Exotic Locations, Extraordinary Experiences, Exceptional Service

Jamaica (18 offers included)

JOIA Rose Hall by Iberostar
Hotel Rating: 4.5 stars
from $438.33 (USD)
Per Person
Sep 14, 2025
through Sep 17, 2025
Offer Image
Pleasant Holidays logo
More offers from Pleasant Holidays
Nights: 3
Price Per Night:$146.11 (USD)
(based on double occupancy, for comparison only)
Sep 14, 2025 through Sep 17, 2025
Styled in the tradition of palatial colonial estates, JOIA Rose Hall by Iberostar brings European opulence to Jamaica's north shore.
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Treasure Islands
from $2,010.00 (USD)
Per Person
Mar 20, 2027
through Mar 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)
Mar 20, 2027 through Mar 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
Dunn's River Falls And Shopping In Ocho Rios
from $105.00 (USD)
Per Person
Jun 07, 2025
through Jun 07, 2027
Offer Image
Shore Excursions Group logo
More offers from Shore Excursions Group
Jun 07, 2025 through Jun 07, 2027
Climb the terraced water fall at Dunn's River Falls, then shop till you drop in bustling downtown Ocho Rios.
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Strawberry Hill
Hotel Rating: 5 stars
from $296.67 (USD)
Per Person
Sep 14, 2025
through Sep 17, 2025
Offer Image
Pleasant Holidays logo
More offers from Pleasant Holidays
Nights: 3
Price Per Night:$98.89 (USD)
(based on double occupancy, for comparison only)
Sep 14, 2025 through Sep 17, 2025
Strawberry Hill offers an enchanting mix of rich Jamaican heritage balanced by healthy conscious living.
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Beaches Negril Resort & Spa
Hotel Rating: No Rating
from $1,023.00 (USD)
Per Person
Sep 14, 2025
through Sep 17, 2025
Offer Image
Pleasant Holidays logo
More offers from Pleasant Holidays
Nights: 3
Price Per Night:$341.00 (USD)
(based on double occupancy, for comparison only)
Sep 14, 2025 through Sep 17, 2025
Situated on the widest stretch of Negril's Seven Mile Beach, this 210-room resort offers a range of amenities from a Pirates Island Waterpark with slides and a lazy river to gourmet dining at eight restaurants.
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21-Day Eastern & Western Caribbean: Leeward Islands & Mexico
Roundtrip from Fort Lauderdale
from $3,764.00 (USD)
Per Person
Jan 03, 2026
through Jan 24, 2026
Koningsdam
Holland America Line logo
More offers from Holland America Line
Nights: 21
Ship: Koningsdam
Price Per Night:$179.24 (USD)
(based on double occupancy, for comparison only)
Jan 03, 2026 through Jan 24, 2026
Other Categories Starting At:
Inside
$3,764.00
Cat:N
179.24 per night
Outside
$4,174.00
Cat:F
198.76 per night
Balcony
$4,664.00
Cat:VH
222.10 per night
Suite
$6,244.00
Cat:BC
297.33 per night
More Details Contact Us
Caribbean & Central America Cruise
Fort Lauderdale to Fort Lauderdale
from $8,200.00 (USD)
Per Person
Jan 06, 2026
through Jan 16, 2026
Primary Exterior
Silversea Cruises logo
More offers from Silversea Cruises
Nights: 10
Ship: Silver Ray
Price Per Night:$820.00 (USD)
(based on double occupancy, for comparison only)
Jan 06, 2026 through Jan 16, 2026
Other Categories Starting At:
Outside
N/A
Balcony
N/A
Suite
$8,200.00
Cat:CV
820.00 per night
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21-Day Eastern & Western Caribbean Holiday: Belize & Mexico
Roundtrip from Fort Lauderdale
from $4,809.00 (USD)
Per Person
Dec 22, 2026
through Jan 12, 2027
Rotterdam Exterior
Holland America Line logo
More offers from Holland America Line
Nights: 21
Ship: Rotterdam
Price Per Night:$229.00 (USD)
(based on double occupancy, for comparison only)
Dec 22, 2026 through Jan 12, 2027
Other Categories Starting At:
Inside
$4,809.00
Cat:N
229.00 per night
Outside
$6,109.00
Cat:F
290.90 per night
Balcony
$6,559.00
Cat:VH
312.33 per night
Suite
$8,609.00
Cat:BC
409.95 per night
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Panama Canal Navigator
Roundtrip from Miami
from $6,399.00 (USD)
Per Person
Mar 05, 2027
through Mar 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)
Mar 05, 2027 through Mar 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
10-Day Western Caribbean: Greater Antilles, Belize & Mexico
Roundtrip from Fort Lauderdale
from $2,339.00 (USD)
Per Person
Feb 13, 2027
through Feb 23, 2027
Rotterdam Exterior
Holland America Line logo
More offers from Holland America Line
Nights: 10
Ship: Rotterdam
Price Per Night:$233.90 (USD)
(based on double occupancy, for comparison only)
Feb 13, 2027 through Feb 23, 2027
