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(50 offers included)
Radiance of the Seas Alaska
Royal Caribbean International Logo
Southern Caribbean Cruise Roundtrip from San Juan, Puerto Rico
Departing on Oct 31, 2026 on the Radiance of the Seas
Nights: 7
Dates: Oct 31, 2026 through Nov 07, 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
$741.68
(USD)
Per Person
Non-Refundable
More Details Contact Us
Inside
$741.68
Cat: ZI
$105.95/Night
Outside
$820.68
Cat: YO
$117.24/Night
Balcony
$1,027.68
Cat: XB
$146.81/Night
Suite
$1,577.68
Cat: WS
$225.38/Night
Amenity Departure Dates
Soft Sands, Azure Waters & Sun-drenched Shores
Explora Journeys Logo
A Journey of Soft Sands, Azure Waters & Sun-drenched Shores
Departing on Mar 14, 2027 on the Explora III
Nights: 7
Dates: Mar 14, 2027 through Mar 21, 2027
Ship: Explora III
Itinerary:
Miami, Providenciales, St. John's (Antigua), Roseau, Bequia, Bridgetown
Miami's cosmopolitan charms launch our journey into tropical mystique and coastal enchantment. Relax in elegant luxury on the gentle waves as we drift into Providenciales to be welcomed by expansive paradise beaches.
from
$4,095.00
(USD)
Per Person
More Details Contact Us
Suite
$4,095.00
Cat: OT1
$585.00/Night
Amenity Departure Dates
Offer Image
Silversea Cruises Logo
Bridgetown to Bridgetown
Departing on Feb 02, 2026 on the Silver Spirit
Nights: 21
Dates: Feb 02, 2026 through Feb 23, 2026
Itinerary:
Bridgetown, Bequia, Castries, Roseau, Deshaies, Basseterre, St. Kitts, Spanish Town, St John, Day at sea, Fort Lauderdale, Florida, Day at sea, San Juan, St John, Gustavia, St Barthelemy, Philipsburg, St. Maarten, Deshaies, Fort-De-France, Rodney Bay, Bequia, Bridgetown
from
$12,600.00
(USD)
Per Person
More Details Contact Us
Suite
$12,600.00
Cat: CV
$600.00/Night
Koningsdam
Holland America Line Logo
11-Day Eastern Caribbean: Windward & Leeward Islands Roundtrip from Fort Lauderdale
Departing on Jan 03, 2026 on the Koningsdam
Nights: 11
Dates: Jan 03, 2026 through Jan 14, 2026
Ship: Koningsdam
Itinerary:
Fort Lauderdale, Half Moon Cay, St Thomas, Antigua, Martinique, Roseau, St Kitts, St Maarten, Fort Lauderdale
from
$2,264.00
(USD)
Per Person
+ $150.00 taxes/fees
More Details Contact Us
Inside
$2,264.00
Cat: N
$205.82/Night
Outside
$2,464.00
Cat: F
$224.00/Night
Balcony
$2,764.00
Cat: VH
$251.27/Night
Suite
$3,664.00
Cat: BC
$333.09/Night
Category N - Flash Special: Book by Sunday 09/14/2025
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
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
+ $290.00 taxes/fees
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
Category N - Flash Special: Book by Sunday 09/14/2025
Offer Image
Shore Excursions Group Logo
Jewels Of Dominica
Dates: May 03, 2022 through Sep 13, 2027
Location(s):
Roseau
Enjoy marvelous sights,and swimming on this fun Roseau tour.
