A-Pitre, Roseau, Rodney Bay, 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.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$4,359.00
(USD)
Per Person
+ $11,941.00 taxes/fees
Mar 08, 2025
through Apr 06, 2025
through Apr 06, 2025
Nights:
29
Ship:
Queen Mary 2
Price Per Night:$150.31 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Mar 08, 2025
through Apr 06, 2025
Itinerary:
London (Southampton), England, New York, New York, St. Maarten, Netherlands Antilles, St Lucia, Saint Lucia, Grenada, Grenada, Barbados, Barbados, Dominica, Dominica, St. Kitts, ST Kitts/Nevis, Tortola, B.V.I., New York, New York...
Enjoy sea days feeling completely relaxed and at ease on Queen Mary 2 as she sails west from Southampton to New York before continuing to the sun-kissed, welcoming shores of the Caribbean.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$75,999.00
(USD)
Per Person
Dec 20, 2025
through Jul 05, 2026
through Jul 05, 2026
Nights:
197
Ship:
Vista
Price Per Night:$385.78 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 20, 2025
through Jul 05, 2026
Itinerary:
Los Angeles, Cabo San Lucas, Puerto Vallarta, Manzanillo, Acapulco, Puerto Quetzal, Corinto, Puntarenas, Panama Canal Daylight Transit, Cartagena...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$5,599.00
(USD)
Per Person
+ $120.00 taxes/fees
Feb 15, 2025
through Mar 01, 2025
through Mar 01, 2025
Nights:
14
Ship:
Wind Surf
Price Per Night:$399.93 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 15, 2025
through Mar 01, 2025
Itinerary:
Philipsburg, St. Maarten, Falmouth Harbour, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, Soper's Hole, Gustavia, Road Bay, Philipsburg, St. Maarten, Charlestown, Roseau...
Skip the usual Caribbean cruise stops and discover the small harbors, overlooked havens and most remote secrets among the Leeward Islands. Whether you’re looking for hidden shops, sampling new cuisine or seeking a local place to sip rum cocktails over the melodic beat of steel drums, this highly personalized adventure is an intimate opportunity to familiarize yourself with the lesser-known charms of Les Saintes, Anse Mitan, Pigeon Island and much more.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$1,003.60
(USD)
Per Person
Dec 20, 2025
through Dec 27, 2025
through Dec 27, 2025
Nights:
7
Ship:
Jewel of the Seas
Price Per Night:$143.37 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 20, 2025
through Dec 27, 2025
Itinerary:
San Juan, Puerto Rico, Charlotte Amalie, St. Thomas, Philipsburg, St. Maarten, St. Croix, U.S.V.I., Roseau, Dominica, Bridgetown, Barbados, Cruising, San Juan, Puerto Rico
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$1,508.06
(USD)
Per Person
Dec 27, 2025
through Jan 08, 2026
through Jan 08, 2026
Nights:
12
Ship:
Vision of the Seas
Price Per Night:$125.67 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 27, 2025
through Jan 08, 2026
Itinerary:
Baltimore, Maryland, Cruising, St. Croix, U.S.V.I., Basseterre, St Kitts & Nevis, St. Johns, Antigua, Roseau, Dominica, Philipsburg, St. Maarten, Cruising, Baltimore, Maryland
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$2,160.00
(USD)
Per Person
+ N/A taxes/fees
Dec 27, 2025
through Jan 03, 2026
through Jan 03, 2026
Nights:
7
Ship:
Star Flyer
Price Per Night:$308.57 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 27, 2025
through Jan 03, 2026
Itinerary:
Philipsburg, St. Maarten, River Bay, Barbuda, Sail with Royal Clipper South of Iles des Saintes, Cabrits, Dominica, Terre-de-Haut, Iles des Saintes, Deshaies, Guadeloupe, Falmouth Harbour, Antigua, Gustavia, St. Barts, Philipsburg, St. Maarten
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$2,599.00
(USD)
Per Person
+ $18.00 taxes/fees
Feb 07, 2026
