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Wind Surf Capri
Windstar Cruises Logo
STAR COLLECTOR: CARIBBEAN EXPLORATIONS
Departing on Jan 18, 2025 on the Wind Surf
Nights: 14
Dates: Jan 18, 2025 through Feb 01, 2025
Ship: Wind Surf
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.
from
$5,899.00
(USD)
Per Person
+ $120.00 taxes/fees
More Details Contact Us
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Oceania Cruises Logo
Leeward & Windward Gems Roundtrip from Miami
Departing on Feb 06, 2026 on the Nautica
Nights: 10
Dates: Feb 06, 2026 through Feb 16, 2026
Ship: Nautica
Itinerary:
Miami, Tortola, Basseterre, Roseau, St. John's, Philipsburg, Miami
from
$2,999.00
(USD)
Per Person
More Details Contact Us
Inside
$2,999.00
Cat: G
$299.90/Night
Outside
$3,399.00
Cat: D
$339.90/Night
Balcony
$4,499.00
Cat: B2
$449.90/Night
Suite
$5,899.00
Cat: PH3
$589.90/Night
Wind Spirit Tahiti
Windstar Cruises Logo
STAR COLLECTOR: CARIBBEAN BEATS & TRANSATLANTIC TREATS
Departing on Mar 21, 2026 on the Wind Spirit
Nights: 22
Dates: Mar 21, 2026 through Apr 12, 2026
Ship: Wind Spirit
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.
from
$4,099.00
(USD)
Per Person
+ $43.00 taxes/fees
More Details Contact Us
Le Ponant Primary Exterior
Ponant Logo
Gliding the Waters of the Windward Islands
Departing on Jan 03, 2026 on the Le Ponant
Nights: 7
Dates: Jan 03, 2026 through Jan 10, 2026
Ship: Le Ponant
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
from
$7,980.00
(USD)
Per Person
+ $390.00 taxes/fees
More Details Contact Us
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Oceania Cruises Logo
Vibrant Voyage to Rio Miami to Rio De Janeiro
Departing on Jan 06, 2026 on the Vista
Nights: 18
Dates: Jan 06, 2026 through Jan 24, 2026
Ship: Vista
Itinerary:
Miami, Gustavia, Roseau, Bridgetown, Devil's Island, Belem (Icoaraci), Fortaleza, Salvador, Buzios, Rio De Janeiro...
from
$6,299.00
(USD)
Per Person
More Details Contact Us
Celebrity Constellation Exterior
Celebrity Cruises Logo
Southern Caribbean Cruise
Departing on Jan 16, 2027 on the Celebrity Constellation
Nights: 7
Dates: Jan 16, 2027 through Jan 23, 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
from
$945.94
(USD)
Per Person
Non-Refundable
More Details Contact Us
Inside
$945.94
Cat: Z
$135.13/Night
Outside
$995.94
Cat: Y
$142.28/Night
Balcony
$1,245.94
Cat: X
$177.99/Night
Suite
$2,385.94
Cat: S1
$340.85/Night
Miami Beach
Explora Journeys Logo
An Extended Journey of Caribbean Melodies and ABC Islands
Departing on Feb 14, 2025 on the Explora II
Nights: 14
Dates: Feb 14, 2025 through Feb 28, 2025
Ship: Explora II
Itinerary:
Miami, Road Bay, Roseau, Basse-Terre, Marigot, San Juan, Oranjestad, Willemstad, Kralendijk, Tobago/Scarborough...
from
$7,085.00
(USD)
Per Person
More Details Contact Us
Gustavia, St. Barthelemy
Silversea Cruises Logo
Caribbean & Central America Special Voyage: Philipsburg, St. Maarten to Bridgetown
Departing on Feb 19, 2026 on the Silver Shadow
Nights: 14
Dates: Feb 19, 2026 through Mar 05, 2026
Itinerary:
Philipsburg, St. Maarten, St. John's, St. Thomas, Little Bay, Montserrat, Castries, Mayreau, Les Saintes, Philipsburg, St. Maarten, St John, Gustavia, St Barthelemy...