Other Categories Starting At:
Inside
$2,339.00
Cat:N
233.90 per night
Outside
$2,939.00
Cat:F
293.90 per night
Balcony
$3,089.00
Cat:VH
308.90 per night
Suite
$3,989.00
Cat:BC
398.90 per night
More Details Contact Us
10-Day Western Caribbean: Greater Antilles, Belize & Mexico
Roundtrip from Fort Lauderdale
from $2,009.00 (USD)
Per Person
Feb 25, 2026
through Mar 07, 2026
Koningsdam
Holland America Line logo
More offers from Holland America Line
Nights: 10
Ship: Koningsdam
Price Per Night:$200.90 (USD)
(based on double occupancy, for comparison only)
Feb 25, 2026 through Mar 07, 2026
Other Categories Starting At:
Inside
$2,009.00
Cat:N
200.90 per night
Outside
$2,259.00
Cat:F
225.90 per night
Balcony
$2,559.00
Cat:VH
255.90 per night
Suite
$3,409.00
Cat:BC
340.90 per night
More Details Contact Us
14-Day Western & Eastern Caribbean: Mexico & Bahamas
Roundtrip from Fort Lauderdale
from $2,519.00 (USD)
Per Person
Jan 31, 2026
through Feb 14, 2026
Nieuw Statendam
Holland America Line logo
More offers from Holland America Line
Nights: 14
Price Per Night:$179.93 (USD)
(based on double occupancy, for comparison only)
Jan 31, 2026 through Feb 14, 2026
Other Categories Starting At:
Inside
$2,519.00
Cat:N
179.93 per night
Outside
$2,689.00
Cat:F
192.07 per night
Balcony
$3,069.00
Cat:VH
219.21 per night
Suite
$3,829.00
Cat:BC
273.50 per night
More Details Contact Us
Sapphire Sea Dreams
14 nights on board Seven Seas Splendor
from $10,399.00 (USD)
Per Person
Nov 15, 2026
through Nov 29, 2026
Offer Image
Regent Seven Seas Cruises logo
More offers from Regent Seven Seas Cruises
Nights: 14
Price Per Night:$742.79 (USD)
(based on double occupancy, for comparison only)
Nov 15, 2026 through Nov 29, 2026
Other Categories Starting At:
Outside
N/A
Balcony
N/A
Suite
$10,399.00
Cat:H
742.79 per night
More Details Contact Us
Caribbean Flavors & Cozumel
12 nights on board Seven Seas Grandeur
from $7,999.00 (USD)
Per Person
Mar 14, 2026
through Mar 26, 2026
Offer Image
Regent Seven Seas Cruises logo
More offers from Regent Seven Seas Cruises
Nights: 12
Price Per Night:$666.58 (USD)
(based on double occupancy, for comparison only)
Mar 14, 2026 through Mar 26, 2026
Other Categories Starting At:
Outside
N/A
Balcony
N/A
Suite
$7,999.00
Cat:H
666.58 per night
More Details Contact Us
Sandals Ochi Beach Resort
Hotel Rating: No Rating
from $563.33 (USD)
Per Person
Sep 14, 2025
through Sep 17, 2025
Offer Image
Pleasant Holidays logo
More offers from Pleasant Holidays
Nights: 3
Price Per Night:$187.78 (USD)
(based on double occupancy, for comparison only)
Sep 14, 2025 through Sep 17, 2025
Nestled between luxuriant hillside gardens and the glistening turquoise waters of the Caribbean, this modern-day Garden of Eden features villa suites with private pools.
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Couples Swept Away
Hotel Rating: 4.5 stars
from $481.67 (USD)
Per Person
Sep 14, 2025
through Sep 17, 2025
Offer Image
Pleasant Holidays logo
More offers from Pleasant Holidays
Nights: 3
Price Per Night:$160.56 (USD)
(based on double occupancy, for comparison only)
Sep 14, 2025 through Sep 17, 2025
Beloved by active guests, Couples Swept Away caters to all-inclusive, adults-only pleasures. Set on 19 acres, on world-famous Seven Mile Beach, it is spread out yet intimate for seclusion.
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14-Day Western/Eastern Caribbean: Bahamas & San Juan Holiday
Roundtrip from Fort Lauderdale
from $2,544.00 (USD)
Per Person
Dec 28, 2025
through Jan 11, 2026
Eurodam
Holland America Line logo
More offers from Holland America Line
Nights: 14
Ship: Eurodam
Price Per Night:$181.71 (USD)
(based on double occupancy, for comparison only)
Dec 28, 2025 through Jan 11, 2026
Other Categories Starting At:
Inside
$2,544.00
Cat:N
181.71 per night
Outside
$2,714.00
Cat:HH
193.86 per night
Balcony
$3,314.00
Cat:VH
236.71 per night
Suite
$5,314.00
Cat:SZ
379.57 per night
More Details Contact Us
14-Day Eastern & Western Caribbean: San Juan & Mexico
Roundtrip from Fort Lauderdale
from $2,469.00 (USD)
Per Person
Mar 07, 2026
through Mar 21, 2026
Nieuw Statendam
Holland America Line logo
More offers from Holland America Line
Nights: 14
Price Per Night:$176.36 (USD)
(based on double occupancy, for comparison only)
Mar 07, 2026 through Mar 21, 2026
Other Categories Starting At:
Inside
$2,469.00
Cat:N
176.36 per night
Outside
$2,729.00
Cat:F
194.93 per night
Balcony
$3,149.00
Cat:VH
224.93 per night
Suite
$4,129.00
Cat:BC
294.93 per night
More Details Contact Us