from
$1,639.00
(USD)
Per Person
+ $7,229.00 taxes/fees
Nov 26, 2025
through Dec 08, 2025
through Dec 08, 2025
Nights:
12
Ship:
Queen Mary 2
Price Per Night:$136.58 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 26, 2025
through Dec 08, 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
The chance to spend time in five Caribbean islands is a highlight of this 12-night voyage. Sink your toes into white sands and warm shallows as you escape New York’s winter for tropical sunshine.
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
$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
$1,930.00
(USD)
Per Person
+ N/A taxes/fees
Feb 08, 2025
through Feb 15, 2025
through Feb 15, 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 08, 2025
through Feb 15, 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
$2,999.00
(USD)
Per Person
Dec 27, 2025
through Jan 06, 2026
through Jan 06, 2026
Nights:
10
Ship:
Azamara Quest
Price Per Night:$299.90 (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
Oct 18, 2025
through Oct 29, 2025
through Oct 29, 2025
Nights:
11
Ship:
Celebrity Reflection
Price Per Night:$124.58 (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
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
$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
$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
21-Day Southern & Eastern Caribbean: Abc & Leeward Islands
Roundtrip from Fort Lauderdale, Florida, US
Roundtrip from Fort Lauderdale, Florida, US
from
$3,071.00
(USD)
Per Person
+ $275.00 taxes/fees
Nov 29, 2025
through Dec 20, 2025
through Dec 20, 2025
Nights:
21
Ship:
Koningsdam
Price Per Night:$146.24 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 29, 2025
through Dec 20, 2025
Itinerary:
Fort Lauderdale, Florida, US, Half Moon Cay, Bahamas, Grand Turk, Turks and Caicos, Amber Cove, Dominican Republic, Days At Sea, Willemstad, Curacao, Kralendijk, Bonaire, Oranjestad, Aruba, Days At Sea, Fort Lauderdale, Florida, US...
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
$1,930.00
(USD)
Per Person
+ N/A taxes/fees
Jan 25, 2025
through Feb 01, 2025
through Feb 01, 2025
Nights:
7
Ship:
Royal Clipper
Price Per Night:$275.71 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 25, 2025
through Feb 01, 2025
Itinerary:
Bridgetown, Barbados, Rodney Bay, St. Lucia, Sail with Star Flyer to Cabrits, Cabrits, Dominica, Falmouth Harbour, Antigua, Basseterre, St. Kitts (morning), South Friar's Bay (beach), St. Kitts (PM), Terre de Haut, Iles des Saintes, Beach, Martinique, Bridgetown, Barbados
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$5,248.00
(USD)
Per Person
Jan 13, 2026
through Jan 27, 2026
through Jan 27, 2026
Nights:
14
Ship:
Viking Neptune
Price Per Night:$374.86 (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
$129.00
(USD)
Per Person
Dec 29, 2024
through May 03, 2026
through May 03, 2026
Dec 29, 2024
through May 03, 2026
This truly scenic and private tour offers visitors a chance to experience the lush and green rainforest, waterfalls and scenic Botanical Gardens while providing many picture photo opportunities.
from
$6,299.00
(USD)
Per Person
Jan 06, 2026
through Jan 24, 2026
through Jan 24, 2026
Nights:
18
Ship:
Vista
Price Per Night:$349.94 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 06, 2026
through Jan 24, 2026
Itinerary:
Miami, Gustavia, Roseau, Bridgetown, Devil's Island, Belem (Icoaraci), Fortaleza, Salvador, Buzios, Rio De Janeiro...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$2,639.00
(USD)
Per Person
Dec 13, 2025
through Dec 27, 2025
through Dec 27, 2025
Nights:
14
Ship:
Azamara Quest
Price Per Night:$188.50 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 13, 2025
through Dec 27, 2025
Itinerary:
Bridgetown, Castries, Roseau, Basseterre, Charlestown, Philipsburg, San Juan, Puerto Rico, Charlotte Amalie, St. Thomas, Virgin Gorda, St. John's, Antigua...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$5,399.00
(USD)
Per Person
+ $116.00 taxes/fees
Feb 17, 2026
through Mar 07, 2026
through Mar 07, 2026
Nights:
18
Ship:
Wind Surf
Price Per Night:$299.94 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 17, 2026
through Mar 07, 2026
Itinerary:
Cozumel, Grand Cayman, Cayman Brac, Port Antonio, Santo Domingo, La Romana, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, Philipsburg, St. Maarten, Charlestown...