from
$7,300.00
(USD)
Per Person
More Details Contact Us
Clipper Offshore
Star Clippers Logo
Leeward Islands New Year's Cruise 7 Nights
Departing on Dec 28, 2024 on the Star Flyer
Nights: 7
Dates: Dec 28, 2024 through Jan 04, 2025
Ship: Star Flyer
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
from
$1,840.00
(USD)
Per Person
+ $235.00 taxes/fees
More Details Contact Us
Koningsdam
Holland America Line Logo
18-Day Eastern Caribbean: Bahamas & San Juan Holiday Roundtrip from Fort Lauderdale, Florida, US
Departing on Dec 27, 2025 on the Koningsdam
Nights: 18
Dates: Dec 27, 2025 through Jan 14, 2026
Ship: Koningsdam
Itinerary:
Fort Lauderdale, Florida, US, Days At Sea, Grand Turk, Turks and Caicos, San Juan, Puerto Rico, St. Thomas, U.S.V.I., Days At Sea, Half Moon Cay, Bahamas, Fort Lauderdale, Florida, US, Days At Sea, Philipsburg, Sint Maarten...
from
$3,819.00
(USD)
Per Person
+ $245.00 taxes/fees
More Details Contact Us
Inside
Call
Outside
Call
Balcony
Call
Suite
Call
Koningsdam
Holland America Line Logo
21-Day Eastern & Western Caribbean: San Juan & Mexico Roundtrip from Fort Lauderdale, Florida, US
Departing on Feb 14, 2026 on the Koningsdam
Nights: 21
Dates: Feb 14, 2026 through Mar 07, 2026
Ship: Koningsdam
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...
from
$4,184.00
(USD)
Per Person
+ $265.00 taxes/fees
More Details Contact Us
Inside
Call
Outside
Call
Balcony
Call
Suite
Call
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Oceania Cruises Logo
Amazon & Caribbean Isles Roundtrip from Miami
Departing on Nov 24, 2026 on the Insignia
Nights: 25
Dates: Nov 24, 2026 through Dec 19, 2026
Ship: Insignia
Itinerary:
Miami, Tortola, St. John's, Castries, Scarborough, Cruising The Amazon River, Santarem (Amazon River), Boca Da Valeria (Amazon River), Manaus (Amazon River), Parintins (Amazon River)...
from
$6,899.00
(USD)
Per Person
More Details Contact Us
Inside
$6,899.00
Cat: G
$275.96/Night
Outside
$7,399.00
Cat: D
$295.96/Night
Balcony
$10,599.00
Cat: B2
$423.96/Night
Suite
$15,149.00
Cat: PH3
$605.96/Night
Clipper Offshore
Star Clippers Logo
Star Flyer - Leeward St. Barts Bucket Regatta 7 Nights
Departing on Mar 07, 2026 on the Star Flyer
Nights: 7
Dates: Mar 07, 2026 through Mar 14, 2026
Ship: Star Flyer
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
from
$1,730.00
(USD)
Per Person
+ $235.00 taxes/fees
More Details Contact Us
Clipper Offshore
Star Clippers Logo
Royal Clipper - Windward Islands 7 Nights
Departing on Jan 10, 2026 on the Royal Clipper
Nights: 7
Dates: 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
from
$1,790.00
(USD)
Per Person
+ $235.00 taxes/fees
More Details Contact Us
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Royal Caribbean International Logo
Southern Caribbean Cruise Roundtrip from Miami, Florida
Departing on Feb 06, 2025 on the Explorer of the Seas
Nights: 10
Dates: 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
from
$1,551.13
(USD)
Per Person
Non-Refundable
More Details Contact Us
Wind Surf Capri
Windstar Cruises Logo
STAR COLLECTOR: DEEP DIVE INTO THE BLUE: UNDERWATER WORLDS OF THE CARIBBEAN
Departing on Feb 17, 2026 on the Wind Surf
Nights: 18
Dates: Feb 17, 2026 through Mar 07, 2026
Ship: Wind Surf
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.