through Feb 14, 2026
through Feb 14, 2026
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)
Feb 07, 2026
through Feb 14, 2026
Itinerary:
Philipsburg, St. Maarten, Charlestown, Roseau, Mayreau, Anse Mitan, Basseterre, Gustavia, Philipsburg, St. Maarten
From the stunning drama of the Pitons to the captivating charm of Les Saintes. From hidden coves and secret beaches to exotic markets and lively cafés. Discover the best of this region with one single Caribbean cruise. Sandy beaches, turquoise waters, lush mountains, and beautiful waterfalls blend with the music, tastes, and joie de vivre unique to the Caribbean life.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$1,930.00
(USD)
Per Person
+ N/A taxes/fees
Jan 25, 2025
through Feb 01, 2025
through Feb 01, 2025
Nights:
7
Ship:
Royal Clipper
Price Per Night:$275.71 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 25, 2025
through Feb 01, 2025
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
Outside
Balcony
Suite
from
$1,121.33
(USD)
Per Person
Dec 27, 2026
through Jan 03, 2027
through Jan 03, 2027
Nights:
7
Ship:
Brilliance of the Seas
Price Per Night:$160.19 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 27, 2026
through Jan 03, 2027
Itinerary:
San Juan, Puerto Rico, Charlotte Amalie, St. Thomas, St. Croix, U.S.V.I., St. Johns, Antigua, Roseau, Dominica, Cruising, Philipsburg, St. Maarten, San Juan, Puerto Rico
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$2,020.00
(USD)
Per Person
+ N/A taxes/fees
Jan 10, 2026
through Jan 17, 2026
through Jan 17, 2026
Nights:
7
Ship:
Royal Clipper
Price Per Night:$288.57 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 10, 2026
through Jan 17, 2026
Itinerary:
Bridgetown, Barbados, Rodney Bay, St. Lucia, Sail with Star Flyer to Cabrits, Cabrits, Dominica, Falmouth Harbour, Antigua, Basseterre, St. Kitts (morning), South Friars Bay - Beach, St. Kitts (afternoon), Terre de Haut, Iles des Saintes, Beach, Martinique, Bridgetown, Barbados
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$7,160.00
(USD)
Per Person
Feb 14, 2025
through Feb 28, 2025
through Feb 28, 2025
Nights:
14
Ship:
Explora II
Price Per Night:$511.43 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 14, 2025
through Feb 28, 2025
Itinerary:
Miami, Road Bay, Roseau, Basse-Terre, Marigot, San Juan, Oranjestad, Willemstad, Kralendijk, Tobago/Scarborough...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$7,099.00
(USD)
Per Person
+ $120.00 taxes/fees
Jan 18, 2025
through Feb 01, 2025
through Feb 01, 2025
Nights:
14
Ship:
Wind Surf
Price Per Night:$507.07 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 18, 2025
through Feb 01, 2025
Itinerary:
Philipsburg, St. Maarten, Charlestown, Roseau, Pigeon Island, Les Saintes, Gustavia, Basseterre, Philipsburg, St. Maarten, Falmouth Harbour, Road Bay...
Skip the usual Caribbean cruise stops and discover the small harbors, overlooked havens and most remote secrets among the Leeward Islands. Whether you’re looking for hidden shops, sampling new cuisine or seeking a local place to sip rum cocktails over the melodic beat of steel drums, this highly personalized adventure is an intimate opportunity to familiarize yourself with the lesser-known charms of Les Saintes, Anse Mitan, Pigeon Island and much more.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$5,449.00
(USD)
Per Person
+ $120.00 taxes/fees
Mar 15, 2025
through Mar 29, 2025
through Mar 29, 2025
Nights:
14
Ship:
Wind Surf
Price Per Night:$389.21 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Mar 15, 2025
through Mar 29, 2025
Itinerary:
Philipsburg, St. Maarten, Charlestown, Roseau, Pigeon Island, Les Saintes, Basseterre, Gustavia, Philipsburg, St. Maarten, Falmouth Harbour, Road Bay...
