from
$3,761.00
(USD)
Per Person
+ $300.00 taxes/fees
Jan 03, 2026
through Jan 24, 2026
through Jan 24, 2026
Nights:
21
Ship:
Koningsdam
Price Per Night:$179.10 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 03, 2026
through Jan 24, 2026
Itinerary:
Fort Lauderdale, Half Moon Cay, St Thomas, Antigua, Martinique, Roseau, St Kitts, St Maarten, Fort Lauderdale, Half Moon Cay...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$2,999.00
(USD)
Per Person
Oct 01, 2025
through Oct 08, 2025
through Oct 08, 2025
Nights:
7
Ship:
Viking Vela
Price Per Night:$428.43 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Oct 01, 2025
through Oct 08, 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.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$6,699.00
(USD)
Per Person
+ $120.00 taxes/fees
Mar 08, 2025
through Mar 22, 2025
through Mar 22, 2025
Nights:
14
Ship:
Wind Surf
Price Per Night:$478.50 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Mar 08, 2025
through Mar 22, 2025
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, Charlestown...
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
$32,649.00
(USD)
Per Person
Dec 20, 2025
through Mar 07, 2026
through Mar 07, 2026
Nights:
77
Ship:
Vista
Price Per Night:$424.01 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 20, 2025
through Mar 07, 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
$2,939.00
(USD)
Per Person
+ $20,768.00 taxes/fees
Feb 25, 2027
through Mar 18, 2027
through Mar 18, 2027
Nights:
21
Ship:
Queen Elizabeth
Price Per Night:$139.95 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 25, 2027
through Mar 18, 2027
Itinerary:
Miami, FL, USA, San Juan, Puerto Rico, Antigua, Dominica, Dominica, Barbados, Barbados, St. Maarten, Netherlands Antilles, Tortola, B.V.I., Miami, FL, USA, Grand Cayman, Cayman Islands, Montego Bay, Jamaica...
Soak up the atmosphere in bustling harbors in Antigua and Barbados, before exploring Miami’s fusion food scene and Maya ruins in Cozumel, on this 21-night Caribbean adventure on Queen Elizabeth.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
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
$2,499.00
(USD)
Per Person
+ $21.00 taxes/fees
Feb 28, 2026
through Mar 07, 2026
through Mar 07, 2026
Nights:
7
Ship:
Wind Spirit
Price Per Night:$357.00 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 28, 2026
through Mar 07, 2026
Itinerary:
Philipsburg, St. Maarten, Basseterre, Gustavia, St. John's, Les Saintes, Roseau, Mayreau, Bridgetown
Enjoy the perfect mix of must-see Caribbean towns and harbors off the beaten path as you cruise and sail the royal beauties of the Lesser Antilles islands. Explore colonial history in pastel waterfronts, weathered forts and former sugar plantations. See the Caribbean at its most wild and beautiful on Dominica, St. Lucia and St. Kitts. Join the jetsetters on St. Barts, and everywhere you go, find delicious white beaches that turn rose and orange under Caribbean sunsets.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$8,500.00
(USD)
Per Person
+ $390.00 taxes/fees
Mar 28, 2026
through Apr 04, 2026
through Apr 04, 2026
Nights:
7
Ship:
Le Ponant
Price Per Night:$1,214.29 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Mar 28, 2026
through Apr 04, 2026
Itinerary:
Pointe-À-Pitre, Portsmouth, Port Elizabeth, Bequia Island, Tobago Cays, Sandy Island, Carriacou, Sailing By Les Pitons, Soufrière, At Sea Aboard Le Ponant, Anses-D'arlet, Marie-Galante, Pointe-À-Pitre
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$6,800.00
(USD)
Per Person
Feb 02, 2026
through Feb 12, 2026
through Feb 12, 2026
Nights:
10
Ship:
Silver Spirit
Price Per Night:$680.00 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 02, 2026
through Feb 12, 2026
Itinerary:
Bridgetown, Bequia, Soufrière, St. Lucia, Roseau, Deshaies, Basseterre, St. Kitts, Gustavia, St Barthelemy, St John, Day at sea, Fort Lauderdale, Florida
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$797.82
(USD)
Per Person
Jan 31, 2027
through Feb 07, 2027
through Feb 07, 2027
Nights:
7
Ship:
Brilliance of the Seas
Price Per Night:$113.97 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 31, 2027
through Feb 07, 2027
Itinerary:
San Juan, Puerto Rico, Tortola, B.V.I., 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
$5,048.00
(USD)
Per Person
Jan 13, 2026
through Jan 27, 2026
through Jan 27, 2026
Nights:
14
Ship:
Viking Neptune
Price Per Night:$360.57 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 13, 2026
through Jan 27, 2026
Itinerary:
Rome (Civitavecchia), Florence/Pisa (Livorno), Monte Carlo, Marseille, Sète, Barcelona, Murcia (Cartagena), Granada (Málaga), Sail the Atlantic Ocean, Vigo...
