from
$8,320.00
(USD)
Per Person
+ $390.00 taxes/fees
Jan 18, 2025
through Jan 25, 2025
through Jan 25, 2025
Nights:
7
Ship:
Le Ponant
Price Per Night:$1,188.57 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 18, 2025
through Jan 25, 2025
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
$1,174.69
(USD)
Per Person
Apr 13, 2025
through Apr 21, 2025
through Apr 21, 2025
Nights:
8
Ship:
Rhapsody of The Seas
Price Per Night:$146.84 (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
$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
$12,799.00
(USD)
Per Person
Jan 08, 2025
through Jan 25, 2025
through Jan 25, 2025
Nights:
17
Ship:
Seven Seas Mariner
Price Per Night:$752.88 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 08, 2025
through Jan 25, 2025
Itinerary:
Miami, Cruising The Atlantic Ocean, Roseau, Bridgetown, Cruising The Atlantic Ocean, Devil's Island, Cruising The Atlantic Ocean, Belem (Icoaraci), Cruising The Atlantic Ocean, Recife...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$4,999.00
(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:$357.07 (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
$4,999.00
(USD)
Per Person
+ $69.00 taxes/fees
Dec 14, 2024
through Dec 28, 2024
through Dec 28, 2024
Nights:
14
Ship:
Wind Spirit
Price Per Night:$357.07 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 14, 2024
through Dec 28, 2024
Itinerary:
Bridgetown, Basseterre, Les Saintes, Roseau, Anse Mitan, Pigeon Island, Bridgetown, Pigeon Island, The Pitons, Castries...
Indulge in exquisite white-sand delights and delicious regional cuisine during this voyage to the Lesser Antilles’ Windward Islands, a journey rich in exclusive excursions seldom experienced by others. Trek through a private nature reserve inhabited by lyrical thrushes, curious macaws, and radiant tropical birds to Mount Pimard’s summit views above Pigeon Island. Sample local St. Lucian bites and Trinidadian culinary delights during a walking food tour at Rodney Bay.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$1,033.52
(USD)
Per Person
Mar 29, 2025
through Apr 10, 2025
through Apr 10, 2025
Nights:
12
Ship:
Vision of the Seas
Price Per Night:$86.13 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Mar 29, 2025
through Apr 10, 2025
Itinerary:
Baltimore, Maryland, Cruising, St. Croix, U.S.V.I., Philipsburg, St. Maarten, Castries, St. Lucia, Roseau, Dominica, Basseterre, St Kitts & Nevis, Cruising, Baltimore, Maryland
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$4,099.00
(USD)
Per Person
+ $43.00 taxes/fees
Mar 21, 2026
through Apr 12, 2026
through Apr 12, 2026
Nights:
22
Ship:
Wind Spirit
Price Per Night:$186.32 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Mar 21, 2026
through Apr 12, 2026
Itinerary:
Bridgetown, Basseterre, Les Saintes, Roseau, Anse Mitan, Mayreau, Bridgetown, Lisbon
Unwind during this pleasant 22-day transatlantic crossing that includes Caribbean islands before you head to Portugal. This vacation offers the perfect opportunity to reconnect and spend quality time with the people who matter most to you or enjoy time by yourself, as you find true relaxation. In Basseterre, go for a safari zipline adventure through the rainforest or join a snorkel safari taking you to reefs teeming with tropical fish and coral life.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$1,640.00
(USD)
Per Person
+ $235.00 taxes/fees
Jan 11, 2025
through Jan 18, 2025
through Jan 18, 2025
Nights:
7
Ship:
Star Flyer
Price Per Night:$234.29 (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
$5,499.00
(USD)
Per Person
Dec 19, 2026
through Dec 29, 2026
through Dec 29, 2026
Nights:
10
Ship:
Seven Seas Grandeur
Price Per Night:$549.90 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 19, 2026
through Dec 29, 2026
Itinerary:
Miami, Cruising The Atlantic Ocean, Charlotte Amalie, St. John's, Roseau, Basseterre, Tortola, Cruising The Atlantic Ocean, Miami
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$3,659.00
(USD)
Per Person
+ $5,904.00 taxes/fees
Dec 13, 2026
through Jan 03, 2027
through Jan 03, 2027
Nights:
21
Ship:
Queen Mary 2
