Jamaica

Grand Palladium Jamaica Resort & Spa
Hotel Rating: 4 stars

from $327.33 (USD)

Per Person

Oct 05, 2025
through Oct 08, 2025

More offers from Pleasant Holidays

Nights: 3

Price Per Night:$109.11 (USD)
(based on double occupancy, for comparison only)

Oct 05, 2025 through Oct 08, 2025

This luxurious all-inclusive resort beside the Caribbean Sea offers activities and entertainment day and night.

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Western Caribbean Cruise
Roundtrip from Orlando (Port Canaveral), Fl

from $790.22 (USD)

Per Person

Dec 06, 2025
through Dec 12, 2025

More offers from Royal Caribbean International

Nights: 6

Ship: Adventure of the Seas

Price Per Night:$131.70 (USD)
(based on double occupancy, for comparison only)

Dec 06, 2025 through Dec 12, 2025

Other Categories Starting At:

Inside

$790.22
Cat:3V
131.70 per night

Outside

$970.22
Cat:3N
161.70 per night

Balcony

$1,008.72
Cat:XB
168.12 per night

Suite

N/A

Amenity Departure Dates

More Details Contact Us

14-Day Western & Eastern Caribbean: Mexico & Bahamas
Roundtrip from Fort Lauderdale

from $2,909.00 (USD)

Per Person

Jan 10, 2027
through Jan 24, 2027

More offers from Holland America Line

Nights: 14

Ship: Nieuw Statendam

Price Per Night:$207.79 (USD)
(based on double occupancy, for comparison only)

Jan 10, 2027 through Jan 24, 2027

Other Categories Starting At:

Inside

$2,909.00
Cat:N
207.79 per night

Outside

$3,409.00
Cat:F
243.50 per night

Balcony

$3,699.00
Cat:VH
264.21 per night

Suite

$4,839.00
Cat:BC
345.64 per night

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Sandals Negril Beach Resort & Spa
Hotel Rating: No Rating

from $614.00 (USD)

Per Person

Oct 05, 2025
through Oct 08, 2025

More offers from Pleasant Holidays

Nights: 3

Price Per Night:$204.67 (USD)
(based on double occupancy, for comparison only)

Oct 05, 2025 through Oct 08, 2025

Hugging the longest and best span of Negril's stunning seven-mile beach, this resort provides endless vistas of pristine shore and phenomenally clear turquoise waters.

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Caribbean: Bahamas & Jamaica
Boston, Ma to Tampa, Fl

from $1,621.69 (USD)

Per Person

Oct 23, 2026
through Nov 05, 2026

More offers from Norwegian Cruise Line

Nights: 13

Ship: Norwegian Sky

Price Per Night:$124.75 (USD)
(based on double occupancy, for comparison only)

Oct 23, 2026 through Nov 05, 2026

Find your happy place on board Norwegian Sky – and onshore the beautiful destinations you visit! In Bermuda, Climb to the top of Gibb’s Hill Lighthouse, one of the oldest cast-iron lighthouses in the world, for incredible views. In Aruba, go for a stroll and discover the charming sherbet-colored Dutch colonial buildings, draped in bougainvillea, oleander and hibiscus.

Other Categories Starting At:

Inside

$1,621.69
Cat:IF
124.75 per night

Outside

$1,821.69
Cat:OF
140.13 per night

Balcony

$3,341.69
Cat:BF
257.05 per night

Suite

$6,491.69
Cat:SH
499.36 per night

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Grand Palladium Lady Hamilton
Hotel Rating: 4 stars

from $386.00 (USD)

Per Person

Oct 05, 2025
through Oct 08, 2025

More offers from Pleasant Holidays

Nights: 3

Price Per Night:$128.67 (USD)
(based on double occupancy, for comparison only)

Oct 05, 2025 through Oct 08, 2025

Relax and be carried away by the warm sunshine and sea breezes at Grand Palladium Lady Hamilton Resort & Spa.

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Sju to Mia
San Juan to Miami

from $8,099.00 (USD)

Per Person

Feb 19, 2027
through Mar 11, 2027

More offers from Oceania Cruises

Nights: 20

Ship: Allura

Price Per Night:$404.95 (USD)
(based on double occupancy, for comparison only)

Feb 19, 2027 through Mar 11, 2027

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

$8,099.00
Cat:B5
404.95 per night

Suite

$12,299.00
Cat:PH3
614.95 per night

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Riu Ocho Rios
Hotel Rating: 3.5 stars

from $287.00 (USD)

Per Person

Oct 05, 2025
through Oct 08, 2025

More offers from Pleasant Holidays

Nights: 3

Price Per Night:$95.67 (USD)
(based on double occupancy, for comparison only)

Oct 05, 2025 through Oct 08, 2025

Enjoy the magic of Jamaica at the newly renovated Riu Ocho Rios Hotel. Located on the warm, golden sands of Ocho Rios, guests can relax in style while enjoying all the amenities provided with RIU ?s signature 24-hour All-Inclusive service.

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Western Caribbean Cruise

from $761.52 (USD)

Per Person

Dec 07, 2025
through Dec 13, 2025

More offers from Royal Caribbean International

Nights: 6

Ship: Oasis of the Seas

Price Per Night:$126.92 (USD)
(based on double occupancy, for comparison only)

Dec 07, 2025 through Dec 13, 2025

Other Categories Starting At:

Inside

$761.52
Cat:ZI
126.92 per night

Outside

$791.52
Cat:YO
131.92 per night

Balcony

$893.02
Cat:XN
148.84 per night

Suite

N/A

Amenity Departure Dates

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

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.

