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(50 offers included)
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Princess Cruises® Logo
7-Day Southern Caribbean with Barbados Roundtrip from San Juan
Departing on Jan 31, 2027 on the Crown Princess
Nights: 7
Dates: Jan 31, 2027 through Feb 07, 2027
Itinerary:
San Juan, St Thomas, St Kitts, Dominica, Grenada, Barbados, San Juan
from
$954.00
(USD)
Per Person
More Details Contact Us
Inside
$954.00
Cat: IF
$136.29/Night
Outside
$1,097.00
Cat: OZ
$156.71/Night
Balcony
$1,329.00
Cat: BF
$189.86/Night
Suite
$1,454.00
Cat: ME
$207.71/Night
Grand Princess in Hawaii
Princess Cruises® Logo
7-Day Southern Caribbean with Barbados and Antigua Holiday
Departing on Dec 21, 2025 on the Grand Princess
Nights: 7
Dates: Dec 21, 2025 through Dec 28, 2025
Itinerary:
San Juan, Tortola, Guadeloupe (Pointe-A-Pitre), Dominica, Grenada, Barbados, San Juan
from
$1,120.00
(USD)
Per Person
More Details Contact Us
Inside
$1,120.00
Cat: IE
$160.00/Night
Outside
$1,120.00
Cat: OF
$160.00/Night
Balcony
$1,185.00
Cat: BE
$169.29/Night
Suite
$1,570.00
Cat: ME
$224.29/Night
Oceania Allura
Oceania Cruises Logo
Caribbean Illumination Roundtrip from Miami
Departing on Apr 04, 2026 on the Allura
Nights: 10
Dates: Apr 04, 2026 through Apr 14, 2026
Ship: Allura
Itinerary:
Miami, San Juan, Basseterre, Castries, Roseau, Charlotte Amalie, Miami
from
$3,899.00
(USD)
Per Person
More Details Contact Us
Balcony
$3,899.00
Cat: B5
$389.90/Night
Suite
$7,099.00
Cat: PH1
$709.90/Night
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Star Clippers Logo
Windward Islands
Departing on Dec 05, 2026 on the Royal Clipper
Nights: 7
Dates: Dec 05, 2026 through Dec 12, 2026
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
$2,080.00
(USD)
Per Person
More Details Contact Us
Inside
$2,080.00
Cat: Category 6
$297.14/Night
Outside
$2,330.00
Cat: Category 5
$332.86/Night
Suite
$4,210.00
Cat: Deluxe Suite with Veranda
$601.43/Night
No Image Available
Holland America Line Logo
21-Day Eastern & Western Caribbean Holiday: Belize & Mexico Roundtrip from Fort Lauderdale
Nights: 21
Dates: Dec 22, 2026 through Jan 12, 2027
Itinerary:
Fort Lauderdale, St Maarten, St Kitts, Roseau, St Lucia, Antigua, St Thomas, Relaxaway Half Moon Cay, Fort Lauderdale, Relaxaway Half Moon Cay, Falmouth, Grand Cayman, Belize City, Cozumel, Key West, Fort Lauderdale
from
$4,809.00
(USD)
Per Person
More Details Contact Us
Inside
$4,809.00
Cat: N
$229.00/Night
Outside
$6,109.00
Cat: F
$290.90/Night
Balcony
$6,559.00
Cat: VH
$312.33/Night
Suite
$8,609.00
Cat: BC
$409.95/Night
Volendam
Holland America Line Logo
14-Day Eastern Caribbean: Antilles & Private Island Holiday Roundtrip from Fort Lauderdale
Departing on Dec 21, 2025 on the Volendam
Nights: 14
Dates: Dec 21, 2025 through Jan 04, 2026
Ship: Volendam
Itinerary:
Fort Lauderdale, St. John, Port Of Spain, Grenada, Roseau, St Lucia, St Maarten, Antigua, Grand Turk, Half Moon Cay, Fort Lauderdale
from
$2,909.00
(USD)
Per Person
More Details Contact Us
Inside
$2,909.00
Cat: N
$207.79/Night
Outside
$3,009.00
Cat: HH
$214.93/Night
Seabourn Quest
Seabourn Cruise Line Logo
14-Day Leeward Island Jewels Roundtrip from Miami
Departing on Nov 22, 2026 on the Seabourn Quest
Nights: 14
Dates: Nov 22, 2026 through Dec 06, 2026
Itinerary:
Miami, San Juan, Road Bay, Carambola Beach, Roseau, Martinique, Terre-De-Haut, Montserrat, Virgin Gorda, Great Harbour, Jost Van Dyke, Miami
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.