Price Per Night:$174.24 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 13, 2026
through Jan 03, 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
What could be better than Christmas spent in the Caribbean sunshine? This festive voyage offers days ashore to explore the likes of Dominica and Barbados, with plenty of festive cheer on board.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$2,399.00
(USD)
Per Person
Jan 10, 2026
through Jan 17, 2026
through Jan 17, 2026
Nights:
7
Ship:
Viking Vela
Price Per Night:$342.71 (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
$3,699.00
(USD)
Per Person
+ $120.00 taxes/fees
Mar 21, 2026
through Apr 04, 2026
through Apr 04, 2026
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)
Mar 21, 2026
through Apr 04, 2026
Itinerary:
Philipsburg, St. Maarten, Charlestown, Roseau, Mayreau, Les Saintes, 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
$4,750.00
(USD)
Per Person
+ $450.00 taxes/fees
Nov 29, 2025
through Dec 07, 2025
through Dec 07, 2025
Nights:
8
Ship:
Le Dumont d'Urville
Price Per Night:$593.75 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 29, 2025
through Dec 07, 2025
Itinerary:
Fort-De-France, Port Elizabeth, Bequia Island, Tobago Cays, Mayreau Island, Union Island, Pigeon Island Beach, Soufrière, Les Saintes, Portsmouth, Fort-De-France
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$6,649.00
(USD)
Per Person
+ $120.00 taxes/fees
Dec 21, 2024
through Jan 04, 2025
through Jan 04, 2025
Nights:
14
Ship:
Wind Surf
Price Per Night:$474.93 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 21, 2024
through Jan 04, 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
$6,200.00
(USD)
Per Person
Dec 08, 2025
through Dec 15, 2025
through Dec 15, 2025
Nights:
7
Ship:
Silver Spirit
Price Per Night:$885.71 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 08, 2025
through Dec 15, 2025
Itinerary:
Bridgetown, Castries, Fort-De-France, Gustavia, St Barthelemy, Roseau, St George's, Bequia, Bridgetown
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$9,199.00
(USD)
Per Person
Apr 08, 2025
through May 01, 2025
through May 01, 2025
Nights:
23
Ship:
Vista
Price Per Night:$399.96 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Apr 08, 2025
through May 01, 2025
Itinerary:
Miami, Cruising The Atlantic Ocean, St. John's, Castries, St. George's, Bridgetown, Roseau, Gustavia, Cruising The Atlantic Ocean, Miami...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$6,899.00
(USD)
Per Person
Dec 18, 2024
through Dec 28, 2024
through Dec 28, 2024
Nights:
10
Ship:
Seven Seas Mariner
Price Per Night:$689.90 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 18, 2024
through Dec 28, 2024
Itinerary:
Miami, Cruising The Atlantic Ocean, Puerto Plata, San Juan, Gustavia, Roseau, St. John's, Cruising The Caribbean Sea, Cruising The Caribean Sea, Nassau...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$2,869.00
(USD)
Per Person
Dec 27, 2025
through Jan 06, 2026
through Jan 06, 2026
Nights:
10
Ship:
Azamara Quest
Price Per Night:$286.90 (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
$2,249.00
(USD)
Per Person
Dec 12, 2024
through Dec 22, 2024
through Dec 22, 2024
Nights:
10
Ship:
Insignia
Price Per Night:$224.90 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 12, 2024
through Dec 22, 2024
Itinerary:
Bridgetown, St. George's, Kingstown, Castries, Roseau, St. John's, Gustavia, San Juan, Puerto Plata, Cruising The Atlantic Ocean...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$14,199.00
(USD)
Per Person
Feb 17, 2026
through Mar 13, 2026
through Mar 13, 2026
Nights:
24
Ship:
Seven Seas Splendor
Price Per Night:$591.63 (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
from
$1,919.00
(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:$137.07 (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
21-Day Eastern & Southern Caribbean: Leeward & Abc Islands
Roundtrip from Fort Lauderdale, Florida, US
Roundtrip from Fort Lauderdale, Florida, US
from
$3,919.00
(USD)
Per Person
+ $275.00 taxes/fees
Nov 18, 2025
through Dec 09, 2025
through Dec 09, 2025
Nights:
21
Ship:
Koningsdam