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32-Day Ultimate Caribbean: Leeward Islands Holiday
Roundtrip from Miami

from $6,244.00 (USD)

Per Person

Dec 23, 2025
through Jan 24, 2026

More offers from Holland America Line

Nights: 32

Ship: Zuiderdam

Price Per Night:$195.13 (USD)
(based on double occupancy, for comparison only)

Dec 23, 2025 through Jan 24, 2026

Other Categories Starting At:

Inside

$6,244.00
Cat:N
195.13 per night

Outside

$7,054.00
Cat:HH
220.44 per night

Balcony

$8,144.00
Cat:VH
254.50 per night

Suite

$12,704.00
Cat:SZ
397.00 per night

More Details Contact Us

Blue Seas & Pastel Towns
14 nights on board Seven Seas Splendor

from $8,199.00 (USD)

Per Person

Dec 28, 2026
through Jan 11, 2027

More offers from Regent Seven Seas Cruises

Nights: 14

Ship: Seven Seas Splendor

Price Per Night:$585.64 (USD)
(based on double occupancy, for comparison only)

Dec 28, 2026 through Jan 11, 2027

Other Categories Starting At:

Outside

N/A

Balcony

N/A

Suite

$8,199.00
Cat:H
585.64 per night

Distinctive Voyages

Culinary Collection

Distinctive Voyages

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Panama Canal Eastbound Cruise

from $1,248.92 (USD)

Per Person

Sep 19, 2025
through Oct 05, 2025

More offers from Celebrity Cruises

Nights: 16

Ship: Celebrity Summit

Price Per Night:$78.06 (USD)
(based on double occupancy, for comparison only)

Sep 19, 2025 through Oct 05, 2025

Other Categories Starting At:

Inside

$1,248.92
Cat:Z
78.06 per night

Outside

$1,648.42
Cat:Y
103.03 per night

Balcony

$2,398.42
Cat:X
149.90 per night

Suite

$9,217.42
Cat:W
576.09 per night

More Details Contact Us

Bahia Principe Luxury Runaway Bay
Hotel Rating: 4 stars

from $330.00 (USD)

Per Person

Oct 05, 2025
through Oct 08, 2025

More offers from Pleasant Holidays

Nights: 3

Price Per Night:$110.00 (USD)
(based on double occupancy, for comparison only)

Oct 05, 2025 through Oct 08, 2025

Bahia Principe Luxury Runaway Bay combines Victorian style with soothing colors and a warm, inviting atmosphere.

More Details Contact Us

12-Day Panama Canal with Costa Rica & Caribbean
Roundtrip from Fort Lauderdale

from $1,089.00 (USD)

Per Person

Nov 29, 2025
through Dec 11, 2025

More offers from Princess Cruises®

Nights: 12

Ship: Caribbean Princess

Price Per Night:$90.75 (USD)
(based on double occupancy, for comparison only)

Nov 29, 2025 through Dec 11, 2025

Other Categories Starting At:

Inside

$1,089.00
Cat:IF
90.75 per night

Outside

$1,239.00
Cat:OY
103.25 per night

Balcony

$1,889.00
Cat:BF
157.42 per night

Suite

$2,189.00
Cat:ME
182.42 per night

More Details Contact Us

Panama & Pristine Isles
Panama City to Miami

from $3,199.00 (USD)

Per Person

Mar 15, 2027
through Mar 25, 2027

More offers from Oceania Cruises

Nights: 10

Ship: Marina

Price Per Night:$319.90 (USD)
(based on double occupancy, for comparison only)

Mar 15, 2027 through Mar 25, 2027

Other Categories Starting At:

Inside

$3,199.00
Cat:G
319.90 per night

Outside

$3,999.00
Cat:C
399.90 per night

Balcony

$4,699.00
Cat:B4
469.90 per night

Suite

$6,899.00
Cat:PH3
689.90 per night

More Details Contact Us

Western Caribbean Cruise
Roundtrip from Fort Lauderdale, Florida

from $802.58 (USD)

Per Person

Mar 08, 2026
through Mar 14, 2026

More offers from Royal Caribbean International

Nights: 6

Ship: Allure of the Seas

Price Per Night:$133.76 (USD)
(based on double occupancy, for comparison only)

Mar 08, 2026 through Mar 14, 2026

Other Categories Starting At:

Inside

$802.58
Cat:ZI
133.76 per night

Outside

$814.58
Cat:YO
135.76 per night

Balcony

$895.58
Cat:XN
149.26 per night

Suite

N/A

Amenity Departure Dates

More Details Contact Us

21-Day Southern Caribbean & Panama Canal Holiday
Roundtrip from Fort Lauderdale

from $3,994.00 (USD)

Per Person

Dec 19, 2025
through Jan 09, 2026

More offers from Holland America Line

Nights: 21

Ship: Rotterdam

Price Per Night:$190.19 (USD)
(based on double occupancy, for comparison only)

Dec 19, 2025 through Jan 09, 2026

Other Categories Starting At:

Inside

$3,994.00
Cat:N
190.19 per night

Outside

$4,584.00
Cat:F
218.29 per night

Balcony

$5,184.00
Cat:VH
246.86 per night

Suite

$6,964.00
Cat:BC
331.62 per night

More Details Contact Us

Hyatt Zilara Rose Hall

from $2,088.00 (USD)

Per Person

Jul 08, 2025
through Dec 15, 2025

More offers from Journese

Nights: 5

Price Per Night:$417.60 (USD)
(based on double occupancy, for comparison only)

Jul 08, 2025 through Dec 15, 2025

Sophisticated and stylish, Hyatt Zilara Rose Hall is an indulgent escape for adults seeking refuge from the rigors of the outside world.

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Jamaica (19 offers included)