Delve into Roman history, delight in the Tuscan countryside and stroll the upscale coast of Monte Carlo. Sail to Spain and call at iconic cities and charismatic towns. Visit the ancient city of Cartagena, discover southern Spain’s Andalusian gems and journey through the storied Strait of Gibraltar to Vigo, gateway to the UNESCO city of Santiago de Compostela, famed for its stunning cathedral-the final stop on the epic Camino de Santiago pilgrim route.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$3,699.00
(USD)
Per Person
+ $120.00 taxes/fees
Dec 07, 2025
through Dec 21, 2025
through Dec 21, 2025
Nights:
14
Ship:
Wind Surf
Price Per Night:$264.21 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 07, 2025
through Dec 21, 2025
Itinerary:
Philipsburg, St. Maarten, Charlestown, Roseau, Mayreau, 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
$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
$3,787.00
(USD)
Per Person
+ $280.00 taxes/fees
Dec 13, 2025
through Jan 03, 2026
through Jan 03, 2026
Nights:
21
Ship:
Zuiderdam
Price Per Night:$180.33 (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
$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
Dec 24, 2026
through Jan 04, 2027
through Jan 04, 2027
Nights:
11
Ship:
Celebrity Ascent
Price Per Night:$242.52 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 24, 2026
through Jan 04, 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
$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.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$6,000.00
(USD)
Per Person
Feb 28, 2027
through Mar 07, 2027
through Mar 07, 2027
Nights:
7
Ship:
Silver Spirit
Price Per Night:$857.14 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 28, 2027
through Mar 07, 2027
Itinerary:
Bridgetown, Castries, Gustavia, St Barthelemy, Basseterre, St. Kitts, Deshaies, Roseau, Bequia, 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
$3,806.00
(USD)
Per Person
+ $300.00 taxes/fees
Jan 14, 2026
through Feb 04, 2026
through Feb 04, 2026
Nights:
21
Ship:
Koningsdam
Price Per Night:$181.24 (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
$2,020.00
(USD)
Per Person
+ N/A taxes/fees
Feb 21, 2026
through Feb 28, 2026
through Feb 28, 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)
Feb 21, 2026
through Feb 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
$8,074.00
(USD)
Per Person
+ $100.00 taxes/fees
Feb 07, 2026
through Feb 21, 2026
through Feb 21, 2026
Nights:
14
Ship:
Seabourn Ovation
Price Per Night:$576.71 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 07, 2026
through Feb 21, 2026
Itinerary:
Barbados, Carambola Beach, Trois Ilets, Point-A-Pitre, Roseau, Rodney Bay, Barbados, St Lucia, Montserrat, Antigua...
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
Apr 13, 2025
through Apr 21, 2025
through Apr 21, 2025
Nights:
8
Ship:
Rhapsody of The Seas
Price Per Night:$163.20 (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
from
$5,400.00
(USD)
Per Person
Jan 20, 2027
through Jan 30, 2027
through Jan 30, 2027
Nights:
10
Ship:
Silver Shadow
Price Per Night:$540.00 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 20, 2027
through Jan 30, 2027
Itinerary:
Bridgetown, Bequia, Castries, Trois Ilets, Roseau, Les Saintes, Little Bay, Montserrat, Basseterre, St. Kitts, Gustavia, St Barthelemy, Jost Van Dyke (British Virgin Islands)...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$1,143.78
(USD)
Per Person
Mar 21, 2026
through Apr 02, 2026
through Apr 02, 2026
Nights:
12
Ship:
Vision of the Seas
Price Per Night:$95.32 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Mar 21, 2026
through Apr 02, 2026
Itinerary:
Baltimore, Maryland, Cruising, St. Croix, U.S.V.I., Basseterre, St Kitts & Nevis, Fort- De- France, Martinique, Roseau, Dominica, Philipsburg, St. Maarten, Cruising, Baltimore, Maryland
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
from
$1,979.00
(USD)
Per Person
+ $11,868.00 taxes/fees
Mar 15, 2025
through Mar 29, 2025
through Mar 29, 2025
Nights:
14
Ship:
Queen Mary 2
Price Per Night:$141.36 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Mar 15, 2025
through Mar 29, 2025
Itinerary:
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
Sail round trip from New York to the palm-fringed beaches of the Caribbean on this 14-night voyage on Queen Mary 2. On board, fill your days with various activities, or perhaps do nothing at all.