from
$6,998.00
(USD)
Per Person
More Details Contact Us
Suite
$6,998.00
Cat: A
$499.86/Night
Queen Mary 2
Cunard Line Logo
Transatlantic Crossing And Caribbean Celebration, 30 Nights (M634B) Roundtrip from London (Southampton), England
Departing on Dec 12, 2026 on the Queen Mary 2
Nights: 30
Dates: Dec 12, 2026 through Jan 11, 2027
Ship: Queen Mary 2
Itinerary:
London (Southampton), England, New York, New York, Tortola, B.V.I., St. Maarten, Netherlands Antilles, Barbados, Barbados, St Lucia, Saint Lucia, Dominica, Dominica, St. Kitts, ST Kitts/Nevis, New York, New York, London (Southampton), England
Sugar white sands and palm trees swaying against the sound of steel drums are the stuff of dreams on this Caribbean voyage. Plus, on Christmas Day, enjoy a feast without the worry of who’s washing up!
from
$5,449.00
(USD)
Per Person
More Details Contact Us
Inside
$5,449.00
Cat: IF
$181.63/Night
Outside
$7,139.00
Cat: EF
$237.97/Night
Balcony
$7,539.00
Cat: DF
$251.30/Night
Suite
$21,729.00
Cat: P1
$724.30/Night
Offer Image
Viking Ocean Cruises Logo
Iberian Explorer London (Tilbury) to Barcelona
Departing on Oct 01, 2025 on the Viking Vela
Nights: 7
Dates: Oct 01, 2025 through Oct 08, 2025
Ship: Viking Vela
Itinerary:
London (Tilbury), Portsmouth, Sail the Atlantic Ocean, Vigo, Sail the Strait of Gibraltar, Granada (Málaga), Murcia (Cartagena), Barcelona
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
$3,099.00
(USD)
Per Person
More Details Contact Us
Balcony
$3,099.00
Cat: V1
$442.71/Night
Suite
$4,599.00
Cat: PS3
$657.00/Night
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Princess Cruises® Logo
14-Day Southern Caribbean Adventurer Roundtrip from San Juan
Departing on Feb 28, 2027 on the Crown Princess
Nights: 14
Dates: Feb 28, 2027 through Mar 14, 2027
Itinerary:
San Juan, St Thomas, St Kitts, Dominica, Grenada, Barbados, San Juan, St Thomas, St Maarten, Antigua, St Lucia, Barbados, San Juan
from
$1,954.00
(USD)
Per Person
More Details Contact Us
Inside
$1,954.00
Cat: IF
$139.57/Night
Outside
$2,246.00
Cat: OZ
$160.43/Night
Balcony
$2,879.00
Cat: BF
$205.64/Night
Suite
$3,554.00
Cat: ME
$253.86/Night
Grand Princess in Hawaii
Princess Cruises® Logo
14-Day Southern Caribbean Adventurer
Departing on Mar 22, 2026 on the Grand Princess
Nights: 14
Dates: Mar 22, 2026 through Apr 05, 2026
Itinerary:
San Juan, St Thomas, St Maarten, Antigua, Dominica, Barbados, San Juan, St Maarten, Dominica, Grenada, Barbados, Tortola, San Juan
from
$1,385.00
(USD)
Per Person
More Details Contact Us
Inside
$1,385.00
Cat: IF
$98.93/Night
Outside
$1,560.00
Cat: OF
$111.43/Night
Balcony
$2,235.00
Cat: BF
$159.64/Night
Suite
$2,360.00
Cat: ME
$168.57/Night
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Princess Cruises® Logo
20-Day Caribbean Explorer
Departing on Feb 15, 2026 on the Enchanted Princess
Nights: 20
Dates: Feb 15, 2026 through Mar 07, 2026
Itinerary:
Fort Lauderdale, Princess Cays, St Thomas, St Maarten, Antigua, St Kitts, Tortola, Fort Lauderdale, Princess Cays, St Thomas, Dominica, Barbados, Martinique, Antigua, Fort Lauderdale
from
$3,498.00
(USD)
Per Person
More Details Contact Us
Inside
$3,498.00
Cat: IF
$174.90/Night
Balcony
$4,214.00
Cat: BW
$210.70/Night
Suite
$5,078.00
Cat: MF
$253.90/Night
Offer Image
Azamara Logo
Eastern Caribbean Cruise: Barbados, Saint Lucia & Sint Maarten