from
$5,399.00
(USD)
Per Person
+ $116.00 taxes/fees
More Details Contact Us
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Oceania Cruises Logo
Elegant Tropical Enclaves Roundtrip from Miami
Departing on Apr 08, 2025 on the Vista
Nights: 23
Dates: Apr 08, 2025 through May 01, 2025
Ship: Vista
Itinerary:
Miami, Cruising The Atlantic Ocean, St. John's, Castries, St. George's, Bridgetown, Roseau, Gustavia, Cruising The Atlantic Ocean, Miami...
from
$9,199.00
(USD)
Per Person
More Details Contact Us
Miami Beach
Explora Journeys Logo
A Journey from Miami to Bridgetown
Departing on Dec 23, 2024 on the Explora I
Nights: 7
Dates: Dec 23, 2024 through Dec 30, 2024
Ship: Explora I
Itinerary:
Miami, San Juan, Road Bay, Roseau, Castries, Bridgetown
from
$5,050.00
(USD)
Per Person
More Details Contact Us
St John''s, Antigua and Barbuda
Silversea Cruises Logo
Caribbean & Central America Special Voyage: Philipsburg, St. Maarten to Bridgetown
Departing on Jan 11, 2026 on the Silver Shadow
Nights: 14
Dates: 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...
from
$6,500.00
(USD)
Per Person
More Details Contact Us
Azamara Quest Exterior
Azamara Logo
7-Night Eastern Caribbean Voyage
Departing on Nov 15, 2025 on the Azamara Quest
Nights: 7
Dates: Nov 15, 2025 through Nov 22, 2025
Itinerary:
Bridgetown, Castries, Roseau, Basseterre, Charlestown, Philipsburg, Road Town, Tortola, San Juan, Puerto Rico
from
$2,069.00
(USD)
Per Person
More Details Contact Us
Inside
$2,149.00
Cat: 09
$307.00/Night
Outside
$2,069.00
Cat: 08
$295.57/Night
Balcony
$2,529.00
Cat: V3
$361.29/Night
Suite
$3,359.00
Cat: N2
$479.86/Night
Queen Victoria
Cunard Line Logo
Eastern Caribbean, 35 Nights
Departing on Jan 04, 2026 on the Queen Victoria
Nights: 35
Dates: Jan 04, 2026 through Feb 08, 2026
Itinerary:
London (Southampton), England, Madeira, Portugal, Barbados, Barbados, St Lucia, Saint Lucia, Grenada, Grenada, St. Vincent, St. Vincent/Grenadines, Curacao, Antilles, Aruba, Aruba, Dominica, Dominica, Antigua...
This roundtrip Caribbean voyage from Southampton is the perfect way to escape the January blues. Enjoy an enviable start to 2026, soaking up the sun on some of the world’s best white-sand beaches.
from
$4,879.00
(USD)
Per Person
+ $214.00 taxes/fees
More Details Contact Us
Inside
$4,879.00
Cat: IE
$139.40/Night
Outside
$6,879.00
Cat: FC
$196.54/Night
Balcony
$7,379.00
Cat: CA
$210.83/Night
Suite
$17,929.00
Cat: P2
$512.26/Night
Offer Image
Regent Seven Seas Cruises Logo
Joy Of The Islands 7 nights on board Seven Seas Navigator
Departing on Jan 13, 2025 on the Seven Seas Navigator
Nights: 7
Dates: Jan 13, 2025 through Jan 20, 2025
Itinerary:
San Juan, Charlotte Amalie, Philipsburg, Roseau, Castries, St. John's, Gustavia, San Juan
from
$6,699.00
(USD)
Per Person
More Details Contact Us
Volendam
Holland America Line Logo
14-Day Eastern Caribbean: Antilles & Private Island Holiday Roundtrip from Fort Lauderdale, Florida, US
Departing on Dec 21, 2025 on the Volendam
Nights: 14
Dates: Dec 21, 2025 through Jan 04, 2026
Ship: Volendam
Itinerary:
Fort Lauderdale, Florida, US, Days At Sea, Cruz Bay, St. John, U.S. Virgin Islands, Days At Sea, Port-of-Spain, Trinidad and Tobago, Saint Georges, Grenada, Roseau, Dominica, Castries, Saint Lucia, Philipsburg, Sint Maarten, St. Johns, Antigua and Barbuda...
