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Jamaica (20 offers included)

Sandals Royal Caribbean Resort & Private Island
Hotel Rating: No Rating
from $893.00 (USD)
Per Person
Oct 05, 2025
through Oct 08, 2025
Offer Image
Pleasant Holidays logo
More offers from Pleasant Holidays
Nights: 3
Price Per Night:$297.67 (USD)
(based on double occupancy, for comparison only)
Oct 05, 2025 through Oct 08, 2025
Nestled on the northern shores of Jamaica this resort is renowned for its exclusive refinements. Its Georgian-style Great House setting hosts the gracious British traditions of a bygone era.
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18-Day Western & Eastern Caribbean: Mexico & San Juan
Roundtrip from Fort Lauderdale
from $3,419.00 (USD)
Per Person
+ $240.00 taxes/fees
Feb 25, 2026
through Mar 15, 2026
Koningsdam
Holland America Line logo
More offers from Holland America Line
Nights: 18
Ship: Koningsdam
Price Per Night:$189.94 (USD)
(based on double occupancy, for comparison only)
Feb 25, 2026 through Mar 15, 2026
Other Categories Starting At:
Inside
$3,419.00
Cat:N
189.94 per night
Outside
$3,869.00
Cat:F
214.94 per night
Balcony
$4,279.00
Cat:VH
237.72 per night
Suite
$5,579.00
Cat:BC
309.94 per night
Category N - Flash Special: Book by Sunday 07/06/2025
More Details Contact Us
Western Caribbean Cruise
from $932.58 (USD)
Per Person
Aug 15, 2026
through Aug 21, 2026
Adventure of the Seas Exterior Land
Royal Caribbean International logo
More offers from Royal Caribbean International
Nights: 6
Price Per Night:$155.43 (USD)
(based on double occupancy, for comparison only)
Aug 15, 2026 through Aug 21, 2026
Other Categories Starting At:
Inside
$932.58
Cat:ZI
155.43 per night
Outside
$1,088.58
Cat:YO
181.43 per night
Balcony
$1,328.58
Cat:XB
221.43 per night
Suite
N/A
More Details Contact Us
Cayman Isles & Jamaican Miles
from $973.00 (USD)
Per Person
Jan 10, 2026
through Jan 17, 2026
Cayman Coves Jamaican Waterfalls George Town
Virgin Voyages logo
More offers from Virgin Voyages
Nights: 7
Price Per Night:$139.00 (USD)
(based on double occupancy, for comparison only)
Jan 10, 2026 through Jan 17, 2026
This 7-night Eastern Caribbean getaway departs from Miami and spends a day sailing to your first stop, George Town, Grand Cayman. Spend the day here swimming with stingrays, soaking up the culture (and the sun), and witnessing ocean wildlife through a glass bottom boat.
Other Categories Starting At:
Inside
$973.00
Cat:IZ
139.00 per night
Outside
$1,183.00
Cat:VZ
169.00 per night
Balcony
$1,393.00
Cat:TZ
199.00 per night
Suite
$3,665.00
Cat:SS
523.57 per night
More Details Contact Us
Panama Canal & Caribbean
Roundtrip from Miami
from $6,399.00 (USD)
Per Person
Jan 05, 2027
through Jan 25, 2027
Offer Image
Oceania Cruises logo
More offers from Oceania Cruises
Nights: 20
Ship: Marina
Price Per Night:$319.95 (USD)
(based on double occupancy, for comparison only)
Jan 05, 2027 through Jan 25, 2027
Other Categories Starting At:
Inside
$6,399.00
Cat:F
319.95 per night
Outside
$7,599.00
Cat:C
379.95 per night
Balcony
$8,999.00
Cat:B4
449.95 per night
Suite
$13,199.00
Cat:PH3
659.95 per night
More Details Contact Us
Tropical Treasures
14 nights on board Seven Seas Splendor
from $13,399.00 (USD)
Per Person
Jan 12, 2027
through Jan 26, 2027
Offer Image
Regent Seven Seas Cruises logo
More offers from Regent Seven Seas Cruises
Nights: 14
Price Per Night:$957.07 (USD)
(based on double occupancy, for comparison only)
Jan 12, 2027 through Jan 26, 2027
Other Categories Starting At:
Outside
N/A
Balcony
N/A
Suite
$13,399.00
Cat:H
957.07 per night
More Details Contact Us
Western Caribbean, 9 Nights
from $949.00 (USD)
Per Person
+ $8,716.00 taxes/fees
Mar 03, 2026
through Mar 12, 2026
Queen Elizabeth
Cunard Line logo
More offers from Cunard Line
Nights: 9
Price Per Night:$105.44 (USD)
(based on double occupancy, for comparison only)
Mar 03, 2026 through Mar 12, 2026
Escape to island paradise on this nine-night Caribbean voyage. Swim in crystal-clear waters and indulge in thrilling adventures on a voyage that showcases the excitement and beauty of the Western Caribbean.
