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(50 offers included)
Zuiderdam
Holland America Line Logo
21-Day Eastern & Southern Caribbean: Leeward & Abc Islands Roundtrip from Miami, Florida, US
Departing on Mar 14, 2026 on the Zuiderdam
Nights: 21
Dates: Mar 14, 2026 through Apr 04, 2026
Ship: Zuiderdam
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...
from
$3,909.00
(USD)
Per Person
+ $275.00 taxes/fees
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Oceania Cruises Logo
Iridescent Isles & Inlets Roundtrip from Miami
Departing on Feb 19, 2025 on the Vista
Nights: 18
Dates: Feb 19, 2025 through Mar 09, 2025
Ship: Vista
Itinerary:
Miami, Cruising The Atlantic Ocean, Gustavia, Castries, St. George's, Bridgetown, Roseau, St. John's, Cruising The Atlantic Ocean, Miami...
from
$7,799.00
(USD)
Per Person
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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
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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
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Key West
Explora Journeys Logo
An Extended Journey of Central American Jungles and Caribbean Isles
Departing on Feb 04, 2025 on the Explora II
Nights: 17
Dates: Feb 04, 2025 through Feb 21, 2025
Ship: Explora II
Itinerary:
Miami, Key West, Cayman Brac, Cozumel, Costa Maya, Merida (Progreso), Miami, Road Bay, Roseau, Basse-Terre...
from
$7,310.00
(USD)
Per Person
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Wind Spirit Tahiti
Windstar Cruises Logo
JEWELS OF THE WINDWARD ISLANDS
Departing on Mar 21, 2026 on the Wind Spirit
Nights: 7
Dates: Mar 21, 2026 through Mar 28, 2026
Ship: Wind Spirit
Itinerary:
Bridgetown, Basseterre, Les Saintes, Roseau, Anse Mitan, 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
$2,599.00
(USD)
Per Person
+ $17.00 taxes/fees
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Queen Mary 2
Cunard Line Logo
Transatlantic Crossing And Eastern Caribbean, 21 Nights (M506B) London (Southampton), England to New York, New York
Departing on Mar 08, 2025 on the Queen Mary 2
Nights: 21
Dates: Mar 08, 2025 through Mar 29, 2025
Ship: Queen Mary 2
Itinerary:
London (Southampton), England, 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
Delight in plenty of sea days on Queen Mary 2 during a Transatlantic Crossing before sailing south to sunnier climates in the Caribbean. Here, explore unforgettable landscapes, cuisines, and cultures.
from
$2,929.00
(USD)
Per Person
+ $12,241.00 taxes/fees
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Eurodam
Holland America Line Logo
21-Day Eastern Caribbean Wayfarer / Western Explorer Roundtrip from Fort Lauderdale
Departing on Mar 01, 2025 on the Eurodam
Nights: 21
Dates: Mar 01, 2025 through Mar 22, 2025
Ship: Eurodam
Itinerary:
Fort Lauderdale, Half Moon Cay, St Thomas, Antigua, Point-A-Pitre, Roseau, St Kitts, St Maarten, Fort Lauderdale, Half Moon Cay...
from
$3,339.00
(USD)
Per Person
+ $265.00 taxes/fees
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Wind Spirit Tahiti
Windstar Cruises Logo
STAR COLLECTOR: LEEWARD & WINDWARD CARIBBEAN HAVENS
Departing on Feb 21, 2026 on the Wind Spirit
Nights: 14
Dates: Feb 21, 2026 through Mar 07, 2026
Ship: Wind Spirit
Itinerary:
Philipsburg, St. Maarten, St. John's, Road Bay, Soper's Hole, Virgin Gorda / Prickly Pear, British Virgin Islands, Soper's Hole, Jost Van Dyke, Great Harbour, Gustavia, Philipsburg, St. Maarten, Basseterre...
Little ports, remote reaches and sincere island pleasures exclusive to small-ship cruising beckon during this two-week exploration of the Caribbean’s Windward and Leeward Islands. Take the wheel of a 4x4 buggy and follow dirt roads along the rural outskirts of Falmouth Harbour on Antigua. Sail from Gustavia to remote Colombier Bay and swim or sunbathe among anchored mega yachts prior to elegant snacks and cocktails.
from
$4,099.00
(USD)
Per Person
+ $82.00 taxes/fees
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Oceania Cruises Logo
Caribbean & Amazon Icons Boston to Miami
Departing on Oct 27, 2025 on the Insignia
Nights: 41
Dates: Oct 27, 2025 through Dec 07, 2025
Ship: Insignia
Itinerary:
Boston, Newport, Hamilton, St. George, Gustavia, St. John's, Castries, Bridgetown, St. George's, Kralendijk...