from
$95.00
(USD)
Per Person
More Details Contact Us
Exterior, Celebrity Ascent
Celebrity Cruises Logo
Best Of Southern Caribbean
Departing on Jan 04, 2027 on the Celebrity Ascent
Nights: 11
Dates: Jan 04, 2027 through Jan 15, 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
$1,968.97
(USD)
Per Person
Non-Refundable
More Details Contact Us
Inside
$2,253.97
Cat: I2
$204.91/Night
Outside
$2,673.97
Cat: O2
$243.09/Night
Balcony
$3,185.47
Cat: P2
$289.59/Night
Suite
$7,376.97
Cat: MS
$670.63/Night
Amenity Departure Dates
Offer Image
Star Clippers Logo
Windward Islands
Departing on Feb 27, 2027 on the Royal Clipper
Nights: 7
Dates: Feb 27, 2027 through Mar 06, 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
Offer Image
Oceania Cruises Logo
Spanning the Americas Los Angeles to San Diego
Departing on Dec 20, 2025 on the Vista
Nights: 77
Dates: Dec 20, 2025 through Mar 07, 2026
Ship: Vista
Itinerary:
Los Angeles, Cabo San Lucas, Puerto Vallarta, Manzanillo, Acapulco, Puerto Quetzal, Puntarenas, Panama Canal Daylight Transit, Cartagena, George Town, Miami, Gustavia, Roseau, Bridgetown, Devil's Island, Belem (Icoaraci), Fortaleza, Salvador, Buzios, Rio De Janeiro, Ilha Grande, Sao Paulo (Santos), Porto Belo, Rio Grande, Punta Del Este, Montevideo, Buenos Aires, Montevideo, Port Stanley, Ushuaia, Punta Arenas, Puerto Montt, Santiago De Chile (Valparaiso), Coquimbo, Iquique, Pisco/Nazca Lines, Lima/Machu Picchu (Callao), Salaverry, Manta, Puntarenas, Acajutla, Acapulco, Cabo San Lucas, Ensenada, San Diego
from
$32,649.00
(USD)
Per Person
More Details Contact Us
Balcony
$32,649.00
Cat: A2
$424.01/Night
Offer Image
Star Clippers Logo
Leeward Islands
Departing on Feb 13, 2027 on the Star Flyer
Nights: 7
Dates: Feb 13, 2027 through Feb 20, 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
11-Day Eastern Caribbean: Windward & Leeward Islands Roundtrip from Fort Lauderdale
Departing on Feb 14, 2026 on the Koningsdam
Nights: 11
Dates: Feb 14, 2026 through Feb 25, 2026
Ship: Koningsdam
Itinerary:
Fort Lauderdale, Half Moon Cay, St Thomas, Antigua, Martinique, Roseau, St Kitts, St Maarten, Fort Lauderdale
from
$2,364.00
(USD)
Per Person
+ $150.00 taxes/fees
More Details Contact Us
Inside
$2,364.00
Cat: N
$214.91/Night
Outside
$2,664.00
Cat: F
$242.18/Night
Balcony
$3,164.00
Cat: VH
$287.64/Night
Suite
$4,164.00
Cat: BC
$378.55/Night
Category N - Flash Special: Book by Sunday 09/14/2025
Zuiderdam
Holland America Line Logo
11-Day Eastern Caribbean: Windward & Leeward Islands Roundtrip from Miami, Florida, US
Departing on Mar 14, 2026 on the Zuiderdam
Nights: 11
Dates: Mar 14, 2026 through Mar 25, 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, Miami, Florida, US
from
$2,264.00
(USD)
Per Person
+ $155.00 taxes/fees
More Details Contact Us
Inside
$2,264.00
Cat: N
$205.82/Night
Outside
$2,464.00
Cat: HH
$224.00/Night
Balcony
$2,964.00
Cat: VH
$269.45/Night
Suite
$3,814.00
Cat: SZ
$346.73/Night
Category N - Flash Special: Book by Sunday 09/14/2025
Le Bellot Sailing
Ponant Logo
Pearls of the Caribbean Timeless