Other Categories Starting At:
Inside
$949.00
Cat:IE
105.44 per night
Outside
$999.00
Cat:FC
111.00 per night
Balcony
$1,299.00
Cat:BF
144.33 per night
Suite
$3,299.00
Cat:P2
366.56 per night
More Details Contact Us
Riu Negril
Hotel Rating: 4 stars
from $291.33 (USD)
Per Person
Oct 05, 2025
through Oct 08, 2025
Offer Image
Pleasant Holidays logo
More offers from Pleasant Holidays
Nights: 3
Price Per Night:$97.11 (USD)
(based on double occupancy, for comparison only)
Oct 05, 2025 through Oct 08, 2025
The resort features 420 deluxe guestrooms located on a beautiful stretch of white-sand beach just minutes away from Negril's shopping area and nightlife.
More Details Contact Us
JOIA Rose Hall by Iberostar
Hotel Rating: 4.5 stars
from $468.00 (USD)
Per Person
Oct 05, 2025
through Oct 08, 2025
Offer Image
Pleasant Holidays logo
More offers from Pleasant Holidays
Nights: 3
Price Per Night:$156.00 (USD)
(based on double occupancy, for comparison only)
Oct 05, 2025 through Oct 08, 2025
Styled in the tradition of palatial colonial estates, JOIA Rose Hall by Iberostar brings European opulence to Jamaica's north shore.
More Details Contact Us
7-Day Western Caribbean: Mexico Holiday
Roundtrip from Fort Lauderdale
from $1,354.00 (USD)
Per Person
+ $140.00 taxes/fees
Dec 20, 2025
through Dec 27, 2025
Nieuw Statendam
Holland America Line logo
More offers from Holland America Line
Nights: 7
Price Per Night:$193.43 (USD)
(based on double occupancy, for comparison only)
Dec 20, 2025 through Dec 27, 2025
Other Categories Starting At:
Inside
$1,354.00
Cat:N
193.43 per night
Outside
$1,554.00
Cat:F
222.00 per night
Balcony
$1,754.00
Cat:VH
250.57 per night
Suite
$2,354.00
Cat:BC
336.29 per night
Category N - Flash Special: Book by Sunday 07/06/2025
More Details Contact Us
Treasure Islands
from $2,010.00 (USD)
Per Person
Feb 20, 2027
through Feb 27, 2027
Offer Image
Star Clippers logo
More offers from Star Clippers
Nights: 7
Ship: Star Flyer
Price Per Night:$287.14 (USD)
(based on double occupancy, for comparison only)
Feb 20, 2027 through Feb 27, 2027
Other Categories Starting At:
Inside
$2,010.00
Cat:Category 6
287.14 per night
Outside
$2,320.00
Cat:Category 5
331.43 per night
Balcony
N/A
Suite
N/A
More Details Contact Us
Grand South America Mosaic
65 nights on board Seven Seas Voyager
from $45,499.00 (USD)
Per Person
Jan 13, 2028
through Mar 18, 2028
Offer Image
Regent Seven Seas Cruises logo
More offers from Regent Seven Seas Cruises
Nights: 65
Price Per Night:$699.98 (USD)
(based on double occupancy, for comparison only)
Jan 13, 2028 through Mar 18, 2028
Other Categories Starting At:
Outside
N/A
Balcony
N/A
Suite
$45,499.00
Cat:G
699.98 per night
More Details Contact Us
Western Caribbean & Perfect Day
Roundtrip from Orlando (Port Canaveral), Fl
from $1,187.28 (USD)
Per Person
Jul 18, 2026
through Jul 24, 2026
Adventure of the Seas Exterior Land
Royal Caribbean International logo
More offers from Royal Caribbean International
Nights: 6
Price Per Night:$197.88 (USD)
(based on double occupancy, for comparison only)
Jul 18, 2026 through Jul 24, 2026
Other Categories Starting At:
Inside
$1,187.28
Cat:ZI
197.88 per night
Outside
$1,367.28
Cat:YO
227.88 per night
Balcony
$1,607.28
Cat:XB
267.88 per night
Suite
N/A
More Details Contact Us
River Tube And Chill From Falmouth
from $99.00 (USD)
Per Person
Jul 04, 2025
through Jul 03, 2027
Offer Image
Shore Excursions Group logo
More offers from Shore Excursions Group
Jul 04, 2025 through Jul 03, 2027
Get ready to hop on your tube and embark on a thrilling river ride through Jamaica's lush scenery. Then, soak up the warm sun, the infectious music, and the incredible flavors of Jamaica at the popular Bamboo Beach Club.