Skip the usual Caribbean cruise stops and discover the small harbors, overlooked havens and most remote secrets among the Leeward Islands. Whether you’re looking for hidden shops, sampling new cuisine or seeking a local place to sip rum cocktails over the melodic beat of steel drums, this highly personalized adventure is an intimate opportunity to familiarize yourself with the lesser-known charms of Les Saintes, Anse Mitan, Pigeon Island and much more.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$6,299.00
(USD)
Per Person
Jan 06, 2026
through Jan 24, 2026
through Jan 24, 2026
Nights:
18
Ship:
Vista
Price Per Night:$349.94 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 06, 2026
through Jan 24, 2026
Itinerary:
Miami, Gustavia, Roseau, Bridgetown, Devil's Island, Belem (Icoaraci), Fortaleza, Salvador, Buzios, Rio De Janeiro...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$2,214.00
(USD)
Per Person
+ $150.00 taxes/fees
Mar 22, 2025
through Apr 02, 2025
through Apr 02, 2025
Nights:
11
Ship:
Eurodam
Price Per Night:$201.27 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Mar 22, 2025
through Apr 02, 2025
Itinerary:
Fort Lauderdale, Florida, US, Days At Sea, Philipsburg, Sint Maarten, St. Johns, Antigua and Barbuda, Castries, Saint Lucia, Roseau, Dominica, Basseterre, St Kitts and Nevis, St. Thomas, U.S.V.I., Days At Sea, Half Moon Cay, Bahamas...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$1,055.63
(USD)
Per Person
Apr 13, 2025
through Apr 21, 2025
through Apr 21, 2025
Nights:
8
Ship:
Rhapsody of The Seas
Price Per Night:$131.95 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Apr 13, 2025
through Apr 21, 2025
Itinerary:
San Juan, Puerto Rico, St. Croix, U.S.V.I., Charlotte Amalie, St. Thomas, Philipsburg, St. Maarten, Basseterre, St Kitts & Nevis, Bridgetown, Barbados, Roseau, Dominica, Cruising, San Juan, Puerto Rico
Other Categories Starting At:
Inside
Outside
Balcony
Suite
21-Day Western & Eastern Caribbean: Mexico & Leeward Islands
Roundtrip from Fort Lauderdale, Florida, US
Roundtrip from Fort Lauderdale, Florida, US
from
$3,781.00
(USD)
Per Person
+ $265.00 taxes/fees
Jan 14, 2026
through Feb 04, 2026
through Feb 04, 2026
Nights:
21
Ship:
Koningsdam
Price Per Night:$180.05 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 14, 2026
through Feb 04, 2026
Itinerary:
Fort Lauderdale, Florida, US, Half Moon Cay, Bahamas, Days At Sea, Falmouth, Jamaica, Georgetown, Cayman Islands, Days At Sea, Belize City, Belize, Costa Maya, Mexico, Cozumel, Mexico, Days At Sea...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$104.00
(USD)
Per Person
Dec 28, 2024
through May 03, 2026
through May 03, 2026
Dec 28, 2024
through May 03, 2026
Enjoy marvelous sights, swimming, and snorkeling on this fun Roseau tour.