Departing on Nov 15, 2025 on the Azamara Quest
Nights: 7
Dates: Nov 15, 2025 through Nov 22, 2025
Itinerary:
Bridgetown, Castries, Roseau, Basseterre, St.Kitts, Charlestown, Nevis, Philipsburg, Road Town, Tortola, San Juan
from
$1,559.00
(USD)
Per Person
More Details Contact Us
Inside
$1,599.00
Cat: Z
$228.43/Night
Outside
$1,559.00
Cat: Y
$222.71/Night
Balcony
$3,609.00
Cat: V3
$515.57/Night
Grand Princess in Hawaii
Princess Cruises® Logo
14-Day Southern Caribbean Adventurer
Departing on Mar 15, 2026 on the Grand Princess
Nights: 14
Dates: Mar 15, 2026 through Mar 29, 2026
Itinerary:
San Juan, Tortola, St Kitts, Dominica, Grenada, Barbados, San Juan, St Thomas, St Maarten, Antigua, Dominica, Barbados, San Juan
from
$1,400.00
(USD)
Per Person
More Details Contact Us
Inside
$1,400.00
Cat: IF
$100.00/Night
Outside
$1,610.00
Cat: OY
$115.00/Night
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Ponant Logo
Pearls of the Caribbean Timeless
Departing on Jan 28, 2026 on the Le Dumont d'Urville
Nights: 8
Dates: Jan 28, 2026 through Feb 05, 2026
Itinerary:
Vieux Fort, Port Elizabeth, Bequia Island, Mayreau Island, Tobago Cays, Union Island, Soufrière, Pigeon Island Beach, Marie-Galante, Portsmouth, Vieux Fort
from
$5,520.00
(USD)
Per Person
More Details Contact Us
Balcony
$5,520.00
Cat: DEL
$690.00/Night
Suite
$8,240.00
Cat: DS3
$1,030.00/Night
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Atlas Ocean Voyages Logo
St. Maarten to Barbados
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
from
$4,958.30
(USD)
Per Person
More Details Contact Us
Outside
$4,958.30
Cat: AO
$708.33/Night
Balcony
$5,528.30
Cat: B2
$789.76/Night
Suite
$9,518.30
Cat: JS
$1,359.76/Night
Offer Image
Princess Cruises® Logo
10-Day Southern Caribbean with Martinique Holiday Roundtrip from Fort Lauderdale
Departing on Dec 27, 2025 on the Enchanted Princess
Nights: 10
Dates: Dec 27, 2025 through Jan 06, 2026
Itinerary:
Fort Lauderdale, Princess Cays, St Thomas, Dominica, Barbados, Martinique, Antigua, Fort Lauderdale
from
$2,049.00
(USD)
Per Person
More Details Contact Us
Inside
$2,049.00
Cat: IF
$204.90/Night
Balcony
$2,133.00
Cat: BW
$213.30/Night
Suite
$2,565.00
Cat: MF
$256.50/Night
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Star Clippers Logo
Classic Yachtsman Caribbean 7 Nights
Departing on Nov 29, 2025 on the Royal Clipper
Nights: 7
Dates: Nov 29, 2025 through Dec 06, 2025
Itinerary:
St. John's, Antigua, Terre de Haut, Iles des Saintes, Cabrits, Dominica (RC & SF meet), Beach stop, Martinique, St. George's, Grenada, Tobago Cays, Grenadines, Marigot Bay, St. Lucia (morning), Soufriere, St. Lucia (afternoon), Bridgetown, Barbados
from
$2,030.00
(USD)
Per Person
More Details Contact Us
Inside
$2,030.00
Cat: Category 6
$290.00/Night
Outside
$2,280.00
Cat: Category 5
$325.71/Night
Suite
$4,120.00
Cat: Deluxe Suite with Veranda
$588.57/Night
Grand Princess in Hawaii
Princess Cruises® Logo
7-Day Southern Caribbean with Barbados
Departing on Nov 09, 2025 on the Grand Princess
Nights: 7
Dates: Nov 09, 2025 through Nov 16, 2025
Itinerary:
San Juan, St Maarten, Dominica, Barbados, Grenada, St Kitts, San Juan
from
$479.00
(USD)
Per Person
More Details Contact Us
Inside
$479.00
Cat: IF
$68.43/Night
Outside
$539.00
Cat: OZ
$77.00/Night
Balcony
$669.00
Cat: BF
$95.57/Night
Suite
$769.00
Cat: ME
$109.86/Night
Zuiderdam