from
$3,044.00
(USD)
Per Person
+ $180.00 taxes/fees
More Details Contact Us
Wind Surf Capri
Windstar Cruises Logo
STAR COLLECTOR: CARIBBEAN EXPLORATIONS
Departing on Feb 28, 2026 on the Wind Surf
Nights: 14
Dates: Feb 28, 2026 through Mar 14, 2026
Ship: Wind Surf
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.
from
$4,199.00
(USD)
Per Person
+ $120.00 taxes/fees
More Details Contact Us
Azamara Quest Exterior
Azamara Logo
7-Night Eastern Caribbean Voyage
Departing on Nov 29, 2025 on the Azamara Quest
Nights: 7
Dates: Nov 29, 2025 through Dec 06, 2025
Itinerary:
Bridgetown, Castries, Roseau, Basseterre, Charlestown, Philipsburg, Road Town, Tortola, San Juan, Puerto Rico
from
$1,679.00
(USD)
Per Person
More Details Contact Us
Inside
$1,679.00
Cat: 12
$239.86/Night
Outside
$1,789.00
Cat: 08
$255.57/Night
Balcony
$1,959.00
Cat: V3
$279.86/Night
Suite
$2,839.00
Cat: N2
$405.57/Night
Eclipse Exterior
Celebrity Cruises Logo
Antigua, Dominica & St. Maarten
Departing on Jan 08, 2027 on the Celebrity Eclipse
Nights: 9
Dates: 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
from
$1,497.50
(USD)
Per Person
Non-Refundable
More Details Contact Us
Inside
$1,497.50
Cat: Z
$166.39/Night
Outside
$1,597.50
Cat: Y
$177.50/Night
Balcony
$1,697.50
Cat: X
$188.61/Night
Suite
$4,597.50
Cat: W
$510.83/Night
Celebrity Constellation Exterior
Celebrity Cruises Logo
Southern Caribbean Holiday
Departing on Dec 19, 2026 on the Celebrity Constellation
Nights: 7
Dates: 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
from
$1,115.94
(USD)
Per Person
Non-Refundable
More Details Contact Us
Inside
$1,115.94
Cat: Z
$159.42/Night
Outside
$1,339.80
Cat: O1
$191.40/Night
Balcony
$1,649.80
Cat: V3
$235.69/Night
Suite
$3,595.94
Cat: S1
$513.71/Night
Wind Spirit Tahiti
Windstar Cruises Logo
WINDWARD ISLAND DELIGHTS
Departing on Jan 25, 2025 on the Wind Spirit
Nights: 7
Dates: Jan 25, 2025 through Feb 01, 2025
Ship: Wind Spirit
Itinerary:
Bridgetown, St. John's, Roseau, Les Saintes, Anse Mitan, Pigeon Island, Bridgetown
This is the Caribbean of days gone by – deep blue waters, quiet coves and tropical islands dotted with powdery beaches and lush green hillsides. Sail from the rugged natural beauty of St. Lucia to little-known isles that are off the tourist radar. From colorful Bequia and Mayreau in St. Vincent & the Grenadines to the open-air markets of exotic St. George’s, you’ll discover a part of the Caribbean that remains authentic and unspoiled.