Dive right into adventure in the underwater caverns of Cozumel’s Chankanaab eco-park - home to dolphins, manatees, and sea turtles. Then set sail for Isla Mujeres to wander the Mayan Temple of El Meco and Hacienda Mundaca ruins. On Grand Cayman, experience Stingray City, where you can feed and touch these mystical creatures. Explore Cayman Brac’s island-long bluff with caves, secluded beaches, and lush forests, and visit the marine life of Reach Falls from Port Antonio, Jamaica.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$5,070.00
(USD)
Per Person
+ $450.00 taxes/fees
Dec 12, 2025
through Dec 20, 2025
through Dec 20, 2025
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)
Dec 12, 2025
through Dec 20, 2025
Itinerary:
Fort-De-France, Port Elizabeth, Bequia Island, Mayreau Island, Tobago Cays, Union Island, Pigeon Island Beach, Soufrière, Portsmouth, Les Saintes, Fort-De-France
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$7,980.00
(USD)
Per Person
+ $390.00 taxes/fees
Feb 28, 2026
through Mar 07, 2026
through Mar 07, 2026
Nights:
7
Ship:
Le Ponant
Price Per Night:$1,140.00 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 28, 2026
through Mar 07, 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
Feb 13, 2027
through Feb 20, 2027
through Feb 20, 2027
Nights:
7
Ship:
Celebrity Constellation
Price Per Night:$142.28 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 13, 2027
through Feb 20, 2027
Itinerary:
San Juan, Puerto Rico, Tortola, B.V.I., Basseterre, St Kitts & Nevis, Roseau, Dominica, Castries, St. Lucia, Bridgetown, Barbados, San Juan, Puerto Rico
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$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
from
$6,400.00
(USD)
Per Person
Dec 08, 2025
through Dec 15, 2025
through Dec 15, 2025
Nights:
7
Ship:
Silver Spirit
Price Per Night:$914.29 (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
$1,003.60
(USD)
Per Person
Dec 20, 2025
through Dec 27, 2025
through Dec 27, 2025
Nights:
7
Ship:
Jewel of the Seas
Price Per Night:$143.37 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 20, 2025
through Dec 27, 2025
Itinerary:
San Juan, Puerto Rico, Charlotte Amalie, St. Thomas, Philipsburg, St. Maarten, St. Croix, U.S.V.I., Roseau, Dominica, Bridgetown, Barbados, Cruising, San Juan, Puerto Rico
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$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
$3,499.00
(USD)
Per Person
+ $52.00 taxes/fees
Jan 04, 2025
through Jan 11, 2025
through Jan 11, 2025
Nights:
7
Ship:
Wind Surf
Price Per Night:$499.86 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 04, 2025
through Jan 11, 2025
Itinerary:
Philipsburg, St. Maarten, Charlestown, Roseau, Pigeon Island, Les Saintes, Gustavia, Basseterre, 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
$7,980.00
(USD)
Per Person
+ $390.00 taxes/fees
Jan 03, 2026
through Jan 10, 2026
through Jan 10, 2026
Nights:
7
Ship:
Le Ponant
Price Per Night:$1,140.00 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 03, 2026
through Jan 10, 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
$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
$3,699.00
(USD)
Per Person
+ $120.00 taxes/fees
Mar 14, 2026
through Mar 28, 2026
through Mar 28, 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 14, 2026
through Mar 28, 2026
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
$9,434.00
(USD)
Per Person
+ $160.00 taxes/fees
Dec 02, 2025
through Dec 22, 2025
through Dec 22, 2025
Nights:
20
Ship:
Seabourn Ovation
Price Per Night:$471.70 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 02, 2025
through Dec 22, 2025
Itinerary:
San Juan, Aruba, Curacao, Bonaire, Trois Ilets, Roseau, Montserrat, Carambola Beach, Antigua, Tortola...
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
$2,020.00
(USD)
Per Person
+ N/A taxes/fees
Feb 07, 2026
through Feb 14, 2026
through Feb 14, 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 07, 2026
through Feb 14, 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
$90.00
(USD)
Per Person
Dec 29, 2024
through May 03, 2026
through May 03, 2026
Dec 29, 2024
through May 03, 2026
Venture through lush Botanical Gardens and geothermal waters before seeing the phenomenal Twin Falls. Dominica villages and expansive vistas are in ample supply on the tropical Roseau tour.