Departing on Dec 20, 2025 on the Le Bellot
Nights: 8
Dates: Dec 20, 2025 through Dec 28, 2025
Ship: Le Bellot
Itinerary:
Fort-de-France, Port Elizabeth, Bequia Island, Mayreau Island, Tobago Cays, Union Island, Soufrière, Pigeon Island Beach, Les Saintes, Portsmouth, Fort-de-France
from
$6,500.00
(USD)
Per Person
More Details Contact Us
Balcony
$6,500.00
Cat: DEL
$812.50/Night
Suite
$9,760.00
Cat: DS6
$1,220.00/Night
Azamara Journey Exterior
Azamara Logo
Caribbean Cruise: Barbados, St. Lucia & St. Kitts
Departing on Nov 14, 2026 on the Azamara Journey
Nights: 14
Dates: Nov 14, 2026 through Nov 28, 2026
Itinerary:
Bridgetown, Castries, Roseau, Basseterre, St.Kitts, Charlestown, Nevis, Philipsburg, Road Town, Tortola, San Juan, Virgin Gorda, St. John's, Antigua, Saint- Pierre, Port Elizabeth, Bequia, Saint George's, Grenada, Scarborough, Tobago, Bridgetown
from
$3,959.00
(USD)
Per Person
More Details Contact Us
Inside
$3,959.00
Cat: 12
$282.79/Night
Outside
$4,949.00
Cat: 08
$353.50/Night
Balcony
$6,159.00
Cat: V3
$439.93/Night
Suite
$10,769.00
Cat: N2
$769.21/Night
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, Charlotte Amalie, St. Thomas, 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
$3,235.94
Cat: S1
$462.28/Night
Amenity Departure Dates
Offer Image
Royal Caribbean International Logo
Southern Caribbean Holiday Roundtrip from San Juan, Puerto Rico
Departing on Dec 20, 2025 on the Jewel of the Seas
Nights: 7
Dates: 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
from
$877.62
(USD)
Per Person
Non-Refundable
More Details Contact Us
Inside
$877.62
Cat: ZI
$125.37/Night
Outside
$985.62
Cat: YO
$140.80/Night
Balcony
$1,138.62
Cat: XB
$162.66/Night
Suite
$2,216.62
Cat: J3
$316.66/Night
Amenity Departure Dates
Offer Image
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, Palma De Mallorca, Alicante, Cartagena, Malaga, Seville (Cadiz), Portimao, Lisbon, Arrecife (Lanzarote), Las Palmas De Gran Canaria, Santa Cruz De La Palma, San Juan, Nassau, 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), Alter Do Chao (Amazon River), Cruising The Amazon River, Bridgetown, Roseau, Philipsburg, San Juan, Nassau, Miami
from
$15,199.00
(USD)
Per Person
More Details Contact Us
Inside
$15,199.00
Cat: F
$266.65/Night
Outside
$16,299.00
Cat: D
$285.95/Night
Balcony
$22,999.00
Cat: B2
$403.49/Night
Suite
$31,899.00
Cat: PH3
$559.63/Night
Holidaze and Nights 1
Virgin Voyages Logo
St. Lucia, St. Maarten, Barbados & More
Departing on Dec 13, 2025 on the Valiant Lady
Nights: 7
Dates: Dec 13, 2025 through Dec 20, 2025
Ship: Valiant Lady
Itinerary:
San Juan, Basseterre, Castries, Roseau, Bridgetown, Sailing, Philipsburg, San Juan
This 7-night San Juan voyage sails the Caribbean Sea to the best islands of the Lesser Antilles including St. Kitts followed by St. Lucia's tropical city of Castries - home to splendid beaches, lush rainforests, and cascading waterfalls. Next up is Dominica (known for its natural springs), Barbados, and the tiny island of St. Maarten before returning to San Juan.