from
$3,409.00
(USD)
Per Person
+ $260.00 taxes/fees
Dec 23, 2025
through Jan 10, 2026
through Jan 10, 2026
Nights:
18
Ship:
Zuiderdam
Price Per Night:$189.39 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 23, 2025
through Jan 10, 2026
Itinerary:
Miami, Florida, US, Days At Sea, Philipsburg, Sint Maarten, St. Johns, Antigua and Barbuda, Castries, Saint Lucia, Roseau, Dominica, Basseterre, St Kitts and Nevis, St. Thomas, U.S.V.I., Days At Sea, Half Moon Cay, Bahamas...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$4,814.00
(USD)
Per Person
+ $245.00 taxes/fees
Nov 01, 2025
through Nov 29, 2025
through Nov 29, 2025
Nights:
28
Ship:
Koningsdam
Price Per Night:$171.93 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 01, 2025
through Nov 29, 2025
Itinerary:
San Diego, Puerto Vallarta, Huatulco, Puerto Chiapas, Puerto Quetzal, Puntarenas, Panama Canal (Cruising), Enter Panama Canal Balboa, Exit Panama Canal Cristobal, Aruba...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$5,014.00
(USD)
Per Person
+ $265.00 taxes/fees
Feb 27, 2026
through Mar 25, 2026
through Mar 25, 2026
Nights:
26
Ship:
Zuiderdam
Price Per Night:$192.85 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 27, 2026
through Mar 25, 2026
Itinerary:
San Diego, Puerto Vallarta, Huatulco, Puerto Chiapas, Puerto Quetzal, Fuerte Amador, Panama Canal (Cruising), Fuerte Amador, Enter Panama Canal Balboa, Exit Panama Canal Cristobal...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$1,960.00
(USD)
Per Person
+ N/A taxes/fees
Feb 07, 2026
through Feb 14, 2026
through Feb 14, 2026
Nights:
7
Ship:
Star Flyer
Price Per Night:$280.00 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 07, 2026
through Feb 14, 2026
Itinerary:
Philipsburg, St. Maarten, River Bay, Barbuda, Sail with Royal Clipper South of Iles des Saintes, Cabrits, Dominica, Terre-de-Haut, Iles des Saintes, Deshaies, Guadeloupe, Falmouth Harbour, Antigua, Gustavia, St. Barts, Philipsburg, St. Maarten
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$4,099.00
(USD)
Per Person
+ $79.00 taxes/fees
Feb 07, 2026
through Feb 21, 2026
through Feb 21, 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)
Feb 07, 2026
through Feb 21, 2026
Itinerary:
Philipsburg, St. Maarten, Charlestown, Roseau, Mayreau, Anse Mitan, Basseterre, Gustavia, Philipsburg, St. Maarten, St. John's, Road Bay...
Skip the usual Caribbean cruise stops and discover the small harbors, overlooked havens and most remote secrets among the Leeward Islands. Whether you’re looking for hidden shops, sampling new cuisine or seeking a local place to sip rum cocktails over the melodic beat of steel drums, this highly personalized adventure is an intimate opportunity to familiarize yourself with the lesser-known charms of Les Saintes, Anse Mitan, Pigeon Island and much more.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$3,975.00
(USD)
Per Person
Dec 12, 2025
through Dec 21, 2025
through Dec 21, 2025
Nights:
9
Ship:
Explora I
Price Per Night:$441.67 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 12, 2025
through Dec 21, 2025
Itinerary:
Miami, Santo Domingo, San Juan, Basseterre, Les Trois-Îlets , Roseau, Kingstown, Bridgetown
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$2,020.00
(USD)
Per Person
+ N/A taxes/fees
Dec 13, 2025
through Dec 20, 2025
through Dec 20, 2025
Nights:
7
Ship:
Royal Clipper
Price Per Night:$288.57 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 13, 2025
through Dec 20, 2025
Itinerary:
Bridgetown, Barbados, Rodney Bay, St. Lucia, Sail with Star Flyer to Cabrits, Cabrits, Dominica, Falmouth Harbour, Antigua, Basseterre, St. Kitts (morning), South Friars Bay - Beach, St. Kitts (afternoon), Terre de Haut, Iles des Saintes, Beach, Martinique, Bridgetown, Barbados
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$731.19
(USD)
Per Person
+ N/A taxes/fees
Feb 01, 2025
through Feb 08, 2025
through Feb 08, 2025
Nights:
7
Ship:
MSC Virtuosa
Price Per Night:$104.46 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 01, 2025
through Feb 08, 2025
Itinerary:
Fort De France Martinique, Pointe-A-Pitre Guadeloupe, Roseau Dominica, Bridgetown Barbados, Kingstown saint Vincent & Th, Saint George Grenada, Fort De France Martinique
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$9,434.00
(USD)
Per Person
+ $155.00 taxes/fees
Nov 18, 2025
through Dec 14, 2025
through Dec 14, 2025
Nights:
26
Ship:
Seabourn Ovation
Price Per Night:$362.85 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 18, 2025
through Dec 14, 2025
Itinerary:
Barcelona, Tangier, Carambola Beach, Tortola, San Juan, Aruba, Curacao, Bonaire, Trois Ilets, Roseau...