from
$3,599.00
(USD)
Per Person
+ $17.00 taxes/fees
More Details Contact Us
Le Champlain Exterior
Ponant Logo
The Essential of the Caribbean
Departing on Dec 06, 2024 on the Le Champlain
Nights: 11
Dates: Dec 06, 2024 through Dec 17, 2024
Ship: Le Champlain
Itinerary:
Fort-De-France, Port Elizabeth, Bequia Island, Tobago Cays, Mayreau Island, Pigeon Island Beach, Soufrière, Portsmouth, Marie-Galante, Antigua, Jost Van Dyke...
from
$6,850.00
(USD)
Per Person
+ $620.00 taxes/fees
More Details Contact Us
Radiance of the Seas Alaska
Royal Caribbean International Logo
Southern Caribbean Cruise Roundtrip from San Juan, Puerto Rico
Departing on Oct 17, 2026 on the Radiance of the Seas
Nights: 7
Dates: 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
from
$845.62
(USD)
Per Person
More Details Contact Us
Exterior, Celebrity Ascent
Celebrity Cruises Logo
Southern Caribbean Holiday
Departing on Dec 24, 2026 on the Celebrity Ascent
Nights: 11
Dates: Dec 24, 2026 through Jan 04, 2027
Itinerary:
Fort Lauderdale, Florida, Philipsburg, St. Maarten, St. Johns, Antigua, Castries, St. Lucia, Bridgetown, Barbados, Roseau, Dominica, Basseterre, St Kitts & Nevis, Fort Lauderdale, Florida
from
$2,667.76
(USD)
Per Person
Non-Refundable
More Details Contact Us
Inside
$2,924.26
Cat: I2
$265.84/Night
Outside
$3,254.26
Cat: O2
$295.84/Night
Balcony
$4,048.26
Cat: P2
$368.02/Night
Suite
$10,975.76
Cat: MS
$997.80/Night
Le Bellot Sailing
Ponant Logo
Cruising the Caribbean's Windward Islands – with Smithsonian Journeys Smithsonian Journeys
Departing on Feb 28, 2026 on the Le Bellot
Nights: 8
Dates: Feb 28, 2026 through Mar 08, 2026
Ship: Le Bellot
Itinerary:
Fort-De-France, Portsmouth, Les Saintes, Port Elizabeth, Bequia Island, Mayreau Island, Saint George's, Grenada, Tobago Cays, Bridgetown, Fort-De-France
from
$5,950.00
(USD)
Per Person
+ $450.00 taxes/fees
More Details Contact Us
Bridgetown
Explora Journeys Logo
An Extended Journey of Colourful Caribbean Escapes
Departing on Dec 06, 2024 on the Explora II
Nights: 14
Dates: Dec 06, 2024 through Dec 20, 2024
Ship: Explora II
Itinerary:
Miami, Charlotte Amalie (Saint Thomas), Road Bay, Roseau, Saint-Pierre, Bridgetown, Bequia, Castries, Basseterre, Spanish Town (Virgin Gorda)...
from
$8,250.00
(USD)
Per Person
More Details Contact Us
Clipper Offshore
Star Clippers Logo
Windward Islands 7 Nights
Departing on Feb 08, 2025 on the Royal Clipper
Nights: 7
Dates: 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
from
$1,700.00
(USD)
Per Person
+ $235.00 taxes/fees
More Details Contact Us
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Silversea Cruises Logo
Caribbean & Central America Cruise Bridgetown to Bridgetown
Departing on Jan 26, 2026 on the Silver Spirit
Nights: 7
Dates: Jan 26, 2026 through Feb 02, 2026
Itinerary:
Bridgetown, Castries, Fort-De-France, Gustavia, St Barthelemy, Roseau, St George's, Bequia, Bridgetown
from
$5,000.00
(USD)
Per Person
More Details Contact Us
Offer Image
Silversea Cruises Logo
Caribbean & Central America Cruise Fort Lauderdale to Fort Lauderdale
Departing on Dec 22, 2025 on the Silver Dawn
Nights: 14
Dates: Dec 22, 2025 through Jan 05, 2026
Ship: Silver Dawn
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...
