from
$1,085.00
(USD)
Per Person
Nov 20, 2025
through Dec 07, 2025
through Dec 07, 2025
Nights:
17
Ship:
MSC Virtuosa
Price Per Night:$63.82 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 20, 2025
through Dec 07, 2025
Itinerary:
Southampton (London) United Kingdom, Le Havre (Paris) France, Ponta Delgada (Azores) Portugal, Bridgetown Barbados, Basseterre St Kitts & Nevis, St. John's Antigua And Barbuda, Roseau dominica, Fort De France Martinique, Pointe-A-Pitre Guadeloupe
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$4,809.00
(USD)
Per Person
Dec 22, 2026
through Jan 12, 2027
through Jan 12, 2027
Nights:
21
Ship:
Rotterdam
Price Per Night:$229.00 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 22, 2026
through Jan 12, 2027
Itinerary:
Fort Lauderdale, St Maarten, St Kitts, Roseau, St Lucia, Antigua, St Thomas, Relaxaway Half Moon Cay, Fort Lauderdale, Relaxaway Half Moon Cay...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$1,184.33
(USD)
Per Person
Dec 27, 2026
through Jan 03, 2027
through Jan 03, 2027
Nights:
7
Ship:
Brilliance of the Seas
Price Per Night:$169.19 (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
$5,300.00
(USD)
Per Person
Feb 06, 2027
through Feb 16, 2027
through Feb 16, 2027
Nights:
10
Ship:
Silver Shadow
Price Per Night:$530.00 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 06, 2027
through Feb 16, 2027
Itinerary:
San Juan, Jost Van Dyke (British Virgin Islands), Gustavia, St Barthelemy, Basseterre, St. Kitts, Little Bay, Montserrat, Les Saintes, Roseau, Trois Ilets, Castries, St George's...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$5,299.00
(USD)
Per Person
Nov 11, 2026
through Nov 25, 2026
through Nov 25, 2026
Nights:
14
Ship:
Vista
Price Per Night:$378.50 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 11, 2026
through Nov 25, 2026
Itinerary:
Miami, George Town, Falmouth, Oranjestad, Willemstad, Kralendijk, St. George's, Roseau, Basseterre, Miami
Other Categories Starting At:
Inside
Outside
Balcony
Suite
Oct 18, 2025
through Oct 29, 2025
through Oct 29, 2025
Nights:
11
Ship:
Celebrity Reflection
Price Per Night:$121.90 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Oct 18, 2025
through 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
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$8,000.00
(USD)
Per Person
Feb 19, 2026
through Mar 05, 2026
through Mar 05, 2026
Nights:
14
Ship:
Silver Shadow
Price Per Night:$571.43 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 19, 2026
through Mar 05, 2026
Itinerary:
Philipsburg, St. Maarten, St. John's, St. Thomas, Little Bay, Montserrat, Castries, Mayreau, Les Saintes, Philipsburg, St. Maarten, St John, Gustavia, St Barthelemy...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$2,199.00
(USD)
Per Person
Dec 01, 2026
through Dec 12, 2026
through Dec 12, 2026
Nights:
11
Ship:
Rotterdam
Price Per Night:$199.91 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 01, 2026
through Dec 12, 2026
Itinerary:
Fort Lauderdale, St Maarten, Antigua, Roseau, St Lucia, St Kitts, St Thomas, Relaxaway Half Moon Cay, Fort Lauderdale
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$4,999.00
(USD)
Per Person
Feb 06, 2027
through Feb 13, 2027
through Feb 13, 2027
Nights:
7
Ship:
Seabourn Ovation
Price Per Night:$714.14 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 06, 2027
through Feb 13, 2027
Itinerary:
Barbados, Carambola Beach, Saint Pierre, Roseau, Terre-De-Haut, 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
$11,600.00
(USD)
Per Person
Feb 02, 2026
through Feb 23, 2026
through Feb 23, 2026
Nights:
21
Ship:
Silver Spirit
Price Per Night:$552.38 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 02, 2026
through Feb 23, 2026
Itinerary:
Bridgetown, Bequia, Castries, Roseau, Deshaies, Basseterre, St. Kitts, Spanish Town, St John, Day at sea, Fort Lauderdale, Florida...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$790.03
(USD)
Per Person
Nov 21, 2025