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.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$5,199.00
(USD)
Per Person
Jan 22, 2025
through Jan 29, 2025
through Jan 29, 2025
Nights:
7
Ship:
Sirena
Price Per Night:$742.71 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 22, 2025
through Jan 29, 2025
Itinerary:
Bridgetown, Fort-De-France, Gustavia, Roseau, Castries, Kingstown, St. George's, Bridgetown
from
$1,960.00
(USD)
Per Person
+ N/A taxes/fees
Jan 10, 2026
through Jan 17, 2026
through Jan 17, 2026
Nights:
7
Ship:
Star Flyer
Price Per Night:$280.00 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 10, 2026
through Jan 17, 2026
Itinerary:
Philipsburg, St. Maarten, River Bay, Barbuda, Sail with Royal Clipper South of Iles des Saintes, Cabrits, Dominica, Terre-de-Haut, Iles des Saintes, Deshaies, Guadeloupe, Falmouth Harbour, Antigua, Gustavia, St. Barts, Philipsburg, St. Maarten
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$2,020.00
(USD)
Per Person
+ N/A taxes/fees
Jan 24, 2026
through Jan 31, 2026
through Jan 31, 2026
Nights:
7
Ship:
Royal Clipper
Price Per Night:$288.57 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 24, 2026
through Jan 31, 2026
Itinerary:
Bridgetown, Barbados, Rodney Bay, St. Lucia, Sail with Star Flyer to Cabrits, Cabrits, Dominica, Falmouth Harbour, Antigua, Basseterre, St. Kitts (morning), South Friars Bay - Beach, St. Kitts (afternoon), Terre de Haut, Iles des Saintes, Beach, Martinique, Bridgetown, Barbados
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$4,099.00
(USD)
Per Person
+ $34.00 taxes/fees
Mar 07, 2026
through Mar 21, 2026
through Mar 21, 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 07, 2026
through Mar 21, 2026
Itinerary:
Bridgetown, Basseterre, St. John's, Les Saintes, Roseau, Mayreau, Anse Mitan, Bridgetown, Tobago Cays, Pigeon Island...
The Windward Islands will enchant you with their natural beauty – dense rainforests, lush green peaks, cascading waterfalls, stunning black sand beaches. And on this two-week voyage you’ll visit the best of them, from islands so small they have only one village, to villages so small they have only one road. See nature’s artistry in the lush green volcanic pitons of St.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$3,709.00
(USD)
Per Person
+ $250.00 taxes/fees
Mar 22, 2025
through Apr 12, 2025
through Apr 12, 2025
Nights:
21
Ship:
Eurodam
Price Per Night:$176.62 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Mar 22, 2025
through Apr 12, 2025
Itinerary:
Fort Lauderdale, Florida, US, Days At Sea, Philipsburg, Sint Maarten, St. Johns, Antigua and Barbuda, Castries, Saint Lucia, Roseau, Dominica, Basseterre, St Kitts and Nevis, St. Thomas, U.S.V.I., Days At Sea, Half Moon Cay, Bahamas...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$2,759.00
(USD)
Per Person
Dec 06, 2025
through Dec 19, 2025
through Dec 19, 2025
Nights:
13
Ship:
Azamara Quest
Price Per Night:$212.23 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 06, 2025
through Dec 19, 2025
Itinerary:
San Juan, Puerto Rico, Virgin Gorda, St. John's, Antigua, St. Pierre, Port Elizabeth, Bequia, Saint George's, Scarborough, Tobago, Bridgetown, Castries, Roseau...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
Jan 04, 2027
through Jan 15, 2027
through Jan 15, 2027
Nights:
11
Ship:
Celebrity Ascent
Price Per Night:$179.00 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 04, 2027
through Jan 15, 2027
Itinerary:
Fort Lauderdale, Florida, Philipsburg, St. Maarten, St. Johns, Antigua, Castries, St. Lucia, Bridgetown, Barbados, Roseau, Dominica, Basseterre, St Kitts & Nevis, Fort Lauderdale, Florida
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$9,325.00
(USD)
Per Person
Oct 27, 2025
through Nov 20, 2025
through Nov 20, 2025
Nights:
24
Ship:
Explora I
Price Per Night:$388.54 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Oct 27, 2025
through Nov 20, 2025
Itinerary:
Barcelona, Cadiz, Funchal (Madeira), St. John's (Antigua), Tortola/Road Town, San Juan, Miami, Saint John/Cruz Bay, Deshaies, Bridgetown...