More Details Contact Us
Western Caribbean, 9 Nights
from $849.00 (USD)
Per Person
+ $9,231.00 taxes/fees
Oct 28, 2025
through Nov 06, 2025
Queen Elizabeth
Cunard Line logo
More offers from Cunard Line
Nights: 9
Price Per Night:$94.33 (USD)
(based on double occupancy, for comparison only)
Oct 28, 2025 through Nov 06, 2025
Escape to tropical paradise on this relaxing nine-night voyage. With rich culture in Jamaica and seaside adventures aplenty in Belize, this voyage showcases the Caribbean’s beauty and diversity.
Other Categories Starting At:
Inside
$849.00
Cat:ID
94.33 per night
Outside
$939.00
Cat:FC
104.33 per night
Balcony
$999.00
Cat:BF
111.00 per night
Suite
$2,749.00
Cat:P2
305.44 per night
More Details Contact Us
Riu Reggae
Hotel Rating: 4 stars
from $356.67 (USD)
Per Person
Oct 05, 2025
through Oct 08, 2025
Offer Image
Pleasant Holidays logo
More offers from Pleasant Holidays
Nights: 3
Price Per Night:$118.89 (USD)
(based on double occupancy, for comparison only)
Oct 05, 2025 through Oct 08, 2025
Ideally located on the beach and surrounded by incredible nature, the Riu Reggae is a new all-inclusive, adults-only hotel.
More Details Contact Us
Western Caribbean Cruise
Roundtrip from Orlando (Port Canaveral), Fl
from $862.10 (USD)
Per Person
Nov 22, 2025
through Nov 28, 2025
Adventure of the Seas Exterior Land
Royal Caribbean International logo
More offers from Royal Caribbean International
Nights: 6
Price Per Night:$143.68 (USD)
(based on double occupancy, for comparison only)
Nov 22, 2025 through Nov 28, 2025
Other Categories Starting At:
Inside
$862.10
Cat:ZI
143.68 per night
Outside
$1,082.10
Cat:YO
180.35 per night
Balcony
$1,282.10
Cat:XB
213.68 per night
Suite
N/A
More Details Contact Us
21-Day Eastern & Western Caribbean: Leeward Islands & Mexico
Roundtrip from Fort Lauderdale
from $4,599.00 (USD)
Per Person
+ $280.00 taxes/fees
Feb 02, 2027
through Feb 23, 2027
Rotterdam Exterior
Holland America Line logo
More offers from Holland America Line
Nights: 21
Ship: Rotterdam
Price Per Night:$219.00 (USD)
(based on double occupancy, for comparison only)
Feb 02, 2027 through Feb 23, 2027
Other Categories Starting At:
Inside
$4,599.00
Cat:N
219.00 per night
Outside
$5,799.00
Cat:F
276.14 per night
Balcony
$6,099.00
Cat:VH
290.43 per night
Suite
$7,999.00
Cat:BC
380.90 per night
Category N - Flash Special: Book by Sunday 07/06/2025
More Details Contact Us
Zoetry Montego Bay
from $1,984.00 (USD)
Per Person
Jul 04, 2025
through May 31, 2026
Offer Image
Journese logo
More offers from Journese
Nights: 5
Price Per Night:$396.80 (USD)
(based on double occupancy, for comparison only)
Jul 04, 2025 through May 31, 2026
Zoëtry® Montego Bay Jamaica, a boutique resort in the upscale Rose Hall neighborhood, brings the Endless Privileges® experience, where everything is included, to the island of Jamaica.
More Details Contact Us
Trade Routes of the Middle Ages
Bergen to Barcelona
from $8,499.00 (USD)
Per Person
Sep 09, 2025
through Sep 23, 2025
Offer Image
Viking Ocean Cruises logo
More offers from Viking Ocean Cruises
Nights: 14
Ship: Viking Sky
Price Per Night:$607.07 (USD)
(based on double occupancy, for comparison only)
Sep 09, 2025 through Sep 23, 2025
Trace medieval routes of commerce during a fascinating 15-day cruise bookended by enriching overnight stays in Bergen and Barcelona. Explore three of Europe’s most picturesque cities: Amsterdam, Bruges and Paris. Call on England from the historic ports of Portsmouth and Falmouth and admire the neoclassical gems of the wine-making city of Porto. Explore Málaga, gateway to Granada’s stunning Alhambra palace, and view the splendid Roman ruins of Cartagena.
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$25,999.00
Cat:OS
1,857.07 per night
More Details Contact Us