through Dec 07, 2025
through Dec 07, 2025
Nights:
16
Ship:
MSC Virtuosa
Price Per Night:$49.38 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 21, 2025
through Dec 07, 2025
Itinerary:
Le Havre (Paris) France, Ponta Delgada (Azores) Portugal, Bridgetown Barbados, Basseterre St Kitts & Nevis, St. John's Antigua And Barbuda, Roseau Dominica, Fort De France Martinique, Pointe-A-Pitre Guadeloupe
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$8,244.00
(USD)
Per Person
Nov 18, 2025
through Dec 14, 2025
through Dec 14, 2025
Nights:
26
Ship:
Seabourn Ovation
Price Per Night:$317.08 (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
Jan 02, 2027
through Jan 09, 2027
through Jan 09, 2027
Nights:
7
Ship:
Celebrity Constellation
Price Per Night:$133.40 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 02, 2027
through Jan 09, 2027
Itinerary:
San Juan, Puerto Rico, Charlotte Amalie, St. Thomas, Basseterre, St Kitts & Nevis, Roseau, Dominica, Castries, St. Lucia, Bridgetown, Barbados, San Juan, Puerto Rico
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$3,429.00
(USD)
Per Person
+ $7,329.00 taxes/fees
Nov 19, 2025
through Dec 15, 2025
through Dec 15, 2025
Nights:
26
Ship:
Queen Mary 2
Price Per Night:$131.88 (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 Bridgetown’s historic Garrison or the Cathedral Basilica in Castries.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$7,400.00
(USD)
Per Person
Nov 25, 2025
through Dec 15, 2025
through Dec 15, 2025
Nights:
20
Ship:
Silver Spirit
Price Per Night:$370.00 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 25, 2025
through Dec 15, 2025
Itinerary:
Lisbon, Day at sea, Funchal, Madeira, Santa Cruz De La Palma (Canary Islands), Day at sea, Mindelo, Day at sea, Bridgetown, Castries, Fort-De-France...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$2,080.00
(USD)
Per Person
Jan 02, 2027
through Jan 09, 2027
through Jan 09, 2027
Nights:
7
Ship:
Royal Clipper
Price Per Night:$297.14 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 02, 2027
through Jan 09, 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
Outside
Balcony
Suite
from
$2,030.00
(USD)
Per Person
Jan 10, 2026
through Jan 17, 2026
through Jan 17, 2026
Nights:
7
Ship:
Royal Clipper
Price Per Night:$290.00 (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
$2,299.00
(USD)
Per Person
Jan 10, 2026
through Jan 17, 2026
through Jan 17, 2026
Nights:
7
Ship:
Viking Vela
Price Per Night:$328.43 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 10, 2026
through Jan 17, 2026
Itinerary:
Barcelona, Murcia (Cartagena), Granada (Málaga), Sail the Strait of Gibraltar, Vigo, Sail the Atlantic Ocean, Portsmouth, London (Tilbury)
Circumnavigate the Iberian Peninsula and uncover the historic treasures of Spain. Explore the Roman past and tranquil beauty of Cartagena and its Murcia province. Visit Málaga, the city of Picasso’s birth, and Granada’s Alhambra palace. Cruise through the Strait of Gibraltar and into the scenic bay of Vigo, gateway to Santiago de Compostela. This enlightening itinerary is complemented by a call on England’s maritime city of Portsmouth.
from
$3,099.00
(USD)
Per Person
Oct 02, 2025
through Oct 09, 2025
through Oct 09, 2025
Nights:
7
Ship:
Viking Saturn
Price Per Night:$442.71 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Oct 02, 2025
through Oct 09, 2025
Itinerary:
London (Tilbury), Portsmouth, Sail the Atlantic Ocean, Vigo, Sail the Strait of Gibraltar, Granada (Málaga), Murcia (Cartagena), Barcelona
Circumnavigate the Iberian Peninsula and uncover the historic treasures of Spain. Explore the Roman past and tranquil beauty of Cartagena and its Murcia province. Visit Málaga, the city of Picasso’s birth, and Granada’s Alhambra palace. Cruise through the Strait of Gibraltar and into the scenic bay of Vigo, gateway to Santiago de Compostela. This enlightening itinerary is complemented by a call on England’s maritime city of Portsmouth.