Nov 17, 2026
through Nov 28, 2026
through Nov 28, 2026
Nights:
11
Ship:
Celebrity Constellation
Price Per Night:$121.88 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 17, 2026
through Nov 28, 2026
Itinerary:
San Juan, Puerto Rico, Tortola, B.V.I., St. Johns, Antigua, Castries, St. Lucia, St. George's, Grenada, Bridgetown, Barbados, Kingstown, St. Vincent, Fort- De- France, Martinique, Roseau, Dominica, San Juan, Puerto Rico
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$3,499.00
(USD)
Per Person
Jan 15, 2026
through Jan 27, 2026
through Jan 27, 2026
Nights:
12
Ship:
Insignia
Price Per Night:$291.58 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 15, 2026
through Jan 27, 2026
Itinerary:
Miami, Oranjestad, Willemstad, Port Of Spain, St. George's, Castries, Kingstown, Roseau, Fort-De-France, Bridgetown
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$7,099.00
(USD)
Per Person
+ $120.00 taxes/fees
Jan 18, 2025
through Feb 01, 2025
through Feb 01, 2025
Nights:
14
Ship:
Wind Surf
Price Per Night:$507.07 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 18, 2025
through Feb 01, 2025
Itinerary:
Philipsburg, St. Maarten, Charlestown, Roseau, Pigeon Island, Les Saintes, Gustavia, Basseterre, Philipsburg, St. Maarten, Falmouth Harbour, Road Bay...
Skip the usual Caribbean cruise stops and discover the small harbors, overlooked havens and most remote secrets among the Leeward Islands. Whether you’re looking for hidden shops, sampling new cuisine or seeking a local place to sip rum cocktails over the melodic beat of steel drums, this highly personalized adventure is an intimate opportunity to familiarize yourself with the lesser-known charms of Les Saintes, Anse Mitan, Pigeon Island and much more.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$1,739.00
(USD)
Per Person
Nov 29, 2025
through Dec 06, 2025
through Dec 06, 2025
Nights:
7
Ship:
Azamara Quest
Price Per Night:$248.43 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 29, 2025
through Dec 06, 2025
Itinerary:
Bridgetown, Castries, Roseau, Basseterre, Charlestown, Philipsburg, Road Town, Tortola, San Juan, Puerto Rico
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$7,500.00
(USD)
Per Person
Jan 11, 2026
through Jan 25, 2026
through Jan 25, 2026
Nights:
14
Ship:
Silver Shadow
Price Per Night:$535.71 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 11, 2026
through Jan 25, 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
$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
$1,870.00
(USD)
Per Person
+ N/A taxes/fees
Feb 22, 2025
through Mar 01, 2025
through Mar 01, 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 22, 2025
through Mar 01, 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
$1,930.00
(USD)
Per Person
+ N/A taxes/fees
Jan 11, 2025
through Jan 18, 2025
through Jan 18, 2025
Nights:
7
Ship:
Royal Clipper
Price Per Night:$275.71 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 11, 2025
through Jan 18, 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
$7,299.00
(USD)
Per Person
Oct 02, 2026
through Oct 14, 2026
through Oct 14, 2026
Nights:
12
Ship:
World Navigator
Price Per Night:$608.25 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Oct 02, 2026
through Oct 14, 2026
Itinerary:
Halifax (Nova Scotia), Canada, Shelburne (Nova Scotia), Canada, St. George's, Bermuda, Hamilton, Bermuda, Jost Van Dyke, British Virgin Islands, Carambola Beach, Fort-de-France, Cabrits (Portsmouth), Dominica, Philipsburg
The icy waterways from Canada will lead you to tropical paradises on this exciting expedition. With two overnights in the UNESCO-listed St. George's, the splendors of Bermuda beckon for exploration, from the rich history of the iconic King's Square to Tobacco Bay Beach for snorkeling adventures amid stunning underwater scenery.