Holland America Line Logo
20-Day Ultimate Caribbean: Bahamas To Abc Islands Roundtrip from Miami
Departing on Feb 14, 2027 on the Zuiderdam
Nights: 20
Dates: Feb 14, 2027 through Mar 06, 2027
Ship: Zuiderdam
Itinerary:
Miami, Relaxaway Half Moon Cay, San Juan, St Thomas, Tortola, St Maarten, Antigua, Scenic Cruising Soufriere Bay, St Lucia, Roseau, Barbados, Grenada, Scarborough, Bonaire, Aruba, Curacao, Falmouth, Miami
from
$4,144.00
(USD)
Per Person
More Details Contact Us
Inside
$4,144.00
Cat: N
$207.20/Night
Outside
$5,044.00
Cat: HH
$252.20/Night
Balcony
$5,894.00
Cat: VH
$294.70/Night
Suite
$8,744.00
Cat: SZ
$437.20/Night
Azamara Journey Exterior
Azamara Logo
Eastern Caribbean Cruise: Saint Lucia, Dominica & Sint Maarten
Departing on Dec 12, 2026 on the Azamara Journey
Nights: 6
Dates: Dec 12, 2026 through Dec 18, 2026
Itinerary:
Bridgetown, Castries, Roseau, Basseterre, Charlestown, Philipsburg, San Juan, Puerto Rico
from
$1,859.00
(USD)
Per Person
More Details Contact Us
Inside
$1,859.00
Cat: Z
$309.83/Night
Outside
$2,409.00
Cat: Y
$401.50/Night
Balcony
$3,199.00
Cat: V3
$533.17/Night
Suite
$4,989.00
Cat: W
$831.50/Night
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Viking Ocean Cruises Logo
West Indies Explorer Roundtrip from San Juan
Departing on Nov 27, 2027 on the Viking Sea
Nights: 10
Dates: Nov 27, 2027 through Dec 07, 2027
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
$3,699.00
(USD)
Per Person
More Details Contact Us
Balcony
$3,699.00
Cat: V2
$369.90/Night
Suite
$6,299.00
Cat: PS3
$629.90/Night
Grand Princess in Hawaii
Princess Cruises® Logo
14-Day Southern Caribbean Adventurer
Departing on Nov 09, 2025 on the Grand Princess
Nights: 14
Dates: Nov 09, 2025 through Nov 23, 2025
Itinerary:
San Juan, St Maarten, Dominica, Barbados, Grenada, St Kitts, San Juan, St Maarten, Dominica, Barbados, Antigua, St Thomas, San Juan
from
$1,355.00
(USD)
Per Person
More Details Contact Us
Inside
$1,355.00
Cat: IC
$96.79/Night
Outside
$1,222.00
Cat: OZ
$87.29/Night
Offer Image
Star Clippers Logo
Leeward Islands
Departing on Feb 27, 2027 on the Star Flyer
Nights: 7
Dates: Feb 27, 2027 through Mar 06, 2027
Ship: Star Flyer
Itinerary:
Philipsburg, St. Maarten, Charlestown, Nevis, 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
$2,010.00
(USD)
Per Person
More Details Contact Us
Inside
$2,010.00
Cat: Category 6
$287.14/Night
Outside
$2,320.00
Cat: Category 5
$331.43/Night
Zuiderdam
Holland America Line Logo
26-Day Panama Canal & Eastern Caribbean San Diego to Miami
Departing on Feb 27, 2026 on the Zuiderdam
Nights: 26
Dates: Feb 27, 2026 through Mar 25, 2026
Ship: Zuiderdam
Itinerary:
San Diego, Puerto Vallarta, Huatulco, Puerto Chiapas, Puerto Quetzal, Fuerte Amador, Panama Canal (Cruising), Fuerte Amador, Enter Panama Canal Balboa, Exit Panama Canal Cristobal, Cartagena, Half Moon Cay, Miami, St Maarten, Antigua, Martinique, Roseau, St Kitts, St Thomas, Half Moon Cay, Miami
from
$4,774.00
(USD)
Per Person
More Details Contact Us
Inside
$4,774.00
Cat: N
$183.62/Night
Outside
$5,174.00
Cat: HH
$199.00/Night
Balcony
$5,174.00
Cat: VH
$199.00/Night
Suite
$9,234.00
Cat: SY
$355.15/Night
No Image Available
Holland America Line Logo
11-Day Eastern Caribbean: Windward & Leeward Islands Roundtrip from Fort Lauderdale
Nights: 11
Dates: Dec 01, 2026 through Dec 12, 2026
Itinerary:
Fort Lauderdale, St Maarten, Antigua, Roseau, St Lucia, St Kitts, St Thomas, Relaxaway Half Moon Cay, Fort Lauderdale
from
$2,199.00
(USD)
Per Person
More Details Contact Us
Inside
$2,199.00
Cat: N
$199.91/Night
Outside
$2,899.00
Cat: F
$263.55/Night
Balcony
$3,099.00
Cat: VH
$281.73/Night
Suite
$3,999.00
Cat: BC
$363.55/Night
Azamara Journey Exterior
Azamara Logo
Eastern Caribbean Cruise: Saint Kitts, Nevis & Saint Barthã‰lemy
Departing on Nov 28, 2026 on the Azamara Journey
Nights: 7
Dates: Nov 28, 2026 through Dec 05, 2026
Itinerary:
Bridgetown, Castries, Roseau, Basseterre, St.Kitts, Charlestown, Nevis, Philipsburg, Gustavia, San Juan
from
$2,269.00
(USD)
Per Person
More Details Contact Us
Inside
$2,269.00
Cat: Z
$324.14/Night
Outside
$2,799.00
Cat: Y
$399.86/Night
Balcony
$3,589.00
Cat: X
$512.71/Night
Suite
$5,859.00
Cat: W
$837.00/Night
Offer Image
Viking Ocean Cruises Logo
Mediterranean Discoveries Rome (Civitavecchia) to London (Tilbury)
Departing on Jan 13, 2026 on the Viking Neptune
Nights: 14
Dates: 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, Sail the Atlantic Ocean, Portsmouth, London (Tilbury)
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.
from
$6,898.00
(USD)
Per Person
More Details Contact Us
Balcony
$6,898.00
Cat: PV1
$492.71/Night
Suite
$7,298.00
Cat: PS3
$521.29/Night
Queen Victoria
Cunard Line Logo
Eastern Caribbean, 28 Nights
Departing on Feb 22, 2026 on the Queen Victoria
Nights: 28
Dates: Feb 22, 2026 through Mar 22, 2026
Itinerary:
London (Southampton), England, Madeira, Portugal, Tortola, B.V.I., St. Maarten, Netherlands Antilles, St. Kitts, ST Kitts/Nevis, Dominica, Dominica, St Lucia, Saint Lucia, Barbados, Barbados, Tenerife, Canary Islands, London (Southampton), England
Fulfill the ultimate holiday fantasy, sinking your toes into the white sands of Caribbean beaches on this 28-night voyage. On board, make use of Queen Victoria’s sun decks, as you sail between islands.
from
$3,849.00
(USD)
Per Person
More Details Contact Us
Inside
$3,849.00
Cat: IF
$137.46/Night
Outside
$5,419.00
Cat: FB
$193.54/Night
Balcony
$6,319.00
Cat: BD
$225.68/Night
Suite
$16,109.00
Cat: P2
$575.32/Night
Zuiderdam
Holland America Line Logo
21-Day Eastern & Western Caribbean: Leeward Islands & Mexico Roundtrip from Miami
Departing on Oct 31, 2026 on the Zuiderdam
Nights: 21
Dates: Oct 31, 2026 through Nov 21, 2026
Ship: Zuiderdam
Itinerary:
Miami, St Maarten, Antigua, Martinique, Roseau, St Kitts, St Thomas, Relaxaway Half Moon Cay, Miami, Key West, Falmouth, Grand Cayman, Mahogany Bay, Cozumel, Relaxaway Half Moon Cay, Miami
from
$4,199.00
(USD)
Per Person
More Details Contact Us
Inside
$4,199.00
Cat: N
$199.95/Night
Outside
$5,049.00
Cat: HH
$240.43/Night
Balcony
$5,799.00
Cat: VH
$276.14/Night
Suite
$8,549.00
Cat: SZ
$407.10/Night
Grand Princess in Hawaii
Princess Cruises® Logo
7-Day Southern Caribbean with Barbados
Departing on Feb 15, 2026 on the Grand Princess
Nights: 7
Dates: Feb 15, 2026 through Feb 22, 2026
Itinerary:
San Juan, St Kitts, Dominica, St Lucia, Grenada, Barbados, San Juan
from
$884.00
(USD)
Per Person
More Details Contact Us
Inside
$884.00
Cat: ID
$126.29/Night
Outside
$744.00
Cat: OZ
$106.29/Night
Balcony
$1,249.00
Cat: BF
$178.43/Night
Suite
$1,624.00
Cat: ME
$232.00/Night
Offer Image
Star Clippers Logo
Leeward Islands
Departing on Jan 30, 2027 on the Star Flyer