from
$2,010.00
(USD)
Per Person
Mar 20, 2027
through Mar 27, 2027
through Mar 27, 2027
Nights:
7
Ship:
Star Clipper
Price Per Night:$287.14 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Mar 20, 2027
through Mar 27, 2027
Itinerary:
St. John's, Antigua, Gustavia, St. Barts, Basseterre, St. Kitts (morning), South Friars Bay - Beach, St. Kitts (afternoon), Terre de Haut, Iles des Saintes, Beach, Martinique, Cabrits, Dominica, Deshaies, Guadeloupe, St. John's, Antigua
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$2,010.00
(USD)
Per Person
Dec 19, 2026
through Dec 26, 2026
through Dec 26, 2026
Nights:
7
Ship:
Star Flyer
Price Per Night:$287.14 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 19, 2026
through Dec 26, 2026
Itinerary:
Philipsburg, St. Maarten, Charlestown, Nevis, Sail with Royal Clipper South of Iles des Saintes, Cabrits, Dominica, Terre-de-Haut, Iles des Saintes, Deshaies, Guadeloupe, Falmouth Harbour, Antigua, Basseterre, St. Kitts (morning), South Friars Bay - Beach, St. Kitts (afternoon), Philipsburg, St. Maarten
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$1,409.00
(USD)
Per Person
Nov 14, 2026
through Dec 05, 2026
through Dec 05, 2026
Nights:
21
Ship:
MSC Seaview
Price Per Night:$67.10 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 14, 2026
through Dec 05, 2026
Itinerary:
Genoa (Portofino) Italy, Civitavecchia (Rome) Italy, Ajaccio (Corsica) France, Marseille (Provence) France, Barcelona, Spain, Las Palmas De G.Canaria (Canary Is.) Spain, Philipsburg St. Maarten, Basseterre St Kitts & Nevis, Roseau Dominica, Roseau Dominique...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$2,010.00
(USD)
Per Person
Dec 05, 2026
through Dec 12, 2026
through Dec 12, 2026
Nights:
7
Ship:
Star Flyer
Price Per Night:$287.14 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 05, 2026
through Dec 12, 2026
Itinerary:
Philipsburg, St. Maarten, Charlestown, Nevis, Sail with Royal Clipper South of Iles des Saintes, Cabrits, Dominica, Terre-de-Haut, Iles des Saintes, Deshaies, Guadeloupe, Falmouth Harbour, Antigua, Basseterre, St. Kitts (morning), South Friars Bay - Beach, St. Kitts (afternoon), Philipsburg, St. Maarten
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$2,869.00
(USD)
Per Person
Nov 15, 2025
through Nov 29, 2025
through Nov 29, 2025
Nights:
14
Ship:
Azamara Quest
Price Per Night:$204.93 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 15, 2025
through Nov 29, 2025
Itinerary:
Bridgetown, Castries, Roseau, Basseterre, St.Kitts, Charlestown, Nevis, Philipsburg, Road Town, Tortola, San Juan, Charlotte Amalie, St. Thomas, St. John's, Antigua...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$4,199.00
(USD)
Per Person
+ $38.00 taxes/fees
Feb 28, 2026
through Mar 15, 2026
through Mar 15, 2026
Nights:
15
Ship:
Wind Spirit
Price Per Night:$279.93 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 28, 2026
through Mar 15, 2026
Itinerary:
Philipsburg, St. Maarten, Basseterre, Gustavia, St. John's, Les Saintes, Roseau, Mayreau, Bridgetown, Basseterre, St. John's...