From Andalusian allure in Cadiz to Madeira's lush Funchal, set sail through turquoise waters and history-suffused charms. Relish unmatched restorative wellness aboard EXPLORA I, then welcome St. John's vibrant shores and Road Town's tropical warmth before you drift to the cobblestone romance of San Juan. Absorb the buzz of Miami, Cruz Bay's elegance and Deshaies' hush, then savour rum sundowners in Bridgetown. The verdant rainforests of Roseau and the marine beauty of Phillipsburg provide the perfect conclusion to this journey.
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Inside
Outside
Balcony
Suite
from
$6,899.00
(USD)
Per Person
Nov 24, 2026
through Dec 19, 2026
through Dec 19, 2026
Nights:
25
Ship:
Insignia
Price Per Night:$275.96 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 24, 2026
through Dec 19, 2026
Itinerary:
Miami, Tortola, St. John's, Castries, Scarborough, Cruising The Amazon River, Santarem (Amazon River), Boca Da Valeria (Amazon River), Manaus (Amazon River), Parintins (Amazon River)...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$1,194.94
(USD)
Per Person
Nov 01, 2025
through Nov 13, 2025
through Nov 13, 2025
Nights:
12
Ship:
Vision of the Seas
Price Per Night:$99.58 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 01, 2025
through Nov 13, 2025
Itinerary:
Baltimore, Maryland, Cruising, St. Croix, U.S.V.I., Basseterre, St Kitts & Nevis, Castries, St. Lucia, Roseau, Dominica, Philipsburg, St. Maarten, Cruising, Baltimore, Maryland
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$2,639.00
(USD)
Per Person
Dec 13, 2025
through Dec 27, 2025
through Dec 27, 2025
Nights:
14
Ship:
Azamara Quest
Price Per Night:$188.50 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 13, 2025
through Dec 27, 2025
Itinerary:
Bridgetown, Castries, Roseau, Basseterre, Charlestown, Philipsburg, San Juan, Puerto Rico, Charlotte Amalie, St. Thomas, Virgin Gorda, St. John's, Antigua...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$3,399.00
(USD)
Per Person
+ $103.00 taxes/fees
Dec 02, 2025
through Dec 14, 2025
through Dec 14, 2025
Nights:
12
Ship:
Wind Surf
Price Per Night:$283.25 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 02, 2025
through Dec 14, 2025
Itinerary:
Philipsburg, St. Maarten, Jost Van Dyke, Great Harbour, Soper's Hole, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, Gustavia, Philipsburg, St. Maarten, Charlestown, Roseau, Mayreau...