from
$759.00
(USD)
Per Person
More Details Contact Us
Inside
$759.00
Cat: IZ
$108.43/Night
Outside
$829.00
Cat: VZ
$118.43/Night
Balcony
$899.00
Cat: TZ
$128.43/Night
Suite
$3,213.00
Cat: RZ
$459.00/Night
Seabourn Ovation
Seabourn Cruise Line Logo
14-Day Yachtsman's Island Jewels Barbados to St Maarten
Departing on Feb 07, 2026 on the Seabourn Ovation
Nights: 14
Dates: Feb 07, 2026 through Feb 21, 2026
Itinerary:
Barbados, Carambola Beach, Trois Ilets, Point-A-Pitre, Roseau, Rodney Bay, Barbados, St Lucia, Montserrat, Antigua, Carambola Beach, Great Harbour, Jost Van Dyke, St Maarten
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
$7,649.00
(USD)
Per Person
More Details Contact Us
Suite
$7,649.00
Cat: V1
$546.36/Night
Distinctive Voyages
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
Amenity Departure Dates
Offer Image
Viking Ocean Cruises Logo
From Iberia to the Northern Lights Barcelona to Tromsø
Departing on Jan 11, 2027 on the Viking Libra
Nights: 19
Dates: Jan 11, 2027 through Jan 30, 2027
Ship: Viking Libra
Itinerary:
Barcelona, Murcia (Cartagena), Granada (Málaga), Scenic Sailing: Strait of Gibraltar, Vigo, Sail the Atlantic Ocean, Portsmouth, London (Tilbury), Sail the North Sea, Edinburgh (Rosyth), Sail the North Sea, Bergen, Scenic Sailing: Norwegian Inside Passage, Narvik, Harstad, Alta, Tromsø
Trace the Iberian Peninsula during quiet season and revel in the relaxed atmosphere of Spain’s mild winter climate. Explore the legacy of Moorish culture at the magnificent Alhambra palace, indulge in delectable cuisine and delve into Roman history in Cartagena. Call at iconic London and travel through the pristine landscapes of Norway, marveling at snowcapped peaks and icy fjords as you search for the north’s mesmerizing phenomenon, the aurora borealis.
from
$7,798.00
(USD)
Per Person
More Details Contact Us
Eclipse Exterior
Celebrity Cruises Logo
Antigua, St. Kitts & St. Thomas
Departing on Feb 19, 2027 on the Celebrity Eclipse
Nights: 9
Dates: Feb 19, 2027 through Feb 28, 2027
Itinerary:
Fort Lauderdale, Florida, St. Johns, Antigua, Roseau, Dominica, Basseterre, St Kitts & Nevis, Charlotte Amalie, St. Thomas, Fort Lauderdale, Florida
from
$1,651.19
(USD)
Per Person
Non-Refundable
More Details Contact Us
Inside
$1,651.19
Cat: Z
$183.47/Night
Outside
$1,701.19
Cat: Y
$189.02/Night
Balcony
$1,801.19
Cat: X
$200.13/Night
Suite
$4,701.19
Cat: W
$522.35/Night
Amenity Departure Dates
Offer Image
Star Clippers Logo
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
$1,970.00
(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
Offer Image
Royal Caribbean International Logo
Southern Caribbean Cruise Roundtrip from San Juan, Puerto Rico
Departing on Feb 21, 2026 on the Jewel of the Seas
Nights: 7
Dates: Feb 21, 2026 through Feb 28, 2026
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
from
$636.13
(USD)
Per Person
Non-Refundable
More Details Contact Us
Inside
$636.13
Cat: ZI
$90.88/Night
Outside
$650.13
Cat: YO
$92.88/Night
Balcony
$917.13
Cat: XB
$131.02/Night
Suite
$1,952.13
Cat: WS
$278.88/Night
Amenity Departure Dates
Offer Image
Shore Excursions Group Logo
Private Dominica Birding Tour
Dates: May 03, 2022 through Sep 13, 2027
Location(s):
Roseau
Calling all nature lovers! Take a scenic and panoramic drive along coastal villages while you learn of the island's history and culture. Make your way into the rainforest with your personal guide on this private tour, stopping at various points to view birding activity.