Nights: 7
Dates: Jan 30, 2027 through Feb 06, 2027
Ship: Star Flyer
Itinerary:
Philipsburg, St. Maarten, Charlestown, Nevis, 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
$2,010.00
(USD)
Per Person
More Details Contact Us
Inside
$2,010.00
Cat: Category 6
$287.14/Night
Outside
$2,320.00
Cat: Category 5
$331.43/Night
Koningsdam
Holland America Line Logo
21-Day Eastern & Southern Caribbean: Leeward & Abc Islands Roundtrip from Fort Lauderdale
Departing on Nov 18, 2025 on the Koningsdam
Nights: 21
Dates: Nov 18, 2025 through Dec 09, 2025
Ship: Koningsdam
Itinerary:
Fort Lauderdale, St Maarten, Antigua, St Lucia, Roseau, St Kitts, St Thomas, Half Moon Cay, Fort Lauderdale, Half Moon Cay, Grand Turk, Amber Cove, Curacao, Bonaire, Aruba, Fort Lauderdale
from
$3,179.00
(USD)
Per Person
More Details Contact Us
Inside
$3,179.00
Cat: N
$151.38/Night
Outside
$3,339.00
Cat: F
$159.00/Night
Balcony
$3,779.00
Cat: VH
$179.95/Night
Offer Image
Viking Ocean Cruises Logo
West Indies Explorer Roundtrip from San Juan
Departing on Nov 25, 2026 on the Viking Sea
Nights: 10
Dates: Nov 25, 2026 through Dec 05, 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
$3,599.00
(USD)
Per Person
More Details Contact Us
Balcony
$3,599.00
Cat: V1
$359.90/Night
Suite
$5,999.00
Cat: PS3
$599.90/Night
Offer Image
Star Clippers Logo
Windward Islands
Departing on Feb 13, 2027 on the Royal Clipper
Nights: 7
Dates: Feb 13, 2027 through Feb 20, 2027
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
$2,080.00
(USD)
Per Person
More Details Contact Us
Inside
$2,080.00
Cat: Category 6
$297.14/Night
Outside
$2,330.00
Cat: Category 5
$332.86/Night
Suite
$4,210.00
Cat: Deluxe Suite with Veranda
$601.43/Night
Koningsdam
Holland America Line Logo
11-Day Eastern Caribbean: Windward & Leeward Islands Roundtrip from Fort Lauderdale
Departing on Nov 18, 2025 on the Koningsdam
Nights: 11
Dates: Nov 18, 2025 through Nov 29, 2025
Ship: Koningsdam
Itinerary:
Fort Lauderdale, St Maarten, Antigua, St Lucia, Roseau, St Kitts, St Thomas, Half Moon Cay, Fort Lauderdale
from
$849.00
(USD)
Per Person
Non-Refundable
More Details Contact Us
Inside
$849.00
Cat: N
$77.18/Night
Outside
$949.00
Cat: F
$86.27/Night
Balcony
$1,249.00
Cat: VH
$113.55/Night
Distinctive Voyages
Grand Princess in Hawaii
Princess Cruises® Logo
14-Day Southern Caribbean Adventurer
Departing on Jan 18, 2026 on the Grand Princess
Nights: 14
Dates: Jan 18, 2026 through Feb 01, 2026
Itinerary:
San Juan, St Thomas, St Maarten, Antigua, Dominica, Barbados, San Juan, St Thomas, St Maarten, Antigua, Guadeloupe (Pointe-A-Pitre), Barbados, San Juan
from
$1,310.00
(USD)
Per Person
More Details Contact Us
Inside
$1,310.00
Cat: IF
$93.57/Night
Outside
$1,290.00
Cat: OZ
$92.14/Night
No Image Available
Holland America Line Logo
21-Day Western & Eastern Caribbean: Mexico & Leeward Islands Roundtrip from Fort Lauderdale
Nights: 21
Dates: Nov 21, 2026 through Dec 12, 2026
Itinerary:
Fort Lauderdale, Relaxaway Half Moon Cay, Falmouth, Mahogany Bay, Belize City, Costa Maya, Cozumel, Fort Lauderdale, St Maarten, Antigua, Roseau, St Lucia, St Kitts, St Thomas, Relaxaway Half Moon Cay, Fort Lauderdale
from
$4,194.00
(USD)
Per Person
More Details Contact Us
Inside
$4,194.00
Cat: N
$199.71/Night
Outside
$5,444.00
Cat: F
$259.24/Night
Balcony
$5,794.00
Cat: VH
$275.90/Night
Suite
$7,444.00