Discover less-traveled roads and concealed refuges throughout the Caribbean on this 14-day cruise that blends iconic destinations and little-known shorelines like a favorite beachside cocktail. Search for green sea turtles and watch iridescent fish flit among sunken freighter wreckage from the dry side of a porthole in a Gustavia-based, semi-submersible. Sail past St. Kitts uncrowded southeast shores before slipping silently beneath the surface to snorkel among exotic fish and colorful coral.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$4,799.00
(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:$342.79 (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
$811.00
(USD)
Per Person
Apr 18, 2027
through Apr 25, 2027
through Apr 25, 2027
Nights:
7
Ship:
Brilliance of the Seas
Price Per Night:$115.86 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Apr 18, 2027
through Apr 25, 2027
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
$2,164.00
(USD)
Per Person
Mar 14, 2026
through Mar 25, 2026
through Mar 25, 2026
Nights:
11
Ship:
Zuiderdam
Price Per Night:$196.73 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Mar 14, 2026
through Mar 25, 2026
Itinerary:
Miami, Florida, US, Days At Sea, Philipsburg, Sint Maarten, St. Johns, Antigua and Barbuda, Fort-De-France, Martinique, 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
$2,079.00
(USD)
Per Person
Dec 27, 2025
through Jan 06, 2026
through Jan 06, 2026
Nights:
10
Ship:
Azamara Quest
Price Per Night:$207.90 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 27, 2025
through Jan 06, 2026
Itinerary:
Bridgetown, Mayreau, Grenadines, Castries, Roseau, Basseterre, Philipsburg, Road Town, Tortola, Miami, Florida
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$3,734.00
(USD)
Per Person
Dec 13, 2025
through Jan 03, 2026
through Jan 03, 2026
Nights:
21
Ship:
Zuiderdam
Price Per Night:$177.81 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 13, 2025
through Jan 03, 2026
Itinerary:
Miami, Half Moon Cay, Cabo Rojo, Curacao, Bonaire, Aruba, Miami, St Maarten, Antigua, St Lucia...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$1,240.00
(USD)
Per Person
Dec 05, 2025
through Dec 13, 2025
through Dec 13, 2025
Nights:
8
Ship:
Valiant Lady
Price Per Night:$155.00 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 05, 2025
through Dec 13, 2025
Itinerary:
San Juan, Curacao, Aruba, Roseau, Antigua, Philipsburg, San Juan
This 8-night getaway provides a day of on-board relaxation while sailing to the sprawling coral reefs and ocean blues as bright as the drink it's famous for, Curaçao. Dock the next day on the white sand beaches of Aruba, followed by a self-care day at sea before arriving in Dominica. Next, wake up in St. John's, Antigua then at the lush landscapes of St. Maarten before returning to San Juan.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$938.05
(USD)
Per Person
May 02, 2026
through May 09, 2026
through May 09, 2026
Nights:
7
Ship:
Radiance of the Seas
Price Per Night:$134.01 (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
$4,979.00
(USD)
Per Person
+ $214.00 taxes/fees
Jan 04, 2026
through Feb 08, 2026
through Feb 08, 2026
Nights:
35
Ship:
Queen Victoria
Price Per Night:$142.26 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 04, 2026
through Feb 08, 2026
Itinerary:
London (Southampton), England, Madeira, Portugal, Barbados, Barbados, St Lucia, Saint Lucia, Grenada, Grenada, St. Vincent, St. Vincent/Grenadines, Curacao, Antilles, Aruba, Aruba, Dominica, Dominica, Antigua...