from
$129.00
(USD)
Per Person
More Details Contact Us
No Image Available
Holland America Line Logo
21-Day Eastern & Western Caribbean: Leeward Islands & Mexico Roundtrip from Fort Lauderdale
Nights: 21
Dates: Dec 01, 2026 through Dec 22, 2026
Itinerary:
Fort Lauderdale, St Maarten, Antigua, Roseau, St Lucia, St Kitts, St Thomas, Relaxaway Half Moon Cay, Fort Lauderdale, Relaxaway Half Moon Cay, Falmouth, Grand Cayman, Mahogany Bay, Belize City, Cozumel, Fort Lauderdale
from
$4,054.00
(USD)
Per Person
+ $290.00 taxes/fees
More Details Contact Us
Inside
$4,054.00
Cat: N
$193.05/Night
Outside
$5,254.00
Cat: F
$250.19/Night
Balcony
$5,604.00
Cat: VH
$266.86/Night
Suite
$7,254.00
Cat: BC
$345.43/Night
Category N - Flash Special: Book by Sunday 09/14/2025
Azamara Journey Exterior
Azamara Logo
Caribbean Cruise: Barbados, St. Lucia & St. Maarten
Departing on Nov 28, 2026 on the Azamara Journey
Nights: 14
Dates: Nov 28, 2026 through Dec 12, 2026
Itinerary:
Bridgetown, Castries, Roseau, Basseterre, St.Kitts, Charlestown, Nevis, Philipsburg, Gustavia, San Juan, Virgin Gorda, St. John's, Antigua, Saint- Pierre, Port Elizabeth, Bequia, Saint George's, Grenada, Scarborough, Tobago, Bridgetown
from
$4,139.00
(USD)
Per Person
More Details Contact Us
Inside
$4,139.00
Cat: 11
$295.64/Night
Outside
$4,759.00
Cat: 08
$339.93/Night
Balcony
$6,139.00
Cat: V3
$438.50/Night
Suite
$10,469.00
Cat: N2
$747.79/Night
Offer Image
Regent Seven Seas Cruises Logo
Lesser Antilles Journey 10 nights on board Seven Seas Grandeur
Departing on Dec 19, 2026 on the Seven Seas Grandeur
Nights: 10
Dates: Dec 19, 2026 through Dec 29, 2026
Itinerary:
Miami, Cruising The Atlantic Ocean, Charlotte Amalie, Roseau, St. John's, Basseterre, Tortola, Cruising The Atlantic Ocean, Miami
from
$6,549.00
(USD)
Per Person
More Details Contact Us
Suite
$6,549.00
Cat: G2
$654.90/Night
No Image Available
Holland America Line Logo
11-Day Eastern Caribbean Holiday: Windward & Leeward Islands Roundtrip from Fort Lauderdale
Nights: 11
Dates: Dec 22, 2026 through Jan 02, 2027
Itinerary:
Fort Lauderdale, St Maarten, St Kitts, Roseau, St Lucia, Antigua, St Thomas, Relaxaway Half Moon Cay, Fort Lauderdale
from
$2,899.00
(USD)
Per Person
+ $155.00 taxes/fees
More Details Contact Us
Inside
$2,899.00
Cat: N
$263.55/Night
Outside
$3,699.00
Cat: F
$336.27/Night
Balcony
$4,049.00
Cat: VH
$368.09/Night
Suite
$5,299.00
Cat: BC
$481.73/Night
Category N - Flash Special: Book by Sunday 09/14/2025
Radiance of the Seas Alaska
Royal Caribbean International Logo
Southern Caribbean Holiday Roundtrip from San Juan, Puerto Rico
Departing on Dec 19, 2026 on the Radiance of the Seas
Nights: 7
Dates: Dec 19, 2026 through Dec 26, 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
$945.16
(USD)
Per Person
Non-Refundable
More Details Contact Us
Inside
$945.16
Cat: ZI
$135.02/Night
Outside
$1,052.16
Cat: YO
$150.31/Night
Balcony
$1,271.16
Cat: XB
$181.59/Night
Suite
$1,971.16
Cat: WS
$281.59/Night
Amenity Departure Dates
No Image Available
Holland America Line Logo
21-Day Western & Eastern Caribbean: Mexico & Leeward Islands Roundtrip from Fort Lauderdale
Nights: 21
Dates: Feb 13, 2027 through Mar 06, 2027
Itinerary:
Fort Lauderdale, Key West, Grand Cayman, Ocho Rios, Mahogany Bay, Belize City, Cozumel, Fort Lauderdale, St Maarten, Antigua, Roseau, Martinique, St Kitts, St Thomas, Relaxaway Half Moon Cay, Fort Lauderdale
from
$4,699.00
(USD)
Per Person
+ $280.00 taxes/fees