Cat: BC
$354.48/Night
Offer Image
Princess Cruises® Logo
14-Day Circle Caribbean Roundtrip from Fort Lauderdale
Departing on Nov 24, 2025 on the Coral Princess
Nights: 14
Dates: Nov 24, 2025 through Dec 08, 2025
Itinerary:
Fort Lauderdale, St Maarten, St Kitts, Dominica, Martinique, Grenada, Trinidad (Port Of Spain), Aruba, Curacao, Fort Lauderdale
from
$1,259.00
(USD)
Per Person
More Details Contact Us
Inside
$1,259.00
Cat: IF
$89.93/Night
Outside
$1,218.00
Cat: OZ
$87.00/Night
Suite
$1,639.00
Cat: ME
$117.07/Night
Offer Image
Star Clippers Logo
Leeward Islands 7 Nights
Departing on Feb 07, 2026 on the Star Flyer
Nights: 7
Dates: Feb 07, 2026 through Feb 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
$1,970.00
(USD)
Per Person
More Details Contact Us
Inside
$1,970.00
Cat: Category 6
$281.43/Night
Outside
$2,270.00
Cat: Category 5
$324.29/Night
Koningsdam
Holland America Line Logo
21-Day Western & Eastern Caribbean: Mexico & Leeward Islands Roundtrip from Fort Lauderdale
Departing on Jan 14, 2026 on the Koningsdam
Nights: 21
Dates: Jan 14, 2026 through Feb 04, 2026
Ship: Koningsdam
Itinerary:
Fort Lauderdale, Half Moon Cay, Falmouth, Grand Cayman, Belize City, Roatan, Cozumel, Fort Lauderdale, St Maarten, Antigua, Martinique, Roseau, St Kitts, St Thomas, Half Moon Cay, Fort Lauderdale
from
$3,884.00
(USD)
Per Person
More Details Contact Us
Inside
$3,884.00
Cat: N
$184.95/Night
Outside
$4,514.00
Cat: F
$214.95/Night
Balcony
$5,374.00
Cat: VH
$255.90/Night
Koningsdam
Holland America Line Logo
21-Day Southern & Eastern Caribbean: Abc & Leeward Islands Roundtrip from Fort Lauderdale
Departing on Nov 29, 2025 on the Koningsdam
Nights: 21
Dates: Nov 29, 2025 through Dec 20, 2025
Ship: Koningsdam
Itinerary:
Fort Lauderdale, Half Moon Cay, Grand Turk, Amber Cove, Curacao, Bonaire, Aruba, Fort Lauderdale, St Maarten, Antigua, St Lucia, Roseau, St Kitts, St Thomas, Half Moon Cay, Fort Lauderdale
from
$3,339.00
(USD)
Per Person
More Details Contact Us
Inside
$3,339.00
Cat: N
$159.00/Night
Outside
$3,499.00
Cat: F
$166.62/Night
Balcony
$4,019.00
Cat: VH
$191.38/Night
Suite
$4,899.00
Cat: BC
$233.29/Night
Grand Princess in Hawaii
Princess Cruises® Logo
14-Day Southern Caribbean Adventurer
Departing on Jan 04, 2026 on the Grand Princess
Nights: 14
Dates: Jan 04, 2026 through Jan 18, 2026
Itinerary:
San Juan, St Thomas, St Kitts, St Lucia, Grenada, Barbados, San Juan, St Thomas, St Maarten, Antigua, Dominica, Barbados, San Juan
from
$1,504.00
(USD)
Per Person
More Details Contact Us
Inside
$1,504.00
Cat: IF
$107.43/Night
Outside
$1,534.00
Cat: OY
$109.57/Night
Grand Princess in Hawaii
Princess Cruises® Logo
7-Day Southern Caribbean with Barbados
Departing on Nov 30, 2025 on the Grand Princess
Nights: 7
Dates: Nov 30, 2025 through Dec 07, 2025
Itinerary:
San Juan, St Thomas, St Maarten, Antigua, Dominica, Barbados, San Juan
from
$369.00
(USD)
Per Person
More Details Contact Us
Inside
$369.00
Cat: ID
$52.71/Night
Outside
$419.00
Cat: OZ
$59.86/Night
Balcony
$649.00
Cat: BE
$92.71/Night
Suite
$799.00
Cat: ME
$114.14/Night
No Image Available
Holland America Line Logo
21-Day Western & Eastern Caribbean: Mexico & Leeward Islands Roundtrip from Fort Lauderdale
Nights: 21
Dates: Oct 31, 2026 through Nov 21, 2026
Itinerary:
Fort Lauderdale, Relaxaway Half Moon Cay, Falmouth, Grand Cayman, Mahogany Bay, Belize City, Cozumel, Fort Lauderdale, St Maarten, Antigua, Roseau, St Lucia, St Kitts, St Thomas, Relaxaway Half Moon Cay, Fort Lauderdale
from
$4,204.00
(USD)
Per Person
More Details Contact Us
Inside
$4,204.00
Cat: N
$200.19/Night
Outside
$5,454.00
Cat: F
$259.71/Night
Balcony
$5,804.00
Cat: VH
$276.38/Night
Suite
$7,504.00
Cat: BC
$357.33/Night
Offer Image
Emerald Cruises Logo
Colours of the Caribbean: Antigua to San Juan St John's to San Juan
Departing on Dec 11, 2027 on the Emerald Kaia
Nights: 9
Dates: Dec 11, 2027 through Dec 20, 2027
Ship: Emerald Kaia
Itinerary:
St. John’s, Antigua, Antigua and Barbuda, Friar´s Bay, St. Kitts, Îles des Saintes, Guadeloupe - Portsmouth, Dominica, Portsmouth, Dominica, Deshaies, Guadeloupe, Gustavia, Saint Barthélemy, Gorda Sound, Virgin Gorda - Norman Island, British Virgin Islands, Norman Island, British Virgin Islands, San Juan, Puerto Rico
On this luxury yacht cruise through the spectacular East Caribbean, discover a succession of seven island-nations; each one, stunningly beautiful yet enthralling in their own unique way. From idyllic white sand beaches and remote archipelagos to World Heritage-listed colonial fortresses and pirate folklore, memorable sights and experiences await as you cruise the sparkling Caribbean Sea.
from
$7,225.00
(USD)
Per Person
More Details Contact Us
Outside
$7,225.00
Cat: D
$802.78/Night
Suite
$9,575.00
Cat: B
$1,063.89/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, St. Kitts, ST Kitts/Nevis, St. Maarten, Netherlands Antilles, Ponta Delgada, Portugal (Azores), London (Southampton), England
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
$4,249.00
(USD)
Per Person
More Details Contact Us
Inside
$4,249.00
Cat: IE
$121.40/Night
Outside
$6,049.00
Cat: FC
$172.83/Night
Balcony
$6,589.00
Cat: BF
$188.26/Night
Offer Image
Shore Excursions Group Logo
Special Dominica Favorites
Dates: May 03, 2022 through Sep 29, 2027
Location(s):
Roseau
Avoid the mobs while taking in the beauty of the Emerald Pool, Trafalgar Falls, and local gardens on this perfect Eco tour.
from
$115.00
(USD)
Per Person
More Details Contact Us
An Extended Journey through Caribbean Echoes, Balmy Breezes & Emerald Landscapes
Explora Journeys Logo
An Extended Journey through Caribbean Echoes, Balmy Breezes & Emerald Landscapes
Departing on Feb 12, 2026 on the Explora I
Nights: 18
Dates: Feb 12, 2026 through Mar 02, 2026
Ship: Explora I
Itinerary:
Miami, Puerto Plata, Dominican Republic, Roseau, Bridgetown, Deshaies, Saint John/Cruz Bay, San Juan, Oranjestad, Willemstad, Kralendijk, Bridgetown, Terre-de-Haut, St. Maarten/Philipsburg, Jost van Dyke, San Juan
Sail through a kaleidoscope of culture, history and island soul
from
$9,680.00
(USD)
Per Person
More Details Contact Us
Suite
$9,680.00
Cat: OT1
$537.78/Night
Offer Image
Princess Cruises® Logo
14-Day Southern Caribbean Adventurer Roundtrip from San Juan
Departing on Jan 03, 2027 on the Crown Princess
Nights: 14
Dates: Jan 03, 2027 through Jan 17, 2027
Itinerary:
San Juan, Tortola, St Kitts, Dominica, Grenada, Barbados, San Juan, St Thomas, St Maarten, Antigua, St Lucia, Barbados, San Juan
from
$1,844.00
(USD)
Per Person
More Details Contact Us
Inside
$1,844.00
Cat: IF
$131.71/Night
Outside
$2,120.00
Cat: OZ
$151.43/Night
Balcony
$2,669.00
Cat: BF
$190.64/Night
Suite
$3,244.00
Cat: ME
$231.71/Night