from
$9,599.00
(USD)
Per Person
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Regent Seven Seas Cruises Logo
Turquoise Shores, Hidden Isles 10 nights on board Seven Seas Navigator
Departing on Jan 03, 2025 on the Seven Seas Navigator
Nights: 10
Dates: Jan 03, 2025 through Jan 13, 2025
Itinerary:
San Juan, St. George's, Kingstown, Roseau, Gustavia, St. John's, Pointe A Pitre, Fort De France, Basseterre, San Juan
from
$5,799.00
(USD)
Per Person
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Koningsdam
Holland America Line Logo
28-Day Panama Canal & Eastern Caribbean San Diego to Fort Lauderdale
Departing on Nov 01, 2025 on the Koningsdam
Nights: 28
Dates: Nov 01, 2025 through Nov 29, 2025
Ship: Koningsdam
Itinerary:
San Diego, Puerto Vallarta, Huatulco, Puerto Chiapas, Puerto Quetzal, Puntarenas, Panama Canal (Cruising), Enter Panama Canal Balboa, Exit Panama Canal Cristobal, Aruba...
from
$5,254.00
(USD)
Per Person
+ $245.00 taxes/fees
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Viking Ocean Cruises Logo
Iberian Explorer Barcelona to London (Tilbury)
Departing on Jan 10, 2026 on the Viking Vela
Nights: 7
Dates: Jan 10, 2026 through Jan 17, 2026
Ship: Viking Vela
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.
from
$2,499.00
(USD)
Per Person
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Oceania Cruises Logo
Call of the Amazon Roundtrip from Miami
Departing on Nov 12, 2025 on the Insignia
Nights: 25
Dates: Nov 12, 2025 through Dec 07, 2025
Ship: Insignia
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)...
from
$6,499.00
(USD)
Per Person
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Brilliance of the Seas Exterior Side
Royal Caribbean International Logo
Southern Caribbean Holiday Roundtrip from San Juan, Puerto Rico
Departing on Dec 27, 2026 on the Brilliance of the Seas
Nights: 7
Dates: 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
from
$1,121.33
(USD)
Per Person
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San Juan 1
Explora Journeys Logo
An Extended Journey to Tropical Splendor
Departing on Nov 29, 2024 on the Explora II
Nights: 14
Dates: Nov 29, 2024 through Dec 13, 2024
Ship: Explora II
Itinerary:
San Juan, Gustavia, St. John's (Antigua), Basseterre, Spanish Town (Virgin Gorda), Miami, Charlotte Amalie (Saint Thomas), Road Bay, Roseau, Saint-Pierre...
from
$7,915.00
(USD)
Per Person
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Le Bellot Sailing
Ponant Logo
The Essentials of the Caribbean
Departing on Feb 10, 2026 on the Le Bellot
Nights: 12
Dates: Feb 10, 2026 through Feb 22, 2026
Ship: Le Bellot
Itinerary:
Fort-De-France, Antigua, South Friars Bay, Saint-Kitts, Jost Van Dyke, Gustavia, Les Saintes, Portsmouth, Pigeon Island Beach, Soufrière, Tobago Cays...