More Details Contact Us
Inside
$4,699.00
Cat: N
$223.76/Night
Outside
$5,899.00
Cat: F
$280.90/Night
Balcony
$6,199.00
Cat: VH
$295.19/Night
Suite
$8,099.00
Cat: BC
$385.67/Night
Category N - Flash Special: Book by Sunday 09/14/2025
Offer Image
Viking Ocean Cruises Logo
Iberian Explorer Barcelona to London (Tilbury)
Departing on Jan 05, 2028 on the Viking Libra
Nights: 7
Dates: Jan 05, 2028 through Jan 12, 2028
Ship: Viking Libra
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
$2,599.00
(USD)
Per Person
More Details Contact Us
Suite
$6,999.00
Cat: OS
$999.86/Night
Offer Image
Star Clippers Logo
Windward Islands 7 Nights
Departing on Feb 07, 2026 on the Royal Clipper
Nights: 7
Dates: 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
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
Offer Image
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
$5,199.00
(USD)
Per Person
More Details Contact Us
Balcony
$5,199.00
Cat: B5
$288.83/Night
Suite
$10,499.00
Cat: PH3
$583.28/Night
Offer Image
Star Clippers Logo
Grenada to Antigua
Departing on Feb 27, 2027 on the Star Clipper
Nights: 7
Dates: Feb 27, 2027 through Mar 06, 2027
Ship: Star Clipper
Itinerary:
St. George's, Grenada, Admiralty Bay, Bequia, Grenadines, Tobago Cays, Grenadines, Soufriere, St. Lucia, Beach, Martinique, Cabrits, Dominica, Basseterre, St. Kitts (morning), South Friars Bay - Beach, St. Kitts, St. John's, Antigua
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
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
Seabourn Quest
Seabourn Cruise Line Logo
14-Day Leeward Island Jewels Roundtrip from Miami
Departing on Dec 06, 2026 on the Seabourn Quest
Nights: 14
Dates: Dec 06, 2026 through Dec 20, 2026
Itinerary:
Miami, San Juan, Virgin Gorda, Carambola Beach, Roseau, Martinique, Terre-De-Haut, Montserrat, Road Bay, 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
$5,524.00
(USD)
Per Person
More Details Contact Us
Suite
$5,524.00
Cat: A
$394.57/Night
Offer Image
Star Clippers Logo
Leeward Islands
Departing on Jan 16, 2027 on the Star Flyer
Nights: 7
Dates: Jan 16, 2027 through Jan 23, 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
Celebrity Constellation Exterior
Celebrity Cruises Logo
Southern Caribbean Cruise
Departing on Jan 30, 2027 on the Celebrity Constellation
Nights: 7
Dates: Jan 30, 2027 through Feb 06, 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
$3,035.94
Cat: S1
$433.71/Night
Amenity Departure Dates
Radiance of the Seas Alaska
Royal Caribbean International Logo
Southern Caribbean Cruise Roundtrip from San Juan, Puerto Rico
Departing on May 02, 2026 on the Radiance of the Seas
Nights: 7
Dates: May 02, 2026 through May 09, 2026
Itinerary:
San Juan, Puerto Rico, Charlotte Amalie, St. Thomas, St. Croix, U.S.V.I., St. Johns, Antigua, Philipsburg, St. Maarten, Roseau, Dominica, Cruising, San Juan, Puerto Rico
from
$736.55
(USD)
Per Person
Non-Refundable
More Details Contact Us
Inside
$736.55
Cat: ZI
$105.22/Night
Outside
$743.55
Cat: YO
$106.22/Night
Balcony
$986.55
Cat: XB
$140.94/Night
Suite
$1,786.55
Cat: WS
$255.22/Night
Amenity Departure Dates
Eclipse Exterior
Celebrity Cruises Logo
Ultimate Southern Caribbean
Departing on Mar 22, 2027 on the Celebrity Eclipse
Nights: 11
Dates: Mar 22, 2027 through Apr 02, 2027
Itinerary:
Fort Lauderdale, Florida, Basseterre, St Kitts & Nevis, Castries, St. Lucia, Bridgetown, Barbados, St. George's, Grenada, Roseau, Dominica, St. Johns, Antigua, Fort Lauderdale, Florida
