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
$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
$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
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
$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
$2,899.00
(USD)
Per Person
Jan 22, 2025
through Jan 29, 2025
through Jan 29, 2025
Nights:
7
Ship:
Sirena
Price Per Night:$414.14 (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
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$2,789.00
(USD)
Per Person
+ $20,768.00 taxes/fees
Feb 16, 2027
through Mar 09, 2027
through Mar 09, 2027
Nights:
21
Ship:
Queen Elizabeth
Price Per Night:$132.81 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 16, 2027
through Mar 09, 2027
Itinerary:
Miami, FL, USA, Grand Cayman, Cayman Islands, Montego Bay, Jamaica, Roatan, Honduras, Costa Maya, Mexico, Cozumel, Mexico, Miami, FL, USA, San Juan, Puerto Rico, Antigua, Dominica, Dominica...
Take each day as slowly as you like on this 21-night sailing in the Caribbean that includes captivating ports like Montego Bay in Jamaica, San Juan in Puerto Rico, and Philipsburg in St. Maarten.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$1,960.00
(USD)
Per Person
+ N/A taxes/fees
Nov 29, 2025
through Dec 06, 2025
through Dec 06, 2025
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)
Nov 29, 2025
through Dec 06, 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
$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 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
$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
$2,314.00
(USD)
Per Person
+ $150.00 taxes/fees
Mar 01, 2025
through Mar 12, 2025
through Mar 12, 2025
Nights:
11
Ship:
Eurodam
Price Per Night:$210.36 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Mar 01, 2025
through Mar 12, 2025
Itinerary:
Fort Lauderdale, Half Moon Cay, St Thomas, Antigua, Point-A-Pitre, Roseau, St Kitts, St Maarten, Fort Lauderdale
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$1,870.00
(USD)
Per Person
+ N/A taxes/fees
Feb 08, 2025
through Feb 15, 2025
through Feb 15, 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)
Feb 08, 2025
through Feb 15, 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
$4,259.00
(USD)
Per Person
Dec 19, 2025
through Jan 06, 2026
through Jan 06, 2026
Nights:
18
Ship:
Azamara Quest
Price Per Night:$236.61 (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, Puerto Rico, Charlotte Amalie, St. Thomas, Virgin Gorda, St. John's, Antigua, St. Pierre, Port Elizabeth, Bequia, Scarborough, Tobago, Bridgetown, Mayreau, Grenadines, Castries...
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
$10,700.00
(USD)
Per Person
Dec 22, 2025
through Jan 05, 2026
through Jan 05, 2026
Nights:
14
Ship:
Silver Spirit
Price Per Night:$764.29 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 22, 2025
through Jan 05, 2026
Itinerary:
Bridgetown, Castries, St George's, Day at sea, Philipsburg, St. Maarten, St. Thomas, Basseterre, St. Kitts, St. John's, Roseau, Bequia...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$2,539.00
(USD)
Per Person
Nov 21, 2026
through Dec 05, 2026
through Dec 05, 2026
Nights:
14
Ship:
Azamara Journey
Price Per Night:$181.36 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 21, 2026
through Dec 05, 2026
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
from
$9,430.00
(USD)
Per Person
+ $670.00 taxes/fees
Feb 10, 2026
through Feb 22, 2026
through Feb 22, 2026
Nights:
12
Ship:
Le Bellot
Price Per Night:$785.83 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 10, 2026
through Feb 22, 2026
Itinerary:
Fort-De-France, Antigua, South Friars Bay, Saint-Kitts, Jost Van Dyke, Gustavia, Les Saintes, Portsmouth, Pigeon Island Beach, Soufrière, Tobago Cays...
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
$5,070.00
(USD)
Per Person
+ $450.00 taxes/fees
Mar 08, 2026
through Mar 16, 2026
through Mar 16, 2026
Nights:
8
Ship:
Le Bellot
Price Per Night:$633.75 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Mar 08, 2026
through Mar 16, 2026
Itinerary:
Fort-De-France, Port Elizabeth, Bequia Island, Mayreau Island, Tobago Cays, Union Island, Pigeon Island Beach, Soufrière, Les Saintes, Portsmouth, Fort-De-France
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$11,899.00
(USD)
Per Person
Nov 02, 2026
through Dec 19, 2026
through Dec 19, 2026
Nights:
47
Ship:
Insignia
Price Per Night:$253.17 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 02, 2026
through Dec 19, 2026
Itinerary:
Barcelona, Palma De Mallorca, Alicante, Cartagena, Malaga, Seville (Cadiz), Portimao, Lisbon, Arrecife (Lanzarote), Las Palmas De Gran Canaria...