from
$9,430.00
(USD)
Per Person
+ $670.00 taxes/fees
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Le Ponant Primary Exterior
Ponant Logo
Gliding the Waters of the Windward Islands
Departing on Mar 15, 2025 on the Le Ponant
Nights: 7
Dates: Mar 15, 2025 through Mar 22, 2025
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
$8,320.00
(USD)
Per Person
+ $390.00 taxes/fees
More Details Contact Us
Le Bellot Sailing
Ponant Logo
Pearls of the Caribbean
Departing on Dec 12, 2025 on the Le Bellot
Nights: 8
Dates: Dec 12, 2025 through Dec 20, 2025
Ship: Le Bellot
Itinerary:
Fort-De-France, Port Elizabeth, Bequia Island, Mayreau Island, Tobago Cays, Union Island, Pigeon Island Beach, Soufrière, Portsmouth, Les Saintes, Fort-De-France
from
$5,070.00
(USD)
Per Person
+ $450.00 taxes/fees
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Silversea Cruises Logo
Caribbean & Central America Cruise Philipsburg to Bridgetown
Departing on Jan 18, 2026 on the Silver Shadow
Nights: 7
Dates: Jan 18, 2026 through Jan 25, 2026
Itinerary:
Philipsburg, St. Maarten, St John, Gustavia, St Barthelemy, Roseau, St George's, Trois Ilets, Kingstown, St. Vincent, Bridgetown
from
$6,000.00
(USD)
Per Person
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Oceania Cruises Logo
Windward Island Escape Roundtrip from Bridgetown
Departing on Jan 22, 2025 on the Sirena
Nights: 7
Dates: Jan 22, 2025 through Jan 29, 2025
Ship: Sirena
Itinerary:
Bridgetown, Fort-De-France, Gustavia, Roseau, Castries, Kingstown, St. George's, Bridgetown
from
$2,699.00
(USD)
Per Person
More Details Contact Us
Le Ponant Primary Exterior
Ponant Logo
Gliding the Waters of the Windward Islands
Departing on Feb 15, 2025 on the Le Ponant
Nights: 7
Dates: Feb 15, 2025 through Feb 22, 2025
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
$10,370.00
(USD)
Per Person
+ $390.00 taxes/fees
More Details Contact Us
Wind Spirit Tahiti
Windstar Cruises Logo
STAR COLLECTOR: BLUE SEAS OF THE WINDWARD ISLANDS
Departing on Mar 14, 2026 on the Wind Spirit
Nights: 14
Dates: Mar 14, 2026 through Mar 28, 2026
Ship: Wind Spirit
Itinerary:
Bridgetown, Pigeon Island, The Pitons, Castries, Kingstown, Mayreau, St. George's, Bequia, Bridgetown, Basseterre...
The Windward Islands will enchant you with their natural beauty – dense rainforests, lush green peaks, cascading waterfalls, stunning black sand beaches. And on this two-week voyage you’ll visit the best of them, from islands so small they have only one village, to villages so small they have only one road. See nature’s artistry in the lush green volcanic pitons of St.
from
$4,099.00
(USD)
Per Person
+ $34.00 taxes/fees
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Oceania Cruises Logo
Idyllic West Indies Roundtrip from Miami
Departing on Mar 09, 2025 on the Vista
Nights: 11
Dates: Mar 09, 2025 through Mar 20, 2025
Ship: Vista
Itinerary:
Miami, Cruising The Atlantic Ocean, St. John's, Castries, Bridgetown, St. George's, Roseau, Gustavia, Cruising The Atlantic Ocean, Miami
from
$4,399.00
(USD)
Per Person
More Details Contact Us
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Oceania Cruises Logo
Around the World in 180 Days Roundtrip from Miami
Departing on Jan 06, 2026 on the Vista
Nights: 180
Dates: Jan 06, 2026 through Jul 05, 2026
Ship: Vista
Itinerary:
Miami, Gustavia, Roseau, Bridgetown, Devil's Island, Belem (Icoaraci), Fortaleza, Salvador, Buzios, Rio De Janeiro...
from
$68,199.00
(USD)
Per Person
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Wind Surf Capri
Windstar Cruises Logo
CLASSIC CARIBBEAN
Departing on Dec 07, 2025 on the Wind Surf
Nights: 7
Dates: Dec 07, 2025 through Dec 14, 2025
Ship: Wind Surf
Itinerary:
Philipsburg, St. Maarten, Charlestown, Roseau, Mayreau, 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.
from
$2,299.00
(USD)
Per Person
+ $52.00 taxes/fees
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Miami Beach
Explora Journeys Logo
A Journey of Wild Isles and Charmed Creole Harbours
Departing on Dec 06, 2024 on the Explora II
Nights: 7
Dates: Dec 06, 2024 through Dec 13, 2024
Ship: Explora II
Itinerary:
Miami, Charlotte Amalie (Saint Thomas), Road Bay, Roseau, Saint-Pierre, Bridgetown
from
$3,925.00
(USD)
Per Person
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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
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Silversea Cruises Logo
Caribbean & Central America Cruise Bridgetown to Fort Lauderdale
Departing on Jan 05, 2026 on the Silver Spirit
Nights: 11
Dates: Jan 05, 2026 through Jan 16, 2026
Itinerary:
Bridgetown, Bequia, Soufrière, St. Lucia, Roseau, Deshaies, Charlestown (Nevis), St. John's, St John, Road Town, Tortola, Day at sea...