Price Per Night:$186.62 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 18, 2025
through Dec 09, 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
$1,730.00
(USD)
Per Person
+ $235.00 taxes/fees
Jan 24, 2026
through Jan 31, 2026
through Jan 31, 2026
Nights:
7
Ship:
Star Flyer
Price Per Night:$247.14 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 24, 2026
through Jan 31, 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
$4,449.00
(USD)
Per Person
Dec 19, 2025
through Jan 06, 2026
through Jan 06, 2026
Nights:
18
Ship:
Azamara Quest
Price Per Night:$247.17 (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
$4,799.00
(USD)
Per Person
Feb 19, 2025
through Mar 02, 2025
through Mar 02, 2025
Nights:
11
Ship:
Vista
Price Per Night:$436.27 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 19, 2025
through Mar 02, 2025
Itinerary:
Miami, Cruising The Atlantic Ocean, Gustavia, Castries, St. George's, Bridgetown, Roseau, St. John's, Cruising The Atlantic Ocean, Miami
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$1,790.00
(USD)
Per Person
+ $235.00 taxes/fees
Mar 21, 2026
through Mar 28, 2026
through Mar 28, 2026
Nights:
7
Ship:
Royal Clipper
Price Per Night:$255.71 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
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
$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
from
$9,600.00
(USD)
Per Person
Dec 22, 2025
through Jan 05, 2026
through Jan 05, 2026
Nights:
14
Ship:
Silver Dawn
Price Per Night:$685.71 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 22, 2025
through Jan 05, 2026
Itinerary:
Fort Lauderdale, Florida, Day at sea, Grand Turk, Day at sea, St. Thomas, Basseterre, St. Kitts, Roseau, Bequia, Fort-De-France, St. John's...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
Amenity Departure Dates
Culinary Collection
from
$1,640.00
(USD)
Per Person
+ $235.00 taxes/fees
Mar 22, 2025
through Mar 29, 2025
through Mar 29, 2025
Nights:
7
Ship:
Star Flyer
Price Per Night:$234.29 (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
$6,499.00
(USD)
Per Person
Nov 12, 2025
through Dec 07, 2025
through Dec 07, 2025
Nights:
25
Ship:
Insignia
Price Per Night:$259.96 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 12, 2025
through Dec 07, 2025
Itinerary:
Miami, St. John's, Castries, St. George's, Scarborough, Santarem (Amazon River), Boca Da Valeria (Amazon River), Manaus (Amazon River), Parintins (Amazon River), Alter Do Chao (Amazon River)...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$4,399.00
(USD)
Per Person
Mar 09, 2025
through Mar 20, 2025
through Mar 20, 2025
Nights:
11
Ship:
Vista
Price Per Night:$399.91 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Mar 09, 2025
through Mar 20, 2025
Itinerary:
Miami, Cruising The Atlantic Ocean, St. John's, Castries, Bridgetown, St. George's, Roseau, Gustavia, Cruising The Atlantic Ocean, Miami
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$4,181.00
(USD)
Per Person
+ $8,283.00 taxes/fees
Nov 17, 2025
through Dec 15, 2025
through Dec 15, 2025
Nights:
28
Ship:
Queen Mary 2
Price Per Night:$149.32 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 17, 2025
through Dec 15, 2025
Itinerary:
Hamburg, Germany, 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
Succumb to the pace of island life on this 28-night voyage that calls in the Caribbean. Enjoy days filled with sunshine as you explore ports including Bridgetown in Barbados and Roseau in Dominica.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$3,199.00
(USD)
Per Person
+ $52.00 taxes/fees
Feb 08, 2025
through Feb 15, 2025
through Feb 15, 2025
Nights:
7
Ship:
Wind Surf
Price Per Night:$457.00 (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, Charlestown, Roseau, Pigeon Island, Les Saintes, 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
$1,041.31
(USD)
Per Person
Dec 20, 2025
through Dec 27, 2025
through Dec 27, 2025
Nights:
7
Ship:
Jewel of the Seas
Price Per Night:$148.76 (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
$1,700.00
(USD)
Per Person
+ $235.00 taxes/fees
Dec 14, 2024
through Dec 21, 2024
through Dec 21, 2024
Nights:
7
Ship:
Royal Clipper