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
Transatlantic Crossing And Eastern Caribbean, 22 Nights (M506D)
New York, New York to London (Southampton), England
New York, New York to London (Southampton), England
from
$3,349.00
(USD)
Per Person
+ $11,868.00 taxes/fees
Mar 15, 2025
through Apr 06, 2025
through Apr 06, 2025
Nights:
22
Ship:
Queen Mary 2
Price Per Night:$152.23 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Mar 15, 2025
through Apr 06, 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, London (Southampton), England
Start this 22-night voyage in New York before sailing to the warm and inviting shores of the Caribbean, and back to New York. Next a Transatlantic Crossing brings ample time to relish life on board.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$4,199.00
(USD)
Per Person
+ $120.00 taxes/fees
Feb 28, 2026
through Mar 14, 2026
through Mar 14, 2026
Nights:
14
Ship:
Wind Surf
Price Per Night:$299.93 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 28, 2026
through Mar 14, 2026
Itinerary:
Philipsburg, St. Maarten, Charlestown, Roseau, Pigeon Island, Deshaies, 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
$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
$3,299.00
(USD)
Per Person
Dec 05, 2026
through Dec 15, 2026
through Dec 15, 2026
Nights:
10
Ship:
Viking Sea
Price Per Night:$329.90 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 05, 2026
through Dec 15, 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.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$5,959.00
(USD)
Per Person
+ $5,904.00 taxes/fees
Dec 13, 2026
through Jan 11, 2027
through Jan 11, 2027
Nights:
29
Ship:
Queen Mary 2
Price Per Night:$205.48 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 13, 2026
through Jan 11, 2027
Itinerary:
London (Southampton), England, New York, New York, Amber Cove,Dominican Republic, Tortola, B.V.I., Dominica, Dominica, Barbados, Barbados, St Lucia, Saint Lucia, St. Kitts, ST Kitts/Nevis, New York, New York, London (Southampton), England
A port call to Amber Cove is sure to be a highlight of your time ashore in the Caribbean. On Christmas Day, enjoy a festive feast to remember, free from the usual worries about who’s washing the dishes!
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
$2,499.00
(USD)
Per Person
+ $52.00 taxes/fees
Feb 28, 2026
through Mar 07, 2026
through Mar 07, 2026
Nights:
7
Ship:
Wind Surf
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, Charlestown, Roseau, Pigeon Island, Deshaies, 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
$3,421.00
(USD)
Per Person
+ $245.00 taxes/fees
Dec 27, 2025
through Jan 14, 2026
through Jan 14, 2026
Nights:
18
Ship:
Koningsdam
Price Per Night:$190.06 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 27, 2025
through Jan 14, 2026
Itinerary:
Fort Lauderdale, Grand Turk, San Juan, St Thomas, Half Moon Cay, Fort Lauderdale, Half Moon Cay, St Thomas, Antigua, Martinique...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$4,199.00
(USD)
Per Person
Oct 14, 2026
through Oct 21, 2026
through Oct 21, 2026
Nights:
7
Ship:
World Navigator
Price Per Night:$599.86 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Oct 14, 2026
through Oct 21, 2026
Itinerary:
Philipsburg, Gustavia, Carambola Beach, Pointe-á-Pitre, Cabrits (Portsmouth), Dominica, Fort-de-France, Port Elizabeth (Bequia), Bridgetown
Get swept away by the colorful scenes of the Caribbean. Departing late from Gustavia, take the time for a snorkeling adventure amid the island's underwater wonders. Carambola Beach begins your adventure to Canada Hill, where a natural guide can take you on an off-road hike through a former bustling sugar plantation. From Pointe-á-Pitre, an extended evening in port gives you time to venture out to Deshaies for a delectable encounter with French gastronomy enlivened by the unique zest of local flavors.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$5,900.00
(USD)
Per Person
Dec 15, 2025
through Dec 22, 2025
through Dec 22, 2025
Nights:
7
Ship:
Silver Spirit
Price Per Night:$842.86 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 15, 2025
through Dec 22, 2025
Itinerary:
Bridgetown, Bequia, Fort-De-France, Gustavia, St Barthelemy, Roseau, St George's, Castries, Bridgetown
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$3,959.00
(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:$141.39 (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
$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
$10,799.00
(USD)
Per Person
Oct 27, 2025
through Dec 07, 2025
through Dec 07, 2025
Nights:
41
Ship:
Insignia
Price Per Night:$263.39 (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
$3,399.00
(USD)
Per Person
+ $21.00 taxes/fees
Jan 04, 2026
through Jan 14, 2026
through Jan 14, 2026
Nights:
10
Ship:
Wind Spirit
Price Per Night:$339.90 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 04, 2026
through Jan 14, 2026
Itinerary:
Bridgetown, Pigeon Island, Roseau, Anse Mitan, Les Saintes, Basseterre, St. John's, Falmouth Harbour, Gustavia, Road Bay...