from
$9,600.00
(USD)
Per Person
More Details Contact Us
Eclipse Exterior
Celebrity Cruises Logo
Antigua, St. Lucia & St. Kitts
Departing on Dec 03, 2026 on the Celebrity Eclipse
Nights: 9
Dates: Dec 03, 2026 through Dec 12, 2026
Itinerary:
Fort Lauderdale, Florida, Basseterre, St Kitts & Nevis, Castries, St. Lucia, Roseau, Dominica, St. Johns, Antigua, Fort Lauderdale, Florida
from
$1,434.05
(USD)
Per Person
Non-Refundable
More Details Contact Us
Inside
$1,434.05
Cat: Z
$159.34/Night
Outside
$1,534.05
Cat: Y
$170.45/Night
Balcony
$1,634.05
Cat: X
$181.56/Night
Suite
$4,534.05
Cat: W
$503.78/Night
Miami Beach
Explora Journeys Logo
An Extended Journey of Caribbean Crescendos & Reggae Rhythms
Departing on Dec 16, 2024 on the Explora I
Nights: 14
Dates: Dec 16, 2024 through Dec 30, 2024
Ship: Explora I
Itinerary:
Miami, Ocho Rios, George Town, Grand Cayman, Cozumel, Merida (Progreso), Miami, San Juan, Road Bay, Roseau, Castries...
from
$8,350.00
(USD)
Per Person
More Details Contact Us
Rhapsody of the Seas Exterior
Royal Caribbean International Logo
Southern Caribbean Cruise Roundtrip from San Juan, Puerto Rico
Departing on May 24, 2025 on the Rhapsody of The Seas
Nights: 8
Dates: May 24, 2025 through Jun 01, 2025
Itinerary:
San Juan, Puerto Rico, St. Croix, U.S.V.I., Charlotte Amalie, St. Thomas, Philipsburg, St. Maarten, Roseau, Dominica, Bridgetown, Barbados, Castries, St. Lucia, Cruising, San Juan, Puerto Rico
from
$911.21
(USD)
Per Person
More Details Contact Us
Le Champlain Exterior
Ponant Logo
The Essential of the Caribbean
Departing on Jan 18, 2025 on the Le Champlain
Nights: 12
Dates: Jan 18, 2025 through Jan 30, 2025
Ship: Le Champlain
Itinerary:
Fort-De-France, Union Island, Port Elizabeth, Bequia Island, Mayreau Island, Tobago Cays, Pigeon Island Beach, Soufrière, Portsmouth, Les Saintes, South Friars Bay, Saint-Kitts...
from
$9,870.00
(USD)
Per Person
+ $670.00 taxes/fees
More Details Contact Us
Le Ponant Primary Exterior
Ponant Logo
Gliding the Waters of the Windward Islands
Departing on Jan 31, 2026 on the Le Ponant
Nights: 7
Dates: Jan 31, 2026 through Feb 07, 2026
Ship: Le Ponant
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
from
$7,980.00
(USD)
Per Person
+ $390.00 taxes/fees
More Details Contact Us
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Regent Seven Seas Cruises Logo
Navigate The World (Away In Wonder) 150 nights on board Seven Seas Mariner
Departing on Jan 07, 2025 on the Seven Seas Mariner
Nights: 150
Dates: Jan 07, 2025 through Jun 06, 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...
from
$102,999.00
(USD)
Per Person
More Details Contact Us
Clipper Offshore
Star Clippers Logo
Leeward Islands 7 Nights
Departing on Feb 22, 2025 on the Star Flyer
Nights: 7
Dates: Feb 22, 2025 through Mar 01, 2025
Ship: Star Flyer
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
from
$1,640.00
(USD)
Per Person
+ $235.00 taxes/fees
More Details Contact Us
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Atlas Ocean Voyages Logo
7-Night Philipsburg to Bridgetown 10/14/26
Departing on Oct 14, 2026 on the World Navigator
Nights: 7
Dates: 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.