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
$1,960.00
(USD)
Per Person
+ N/A taxes/fees
Dec 13, 2025
through Dec 20, 2025
through Dec 20, 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)
Dec 13, 2025
through Dec 20, 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
$2,020.00
(USD)
Per Person
+ N/A taxes/fees
Jan 10, 2026
through Jan 17, 2026
through Jan 17, 2026
Nights:
7
Ship:
Royal Clipper
Price Per Night:$288.57 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 10, 2026
through Jan 17, 2026
Itinerary:
Bridgetown, Barbados, Rodney Bay, St. Lucia, Sail with Star Flyer to Cabrits, Cabrits, Dominica, Falmouth Harbour, Antigua, Basseterre, St. Kitts (morning), South Friars Bay - Beach, St. Kitts (afternoon), Terre de Haut, Iles des Saintes, Beach, Martinique, Bridgetown, Barbados
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$4,376.00
(USD)
Per Person
+ $50.00 taxes/fees
Feb 07, 2026
through Feb 14, 2026
through Feb 14, 2026
Nights:
7
Ship:
Seabourn Ovation
Price Per Night:$625.14 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 07, 2026
through Feb 14, 2026
Itinerary:
Barbados, Carambola Beach, Trois Ilets, Point-A-Pitre, Roseau, Rodney Bay, Barbados
Aboard The Yachts of Seabourn, the world is more intimate and more enchanting. Here, you’ll explore ports rarely visited by larger ships and meet people who are happy to show you around their hidden corner of the globe. With their unmatched sense of style, elegance and grace, The Yachts of Seabourn beckon you to travel beyond the bounds of the imagination. Aboard Seabourn, every desire is met promptly and with a welcoming smile. Whether it's a warm blanket and a cup of gourmet hot chocolate as you drift along the Norwegian Fjords or a relaxing neck massage poolside, you'll feel that you're a member of a very exclusive club.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$3,409.00
(USD)
Per Person
+ $260.00 taxes/fees
Dec 23, 2025
through Jan 10, 2026
through Jan 10, 2026
Nights:
18
Ship:
Zuiderdam
Price Per Night:$189.39 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 23, 2025
through Jan 10, 2026
Itinerary:
Miami, Florida, US, Days At Sea, Philipsburg, Sint Maarten, St. Johns, Antigua and Barbuda, Castries, Saint Lucia, Roseau, Dominica, Basseterre, St Kitts and Nevis, St. Thomas, U.S.V.I., Days At Sea, Half Moon Cay, Bahamas...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$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
$1,079.15
(USD)
Per Person
Dec 20, 2026
through Dec 27, 2026
through Dec 27, 2026
Nights:
7
Ship:
Brilliance of the Seas
Price Per Night:$154.16 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 20, 2026
through Dec 27, 2026
Itinerary:
San Juan, Puerto Rico, Tortola, B.V.I., St. Johns, Antigua, Roseau, Dominica, St. Croix, U.S.V.I., Cruising, Basseterre, St Kitts & Nevis, San Juan, Puerto Rico
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$1,121.33
(USD)
Per Person
Dec 27, 2026
through Jan 03, 2027
through Jan 03, 2027
Nights:
7
Ship:
Brilliance of the Seas
Price Per Night:$160.19 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 27, 2026
through Jan 03, 2027
Itinerary:
San Juan, Puerto Rico, Charlotte Amalie, St. Thomas, St. Croix, U.S.V.I., St. Johns, Antigua, Roseau, Dominica, Cruising, Philipsburg, St. Maarten, San Juan, Puerto Rico
Other Categories Starting At:
Inside
Outside
Balcony
Suite
Feb 06, 2025
through Feb 16, 2025
through Feb 16, 2025
Nights:
10
Ship:
Explorer of the Seas
Price Per Night:$136.81 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 06, 2025
through Feb 16, 2025
Itinerary:
Miami, Florida, Cruising, Puerto Plata, Dominican Rep, San Juan, Puerto Rico, Philipsburg, St. Maarten, Roseau, Dominica, St. Johns, Antigua, Basseterre, St Kitts & Nevis, Cruising, Miami, Florida
Other Categories Starting At:
Inside
Outside
Balcony
Suite
Jan 08, 2027
through Jan 17, 2027
through Jan 17, 2027
Nights:
9
Ship:
Celebrity Eclipse
Price Per Night:$166.39 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 08, 2027
through Jan 17, 2027
Itinerary:
Fort Lauderdale, Florida, St. Johns, Antigua, Roseau, Dominica, Fort- De- France, Martinique, Philipsburg, St. Maarten, Fort Lauderdale, Florida
Other Categories Starting At:
Inside
Outside
Balcony
Suite