This roundtrip Caribbean voyage from Southampton is the perfect way to escape the January blues. Enjoy an enviable start to 2026, soaking up the sun on some of the world’s best white-sand beaches.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$3,799.00
(USD)
Per Person
Jan 05, 2027
through Jan 15, 2027
through Jan 15, 2027
Nights:
10
Ship:
Viking Sea
Price Per Night:$379.90 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 05, 2027
through Jan 15, 2027
Itinerary:
San Juan, Tortola (Road Town), St. Kitts (Basseterre), Castries, Bridgetown, Roseau, Antigua (St. John’s), 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
Feb 08, 2027
through Feb 19, 2027
through Feb 19, 2027
Nights:
11
Ship:
Celebrity Eclipse
Price Per Night:$151.78 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 08, 2027
through Feb 19, 2027
Itinerary:
Fort Lauderdale, Florida, Basseterre, St Kitts & Nevis, Castries, St. Lucia, Bridgetown, Barbados, St. George's, Grenada, Roseau, Dominica, Philipsburg, St. Maarten, Fort Lauderdale, Florida
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$3,814.00
(USD)
Per Person
Jan 14, 2026
through Feb 04, 2026
through Feb 04, 2026
Nights:
21
Ship:
Koningsdam
Price Per Night:$181.62 (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, Half Moon Cay, Falmouth, Grand Cayman, Belize City, Mahogany Bay, Cozumel, Fort Lauderdale, St Maarten, Antigua...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$947.82
(USD)
Per Person
Jan 03, 2027
through Jan 10, 2027
through Jan 10, 2027
Nights:
7
Ship:
Brilliance of the Seas
Price Per Night:$135.40 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 03, 2027
through Jan 10, 2027
Itinerary:
San Juan, Puerto Rico, Charlotte Amalie, St. Thomas, St. Johns, Antigua, Roseau, Dominica, St. Croix, U.S.V.I., Basseterre, St Kitts & Nevis, Cruising, San Juan, Puerto Rico
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$3,559.00
(USD)
Per Person
Nov 08, 2025
through Nov 22, 2025
through Nov 22, 2025
Nights:
14
Ship:
Azamara Quest
Price Per Night:$254.21 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 08, 2025
through 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...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$6,000.00
(USD)
Per Person
Feb 12, 2026
through Feb 19, 2026
through Feb 19, 2026
Nights:
7
Ship:
Silver Shadow
Price Per Night:$857.14 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 12, 2026
through Feb 19, 2026
Itinerary:
Bridgetown, Trois Ilets, Kingstown, St. Vincent, Roseau, Gustavia, St Barthelemy, St John, St. John's, Philipsburg, St. Maarten
Other Categories Starting At:
Inside
Outside
Balcony
Suite
Feb 06, 2027
through Feb 13, 2027
through Feb 13, 2027
Nights:
7
Ship:
Celebrity Constellation
Price Per Night:$136.44 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 06, 2027
through Feb 13, 2027
Itinerary:
San Juan, Puerto Rico, Charlotte Amalie, St. Thomas, St. Johns, Antigua, Roseau, Dominica, Castries, St. Lucia, St. George's, Grenada, San Juan, Puerto Rico
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$3,984.00
(USD)
Per Person
Jan 24, 2026
through Feb 14, 2026
through Feb 14, 2026
Nights:
21
Ship:
Koningsdam
Price Per Night:$189.71 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 24, 2026
through Feb 14, 2026
Itinerary:
Fort Lauderdale, St Maarten, Antigua, Martinique, Roseau, St Kitts, St Thomas, Half Moon Cay, Fort Lauderdale, Half Moon Cay...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$2,030.00
(USD)
Per Person
Mar 21, 2026
through Mar 28, 2026
through Mar 28, 2026
Nights:
7
Ship:
Royal Clipper
Price Per Night:$290.00 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Mar 21, 2026
through Mar 28, 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
$2,899.00
(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:$414.14 (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
$3,489.00
(USD)
Per Person
Dec 19, 2025
through Jan 06, 2026
through Jan 06, 2026
Nights:
18
Ship:
Azamara Quest
Price Per Night:$193.83 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 19, 2025
through Jan 06, 2026
Itinerary:
San Juan, Charlotte Amalie, St. Thomas, Virgin Gorda, St. John's, Antigua, Saint- Pierre, Port Elizabeth, Bequia, Scarborough, Tobago, Bridgetown, Mayreau, Grenadines, Castries...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$4,649.00
(USD)
Per Person
Dec 29, 2025
through Jan 08, 2026
through Jan 08, 2026
Nights:
10
Ship:
Viking Sea
Price Per Night:$464.90 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 29, 2025
through Jan 08, 2026
Itinerary:
San Juan, Tortola (Road Town), St. Kitts (Basseterre), Castries, Bridgetown, Roseau, Antigua (St. John’s), 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.
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