Price Per Night:$242.86 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 14, 2024
through Dec 21, 2024
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
$5,850.00
(USD)
Per Person
+ $560.00 taxes/fees
Jan 19, 2026
through Jan 29, 2026
through Jan 29, 2026
Nights:
10
Ship:
Le Bellot
Price Per Night:$585.00 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 19, 2026
through Jan 29, 2026
Itinerary:
Santo Domingo, Jost Van Dyke, Les Saintes, Portsmouth, Pigeon Island Beach, Soufrière, Tobago Cays, Mayreau Island, Port Elizabeth, Bequia Island, Union Island...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$5,925.00
(USD)
Per Person
+ $7,329.00 taxes/fees
Dec 14, 2024
through Jan 11, 2025
through Jan 11, 2025
Nights:
28
Ship:
Queen Mary 2
Price Per Night:$211.61 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 14, 2024
through Jan 11, 2025
Itinerary:
London (Southampton), England, New York, New York, St. Maarten, Netherlands Antilles, Dominica, Dominica, St Lucia, Saint Lucia, Barbados, Barbados, St. Kitts, ST Kitts/Nevis, New York, New York, London (Southampton), England
Experience a Christmas and New Year to remember, sailing roundtrip to the Caribbean via New York on Queen Mary 2. Enjoy days to unwind on tropical islands, and time on board to celebrate in style.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$4,980.00
(USD)
Per Person
+ $450.00 taxes/fees
Nov 20, 2024
through Nov 28, 2024
through Nov 28, 2024
Nights:
8
Ship:
Le Champlain
Price Per Night:$622.50 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 20, 2024
through Nov 28, 2024
Itinerary:
Fort-De-France, Port Elizabeth, Bequia Island, Tobago Cays, Mayreau Island, Union Island, Pigeon Island Beach, Soufrière, Les Saintes, Portsmouth, Fort-De-France
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$14,799.00
(USD)
Per Person
Oct 23, 2026
through Dec 19, 2026
through Dec 19, 2026
Nights:
57
Ship:
Insignia
Price Per Night:$259.63 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Oct 23, 2026
through Dec 19, 2026
Itinerary:
Venice, Rijeka, Split, Kotor, Igoumenitsa, Gallipoli, Catania (Sicily), Naples/Pompeii, Rome (Civitavecchia), Barcelona...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$5,300.00
(USD)
Per Person
Jan 26, 2026
through Feb 02, 2026
through Feb 02, 2026
Nights:
7
Ship:
Silver Spirit
Price Per Night:$757.14 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 26, 2026
through Feb 02, 2026
Itinerary:
Bridgetown, Castries, Fort-De-France, Gustavia, St Barthelemy, Roseau, St George's, Bequia, Bridgetown
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$2,059.00
(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:$187.18 (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
$24,049.00
(USD)
Per Person
Jan 06, 2026
through Mar 07, 2026
through Mar 07, 2026
Nights:
60
Ship:
Vista
Price Per Night:$400.82 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 06, 2026
through Mar 07, 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
$4,800.00
(USD)
Per Person
Feb 02, 2026
through Feb 12, 2026
through Feb 12, 2026
Nights:
10
Ship:
Silver Spirit
Price Per Night:$480.00 (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
$5,449.00
(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:$389.21 (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
$9,899.00
(USD)
Per Person
Nov 09, 2026
through Dec 19, 2026
through Dec 19, 2026
Nights:
40
Ship:
Insignia
Price Per Night:$247.48 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 09, 2026
through Dec 19, 2026
Itinerary:
Lisbon, Arrecife (Lanzarote), Las Palmas De Gran Canaria, Santa Cruz De La Palma, San Juan, Nassau, Miami, Tortola, St. John's, Castries...
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
18-Day Eastern Caribbean: Leeward Islands & Bahamas Holiday
Roundtrip from Fort Lauderdale, Florida, US
Roundtrip from Fort Lauderdale, Florida, US
from
$3,569.00
(USD)
Per Person
+ $250.00 taxes/fees
Dec 09, 2025
through Dec 27, 2025
through Dec 27, 2025
Nights:
18
Ship:
Koningsdam
Price Per Night:$198.28 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 09, 2025
through Dec 27, 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