from
$6,500.00
(USD)
Per Person
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
Radiance of the Seas Alaska
Royal Caribbean International Logo
Southern Caribbean Cruise Roundtrip from San Juan, Puerto Rico
Departing on Feb 13, 2027 on the Radiance of the Seas
Nights: 7
Dates: Feb 13, 2027 through Feb 20, 2027
Itinerary:
San Juan, Puerto Rico, Charlotte Amalie, St. Thomas, St. Croix, U.S.V.I., Basseterre, St Kitts & Nevis, St. Johns, Antigua, Roseau, Dominica, Cruising, San Juan, Puerto Rico
from
$944.82
(USD)
Per Person
More Details Contact Us
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Oceania Cruises Logo
Idyllic West Indies Roundtrip from Miami
Departing on Feb 19, 2025 on the Vista
Nights: 11
Dates: Feb 19, 2025 through Mar 02, 2025
Ship: Vista
Itinerary:
Miami, Cruising The Atlantic Ocean, Gustavia, Castries, St. George's, Bridgetown, Roseau, St. John's, Cruising The Atlantic Ocean, Miami
from
$5,449.00
(USD)
Per Person
More Details Contact Us
Le Champlain Exterior
Ponant Logo
The Essential of the Caribbean
Departing on Dec 17, 2024 on the Le Champlain
Nights: 12
Dates: Dec 17, 2024 through Dec 29, 2024
Ship: Le Champlain
Itinerary:
Pointe-À-Pitre, Antigua, Jost Van Dyke, Gustavia, South Friars Bay, Saint-Kitts, Les Saintes, Portsmouth, Pigeon Island Beach, Soufrière, Tobago Cays...
from
$7,960.00
(USD)
Per Person
+ $670.00 taxes/fees
More Details Contact Us
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Oceania Cruises Logo
Old & New World Discovery Venice to Miami
Departing on Oct 23, 2026 on the Insignia
Nights: 57
Dates: Oct 23, 2026 through Dec 19, 2026
Ship: Insignia
Itinerary:
Venice, Rijeka, Split, Kotor, Igoumenitsa, Gallipoli, Catania (Sicily), Naples/Pompeii, Rome (Civitavecchia), Barcelona...
from
$14,799.00
(USD)
Per Person
More Details Contact Us
Inside
$14,799.00
Cat: G
$259.63/Night
Outside
$16,199.00
Cat: D
$284.19/Night
Balcony
$22,899.00
Cat: B2
$401.74/Night
Suite
$31,899.00
Cat: PH3
$559.63/Night
Wind Surf Capri
Windstar Cruises Logo
STAR COLLECTOR: CARIBBEAN EXPLORATIONS
Departing on Dec 07, 2025 on the Wind Surf
Nights: 14
Dates: Dec 07, 2025 through Dec 21, 2025
Ship: Wind Surf
Itinerary:
Philipsburg, St. Maarten, Charlestown, Roseau, Mayreau, Les Saintes, Basseterre, Gustavia, Philipsburg, St. Maarten, Falmouth Harbour, Road Bay...
Skip the usual Caribbean cruise stops and discover the small harbors, overlooked havens and most remote secrets among the Leeward Islands. Whether you’re looking for hidden shops, sampling new cuisine or seeking a local place to sip rum cocktails over the melodic beat of steel drums, this highly personalized adventure is an intimate opportunity to familiarize yourself with the lesser-known charms of Les Saintes, Anse Mitan, Pigeon Island and much more.
from
$3,699.00
(USD)
Per Person
+ $120.00 taxes/fees
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
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
MSC Virtuosa Aerial
MSC Cruises Logo
7 Nights Southern Caribbean
Departing on Feb 01, 2025 on the MSC Virtuosa
Nights: 7
Dates: Feb 01, 2025 through Feb 08, 2025
Ship: MSC Virtuosa
Itinerary:
Fort De France Martinique, Pointe-A-Pitre Guadeloupe, Roseau Dominica, Bridgetown Barbados, Kingstown saint Vincent & Th, Saint George Grenada, Fort De France Martinique
from
$699.19
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$699.19
Cat: IB
$99.88/Night
Outside
$869.19
Cat: OB
$124.17/Night
Balcony
$1,029.19
Cat: BB
$147.03/Night
Suite
$1,717.19
Cat: YIN
$245.31/Night
Queen Mary 2
Cunard Line Logo
Transatlantic Crossing and Eastern Caribbean, 28 Nights
Departing on Nov 17, 2025 on the Queen Mary 2
Nights: 28
Dates: Nov 17, 2025 through Dec 15, 2025
Ship: Queen Mary 2
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.