Escape on an extraordinary tropical vacation on this twelve-day cruise to hidden harbors and secluded beaches throughout the Lesser Antilles in the Caribbean. Board a catamaran bound for Norman Island off Tortola and listen to pirate legends and treasure tales prior to your secluded snorkeling excursion among pristine reefs and tropical fish.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$1,870.00
(USD)
Per Person
+ N/A taxes/fees
Jan 11, 2025
through Jan 18, 2025
through Jan 18, 2025
Nights:
7
Ship:
Star Flyer
Price Per Night:$267.14 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 11, 2025
through Jan 18, 2025
Itinerary:
Philipsburg, St. Maarten, River Bay, Barbuda, Sail with Royal Clipper South of Iles des Saintes, Cabrits, Dominica, Terre-de-Haut, Iles des Saintes, Deshaies, Guadeloupe, Falmouth Harbour, Antigua, Gustavia, St. Barts, Philipsburg, St. Maarten
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$940.05
(USD)
Per Person
May 02, 2026
through May 09, 2026
through May 09, 2026
Nights:
7
Ship:
Radiance of the Seas
Price Per Night:$134.29 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
May 02, 2026
through May 09, 2026
Itinerary:
San Juan, Puerto Rico, Charlotte Amalie, St. Thomas, St. Croix, U.S.V.I., St. Johns, Antigua, Philipsburg, St. Maarten, Roseau, Dominica, Cruising, San Juan, Puerto Rico
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$6,100.00
(USD)
Per Person
Feb 26, 2026
through Mar 05, 2026
through Mar 05, 2026
Nights:
7
Ship:
Silver Shadow
Price Per Night:$871.43 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 26, 2026
through Mar 05, 2026
Itinerary:
Philipsburg, St. Maarten, St John, Gustavia, St Barthelemy, Roseau, St George's, Trois Ilets, Kingstown, St. Vincent, Bridgetown
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$1,133.10
(USD)
Per Person
Dec 19, 2026
through Dec 26, 2026
through Dec 26, 2026
Nights:
7
Ship:
Radiance of the Seas
Price Per Night:$161.87 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 19, 2026
through Dec 26, 2026
Itinerary:
San Juan, Puerto Rico, Charlotte Amalie, St. Thomas, St. Croix, U.S.V.I., Philipsburg, St. Maarten, St. Johns, Antigua, Roseau, Dominica, Cruising, San Juan, Puerto Rico
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$3,799.00
(USD)
Per Person
+ $34.00 taxes/fees
Jan 14, 2026
through Jan 24, 2026
through Jan 24, 2026
Nights:
10
Ship:
Wind Spirit
Price Per Night:$379.90 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 14, 2026
through Jan 24, 2026
Itinerary:
Philipsburg, St. Maarten, Basseterre, Roseau, Castries, Anse Mitan, Les Saintes, Charlestown, Virgin Gorda / Prickly Pear, British Virgin Islands, Jost Van Dyke, Great Harbour, Gustavia...
Explore the Leeward Islands of the Caribbean from panoramic summit views to sunny seashores and beneath azure waves during this 10-day cruise. Swim with gentle Antiqua stingrays near Falmouth Harbour. Take in expansive views of Martinique from the summit of Fort de France and admire colorful flowers in the quiet shade of small port Anse Mitan’s botanical garden. Learn how to crush local cocoa nibs into liquefied chocolate during a delicious chocolatier class in Castries on St. Lucia.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
14-Day Eastern Caribbean: Antilles & Private Island Holiday
Roundtrip from Fort Lauderdale, Florida, US
Roundtrip from Fort Lauderdale, Florida, US
from
$2,999.00
(USD)
Per Person
+ $180.00 taxes/fees
Dec 21, 2025
through Jan 04, 2026
through Jan 04, 2026
Nights:
14
Ship:
Volendam
Price Per Night:$214.21 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 21, 2025
through Jan 04, 2026
Itinerary:
Fort Lauderdale, Florida, US, Days At Sea, Cruz Bay, St. John, U.S. Virgin Islands, Days At Sea, Port-of-Spain, Trinidad and Tobago, Saint Georges, Grenada, Roseau, Dominica, Castries, Saint Lucia, Philipsburg, Sint Maarten, St. Johns, Antigua and Barbuda...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$3,899.00
(USD)
Per Person
Apr 04, 2026
through Apr 14, 2026
through Apr 14, 2026
Nights:
10
Ship:
Allura
Price Per Night:$389.90 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Apr 04, 2026
through Apr 14, 2026
Itinerary:
Miami, San Juan, Basseterre, Castries, Roseau, Charlotte Amalie, Miami
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$2,769.00
(USD)
Per Person
+ $7,229.00 taxes/fees
Nov 26, 2025
through Dec 15, 2025
through Dec 15, 2025
Nights:
19
Ship:
Queen Mary 2
Price Per Night:$145.74 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 26, 2025
through Dec 15, 2025
Itinerary:
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
Enjoy days waking up to blue skies and sparkling seas on this 19-night voyage. On shore, explore historic Garrisons in Bridgetown and indulge in some retail therapy at Old Roseau market.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