Spend 10 delightful days exploring Southern Caribbean gems both on and off the beaten path. Hike through Jurassic jungles and breathtaking waterfalls in Dominica. Lounge on white-sand beaches in Antigua. Discover the vintage Caribbean on Guadeloupe’s Les Saintes and tiny Anguilla, and visit French boutiques and restaurants frequented by A-list celebrities on sophisticated St. Barts.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$7,200.00
(USD)
Per Person
Feb 16, 2027
through Feb 27, 2027
through Feb 27, 2027
Nights:
11
Ship:
Silver Shadow
Price Per Night:$654.55 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 16, 2027
through Feb 27, 2027
Itinerary:
Bridgetown, Bequia, St George's, Castries, Trois Ilets, Roseau, Les Saintes, Little Bay, Montserrat, Basseterre, St. Kitts, Gustavia, St Barthelemy...
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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
$5,950.00
(USD)
Per Person
+ $450.00 taxes/fees
Feb 28, 2026
through Mar 08, 2026
through Mar 08, 2026
Nights:
8
Ship:
Le Bellot
Price Per Night:$743.75 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 28, 2026
through Mar 08, 2026
Itinerary:
Vieux Fort, Portsmouth, Les Saintes, Port Elizabeth, Bequia Island, Mayreau Island, Saint George's, Grenada, Tobago Cays, Bridgetown, Vieux Fort
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$3,736.00
(USD)
Per Person
+ $265.00 taxes/fees
Jan 03, 2026
through Jan 24, 2026
through Jan 24, 2026
Nights:
21
Ship:
Koningsdam
Price Per Night:$177.90 (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
$8,100.00
(USD)
Per Person
Feb 03, 2026
through Feb 19, 2026
through Feb 19, 2026
Nights:
16
Ship:
Silver Shadow
Price Per Night:$506.25 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 03, 2026
through Feb 19, 2026
Itinerary:
Cartagena, Santa Marta, Oranjestad, Aruba, Kralendijk, Bonaire, Willemstad, Curaçao, Day at sea, Soufrière, St. Lucia, Bequia, Bridgetown, Trois Ilets...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$814.18
(USD)
Per Person
Oct 17, 2026
through Oct 24, 2026
through Oct 24, 2026
Nights:
7
Ship:
Radiance of the Seas
Price Per Night:$116.31 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Oct 17, 2026
through Oct 24, 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
$2,099.00
(USD)
Per Person
+ $155.00 taxes/fees
Mar 14, 2026
through Mar 25, 2026
through Mar 25, 2026
Nights:
11
Ship:
Zuiderdam
Price Per Night:$190.82 (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
$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
Mar 22, 2025
through Apr 12, 2025
through Apr 12, 2025
Nights:
21
Ship:
Eurodam
Price Per Night:$109.48 (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
$1,799.00
(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:$128.50 (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
from
$2,299.00
(USD)
Per Person
Jan 13, 2027
through Jan 20, 2027
through Jan 20, 2027
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 13, 2027
through Jan 20, 2027
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
$5,099.00
(USD)
Per Person
+ $95.00 taxes/fees
Jan 14, 2026
through Jan 31, 2026
through Jan 31, 2026
Nights:
17
Ship:
Wind Spirit
Price Per Night:$299.94 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 14, 2026
through Jan 31, 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...
Dive, dine, and delight in iconic Caribbean island destinations during a far-ranging Caribbean loop that conveniently begins and ends in Philipsburg on St. Maarten. Cruise a kayak through sapphire waters near Little Bay, Monserrat, and peer at shadowy fruit bats suspended throughout coastal caves. Drift and spin in a floating tube on a rainforest stream outside Roseau on Dominica prior to sipping rum cocktails mixed with tangy tropical juices.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