from
$4,181.00
(USD)
Per Person
+ $8,283.00 taxes/fees
More Details Contact Us
Inside
$4,181.00
Cat: IF
$149.32/Night
Outside
$5,861.00
Cat: EF
$209.32/Night
Balcony
$6,037.00
Cat: DF
$215.61/Night
Suite
$15,171.00
Cat: P2
$541.82/Night
Rhapsody of the Seas Exterior
Royal Caribbean International Logo
Southern Caribbean Cruise Roundtrip from San Juan, Puerto Rico
Departing on Apr 13, 2025 on the Rhapsody of The Seas
Nights: 8
Dates: 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
from
$1,231.19
(USD)
Per Person
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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
$1,345.94
(USD)
Per Person
Non-Refundable
More Details Contact Us
Queen Mary 2
Cunard Line Logo
Caribbean Celebration, 14 Nights
Departing on Dec 20, 2026 on the Queen Mary 2
Nights: 14
Dates: Dec 20, 2026 through Jan 03, 2027
Ship: Queen Mary 2
Itinerary:
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
Enjoy sunny days in Barbados, Dominica, and Saint Lucia, among other tropical islands, on this Christmas voyage to the Caribbean. You’ll also celebrate New Year’s on board – the perfect start to 2024.
from
$3,529.00
(USD)
Per Person
+ $5,904.00 taxes/fees
More Details Contact Us
Inside
$3,529.00
Cat: IF
$252.07/Night
Outside
$4,529.00
Cat: EF
$323.50/Night
Balcony
$4,659.00
Cat: DC
$332.79/Night
Suite
$10,579.00
Cat: P2
$755.64/Night
Viking Sea Exterior
Viking Ocean Cruises Logo
West Indies Explorer Roundtrip from San Juan
Departing on Dec 05, 2026 on the Viking Sea
Nights: 10
Dates: Dec 05, 2026 through Dec 15, 2026
Ship: Viking Sea
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.
from
$3,299.00
(USD)
Per Person
More Details Contact Us
Clipper Offshore
Star Clippers Logo
Windward Islands 7 Nights
Departing on Jan 25, 2025 on the Royal Clipper
Nights: 7
Dates: 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
from
$1,700.00
(USD)
Per Person
+ $235.00 taxes/fees
More Details Contact Us
Clipper Offshore
Star Clippers Logo
Royal Clipper - Windward Islands 7 Nights
Departing on Feb 21, 2026 on the Royal Clipper
Nights: 7
Dates: Feb 21, 2026 through Feb 28, 2026
Itinerary:
Bridgetown, Barbados, Rodney Bay, St. Lucia, Sail with Star Flyer to Cabrits, Cabrits, Dominica, Falmouth Harbour, Antigua, Basseterre, St. Kitts (morning), South Friars Bay - Beach, St. Kitts (afternoon), Terre de Haut, Iles des Saintes, Beach, Martinique, Bridgetown, Barbados
from
$1,790.00
(USD)
Per Person
+ $235.00 taxes/fees
More Details Contact Us
Queen Mary 2
Cunard Line Logo
Transatlantic Crossing and Caribbean Celebration, 22 Nights
Departing on Dec 20, 2026 on the Queen Mary 2
Nights: 22
Dates: Dec 20, 2026 through Jan 11, 2027
Ship: Queen Mary 2
Itinerary:
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
Join in the festive fun and games on board as you celebrate Christmas in the Caribbean sunshine. Then, enjoy a New Year’s Eve to remember, counting down to midnight as you sail toward New York.
from
$4,564.00
(USD)
Per Person
+ $5,904.00 taxes/fees
More Details Contact Us
Inside
$4,564.00
Cat: IF
$207.45/Night
Outside
$5,923.00
Cat: EF
$269.23/Night
Balcony
$6,198.00
Cat: DF
$281.73/Night
Suite
$15,485.00
Cat: P1
$703.86/Night
Offer Image
Silversea Cruises Logo
Caribbean & Central America Cruise Bridgetown to Bridgetown
Departing on Dec 15, 2025 on the Silver Spirit
Nights: 7
Dates: Dec 15, 2025 through Dec 22, 2025
Itinerary:
Bridgetown, Bequia, Fort-De-France, Gustavia, St Barthelemy, Roseau, St George's, Castries, Bridgetown
from
$6,400.00
(USD)
Per Person
More Details Contact Us
Clipper Offshore
Star Clippers Logo
Royal Clipper - Windward Islands 7 Nights
Departing on Jan 24, 2026 on the Royal Clipper
Nights: 7
Dates: 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
from
$1,790.00
(USD)
Per Person
+ $235.00 taxes/fees
More Details Contact Us
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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
Offer Image
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