from
$3,999.00
(USD)
Per Person
More Details Contact Us
Azamara Quest Exterior
Azamara Logo
14-Night Eastern Caribbean Voyage
Departing on Dec 13, 2025 on the Azamara Quest
Nights: 14
Dates: 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...
from
$2,179.00
(USD)
Per Person
More Details Contact Us
Inside
$2,179.00
Cat: 11
$155.64/Night
Outside
$2,439.00
Cat: 08
$174.21/Night
Balcony
$3,099.00
Cat: V3
$221.36/Night
Suite
$5,169.00
Cat: N2
$369.21/Night
Offer Image
Oceania Cruises Logo
Island & Amazon Immersion Miami to Bridgetown
Departing on Jan 15, 2026 on the Insignia
Nights: 31
Dates: Jan 15, 2026 through Feb 15, 2026
Ship: Insignia
Itinerary:
Miami, Oranjestad, Willemstad, Port Of Spain, St. George's, Castries, Kingstown, Roseau, Fort-De-France, Bridgetown...
from
$8,499.00
(USD)
Per Person
More Details Contact Us
Inside
$8,499.00
Cat: F
$274.16/Night
Outside
$8,899.00
Cat: D
$287.06/Night
Balcony
$12,599.00
Cat: B2
$406.42/Night
Suite
$17,699.00
Cat: PH3
$570.94/Night
Wind Spirit Tahiti
Windstar Cruises Logo
JEWELS OF THE WINDWARD ISLANDS
Departing on Mar 07, 2026 on the Wind Spirit
Nights: 7
Dates: Mar 07, 2026 through Mar 14, 2026
Ship: Wind Spirit
Itinerary:
Bridgetown, Basseterre, St. John's, Les Saintes, Roseau, Mayreau, Bridgetown
This is the Caribbean of days gone by – deep blue waters, quiet coves and tropical islands dotted with powdery beaches and lush green hillsides. Sail from the rugged natural beauty of St. Lucia to little-known isles that are off the tourist radar. From colorful Bequia and Mayreau in St. Vincent & the Grenadines to the open-air markets of exotic St. George’s, you’ll discover a part of the Caribbean that remains authentic and unspoiled.
from
$2,699.00
(USD)
Per Person
+ $17.00 taxes/fees
More Details Contact Us
Le Bellot Sailing
Ponant Logo
Pearls of the Caribbean
Departing on Mar 08, 2026 on the Le Bellot
Nights: 8
Dates: Mar 08, 2026 through Mar 16, 2026
Ship: Le Bellot
Itinerary:
Fort-De-France, Port Elizabeth, Bequia Island, Mayreau Island, Tobago Cays, Union Island, Pigeon Island Beach, Soufrière, Les Saintes, Portsmouth, Fort-De-France
from
$4,750.00
(USD)
Per Person
+ $450.00 taxes/fees
More Details Contact Us
Azamara Quest Exterior
Azamara Logo
6-Night Eastern Caribbean Voyage
Departing on Dec 13, 2025 on the Azamara Quest
Nights: 6
Dates: Dec 13, 2025 through Dec 19, 2025
Itinerary:
Bridgetown, Castries, Roseau, Basseterre, Charlestown, Philipsburg, San Juan, Puerto Rico
from
$1,169.00
(USD)
Per Person
More Details Contact Us
Inside
$1,169.00
Cat: 11
$194.83/Night
Outside
$1,299.00
Cat: 08
$216.50/Night
Balcony
$1,569.00
Cat: V3
$261.50/Night
Suite
$2,499.00
Cat: N2
$416.50/Night
Clipper Offshore
Star Clippers Logo
Star Flyer - Leeward Islands 7 Nights
Departing on Nov 29, 2025 on the Star Flyer
Nights: 7
Dates: Nov 29, 2025 through Dec 06, 2025
Ship: Star Flyer
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
from
$1,730.00
(USD)
Per Person
+ $235.00 taxes/fees
More Details Contact Us