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
$2,149.00
(USD)
Per Person
+ $150.00 taxes/fees
Jan 24, 2026
through Feb 04, 2026
through Feb 04, 2026
Nights:
11
Ship:
Koningsdam
Price Per Night:$195.36 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 24, 2026
through Feb 04, 2026
Itinerary:
Fort Lauderdale, 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
$1,930.00
(USD)
Per Person
+ N/A taxes/fees
Feb 22, 2025
through Mar 01, 2025
through Mar 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)
Feb 22, 2025
through Mar 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
$973.00
(USD)
Per Person
+ N/A taxes/fees
Dec 13, 2025
through Dec 20, 2025
through Dec 20, 2025
Nights:
7
Ship:
Valiant Lady
Price Per Night:$139.00 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 13, 2025
through Dec 20, 2025
Itinerary:
San Juan, Basseterre, Castries, Roseau, Bridgetown, Sailing, Philipsburg, San Juan
This 7-night San Juan voyage sails the Caribbean Sea to the best islands of the Lesser Antilles including St. Kitts followed by St. Lucia's tropical city of Castries - home to splendid beaches, lush rainforests, and cascading waterfalls. Next up is Dominica (known for its natural springs), Barbados, and the tiny island of St. Maarten before returning to San Juan.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$1,139.00
(USD)
Per Person
Dec 12, 2026
through Dec 18, 2026
through Dec 18, 2026
Nights:
6
Ship:
Azamara Journey
Price Per Night:$189.83 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 12, 2026
through Dec 18, 2026
Itinerary:
Bridgetown, Castries, Roseau, Basseterre, Charlestown, Philipsburg, San Juan, Puerto Rico
Other Categories Starting At:
Inside
Outside
Balcony
Suite
Dec 19, 2026
through Dec 26, 2026
through Dec 26, 2026
Nights:
7
Ship:
Celebrity Constellation
Price Per Night:$159.42 (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, 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
$3,867.00
(USD)
Per Person
+ $260.00 taxes/fees
Jan 24, 2026
through Feb 14, 2026
through Feb 14, 2026
Nights:
21
Ship:
Koningsdam
Price Per Night:$184.14 (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, 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
$3,079.00
(USD)
Per Person
Dec 13, 2025
through Dec 27, 2025
through Dec 27, 2025
Nights:
14
Ship:
Azamara Quest
Price Per Night:$219.93 (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
$4,104.00
(USD)
Per Person
+ $265.00 taxes/fees
Mar 01, 2025
through Mar 22, 2025
through Mar 22, 2025
Nights:
21
Ship:
Eurodam
Price Per Night:$195.43 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Mar 01, 2025
through Mar 22, 2025
Itinerary:
Fort Lauderdale, Half Moon Cay, St Thomas, Antigua, Point-A-Pitre, Roseau, St Kitts, St Maarten, Fort Lauderdale, Half Moon Cay...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$2,961.00
(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:$155.84 (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
from
$3,059.00
(USD)
Per Person
+ $450.00 taxes/fees
Feb 22, 2026
through Mar 22, 2026
through Mar 22, 2026
Nights:
28
Ship:
Queen Victoria
Price Per Night:$109.25 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 22, 2026
through Mar 22, 2026
Itinerary:
London (Southampton), England, Madeira, Portugal, Tortola, B.V.I., St. Maarten, Netherlands Antilles, St. Kitts, ST Kitts/Nevis, Dominica, Dominica, St Lucia, Saint Lucia, Barbados, Barbados, Tenerife, Canary Islands, London (Southampton), England
Fulfill the ultimate holiday fantasy, sinking your toes into the white sands of Caribbean beaches on this 28-night voyage. On board, make use of Queen Victoria’s sun decks, as you sail between islands.
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
from
$1,399.00
(USD)
Per Person
Nov 14, 2026
through Nov 21, 2026
through Nov 21, 2026
Nights:
7
Ship:
Azamara Journey
Price Per Night:$199.86 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 14, 2026
through Nov 21, 2026
Itinerary:
Bridgetown, Castries, Roseau, Basseterre, Charlestown, Philipsburg, Road Town, Tortola, San Juan, Puerto Rico
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
$3,999.00
(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:$190.43 (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
$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
$1,870.00
(USD)
Per Person
+ N/A taxes/fees
Mar 22, 2025
through Mar 29, 2025
through Mar 29, 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)
Mar 22, 2025
through Mar 29, 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
$14,399.00
(USD)
Per Person
Feb 17, 2026
through Mar 13, 2026
through Mar 13, 2026
Nights:
24
Ship:
Seven Seas Splendor
Price Per Night:$599.96 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 17, 2026
through Mar 13, 2026
Itinerary:
Buenos Aires, Punta Del Este, Rio Grande, Cruising The Coast Of Brazil, Porto Belo, Santos, Buzios, Rio De Janeiro, Cabo Frio, Cruising The Coast Of Brazil...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