from
$1,739.61
(USD)
Per Person
Non-Refundable
More Details Contact Us
Inside
$1,739.61
Cat: Z
$158.15/Night
Outside
$1,939.61
Cat: Y
$176.33/Night
Balcony
$2,139.61
Cat: X
$194.51/Night
Suite
$6,339.61
Cat: W
$576.33/Night
Distinctive Voyages
Offer Image
Silversea Cruises Logo
Caribbean & Central America Cruise San Juan to Bridgetown
Departing on Feb 06, 2027 on the Silver Shadow
Nights: 10
Dates: Feb 06, 2027 through Feb 16, 2027
Itinerary:
San Juan, Jost Van Dyke (British Virgin Islands), Gustavia, St Barthelemy, Basseterre, St. Kitts, Little Bay, Montserrat, Les Saintes, Roseau, Trois Ilets, Castries, St George's, Bridgetown
from
$5,600.00
(USD)
Per Person
More Details Contact Us
Suite
$5,600.00
Cat: VI
$560.00/Night
Amenity Departure Dates
Offer Image
Star Clippers Logo
Leeward Islands 7 Nights
Departing on Jan 10, 2026 on the Star Flyer
Nights: 7
Dates: Jan 10, 2026 through Jan 17, 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
Exterior, Celebrity Ascent
Celebrity Cruises Logo
Best Of Southern Caribbean
Departing on Apr 06, 2026 on the Celebrity Ascent
Nights: 11
Dates: Apr 06, 2026 through Apr 17, 2026
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
$1,833.04
(USD)
Per Person
Non-Refundable
More Details Contact Us
Inside
$1,833.04
Cat: DI
$166.64/Night
Outside
$2,714.04
Cat: O2
$246.73/Night
Balcony
$4,429.04
Cat: C3
$402.64/Night
Suite
$7,798.04
Cat: AS
$708.91/Night
Amenity Departure Dates
Offer Image
Star Clippers Logo
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
$1,970.00
(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
No Image Available
Holland America Line Logo
21-Day Western & Eastern Caribbean: Mexico & Leeward Islands Roundtrip from Fort Lauderdale
Nights: 21
Dates: Jan 23, 2027 through Feb 13, 2027
Itinerary:
Fort Lauderdale, Relaxaway Half Moon Cay, Falmouth, Grand Cayman, Mahogany Bay, Belize City, Cozumel, Fort Lauderdale, St Maarten, Antigua, Roseau, Martinique, St Kitts, St Thomas, Relaxaway Half Moon Cay, Fort Lauderdale
from
$4,459.00
(USD)
Per Person
+ $290.00 taxes/fees
More Details Contact Us
Inside
$4,459.00
Cat: N
$212.33/Night
Outside
$5,659.00
Cat: F
$269.48/Night
Balcony
$5,959.00
Cat: VH
$283.76/Night
Suite
$7,859.00
Cat: BC
$374.24/Night
Category N - Flash Special: Book by Sunday 09/14/2025
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Oceania Cruises Logo
Amazon & Tropical Isles Lisbon to Miami
Departing on Nov 09, 2026 on the Insignia
Nights: 40
Dates: Nov 09, 2026 through Dec 19, 2026
Ship: Insignia
Itinerary:
Lisbon, Arrecife (Lanzarote), Las Palmas De Gran Canaria, Santa Cruz De La Palma, San Juan, Nassau, 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), Alter Do Chao (Amazon River), Cruising The Amazon River, Bridgetown, Roseau, Philipsburg, San Juan, Nassau, Miami
from
$9,899.00
(USD)
Per Person
More Details Contact Us
Inside
$9,899.00
Cat: G
$247.48/Night
Outside
$10,999.00
Cat: D
$274.98/Night
Balcony
$15,099.00
Cat: B2
$377.48/Night
Suite
$20,699.00
Cat: PH3
$517.48/Night
Offer Image
Viking Ocean Cruises Logo
West Indies Explorer Roundtrip from San Juan
Departing on Nov 29, 2027 on the Viking Sky
Nights: 10
Dates: Nov 29, 2027 through Dec 09, 2027
Ship: Viking Sky
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
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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
$4,599.00
Cat: B1
$459.90/Night
Suite
$9,899.00
Cat: OS
$989.90/Night