Jamaica (18 offers included)

Western Caribbean & Perfect Day
Roundtrip from Orlando (Port Canaveral), Fl
from $2,031.42 (USD)
Per Person
Non-Refundable
Aug 02, 2025
through Aug 08, 2025
Nights: 6
Price Per Night:$338.57 (USD)
(based on double occupancy, for comparison only)
Aug 02, 2025 through Aug 08, 2025
Itinerary: Orlando (Port Canaveral), Fl, Cruising, George Town, Grand Cayman, Falmouth, Jamaica, Cruising, Perfect Day Cococay, Bahamas, Orlando (Port Canaveral), Fl
Other Categories Starting At:
Inside
N/A
Outside
$2,031.42
Cat:3N
338.57 per night
Balcony
$2,308.92
Cat:4B
384.82 per night
Suite
N/A
Princess Grand Jamaica
Hotel Rating: 4 stars
from $466.00 (USD)
Per Person
Oct 19, 2025
through Oct 22, 2025
Nights: 3
Price Per Night:$155.33 (USD)
(based on double occupancy, for comparison only)
Oct 19, 2025 through Oct 22, 2025
Location(s): Green Island
The Princess Grand Jamaica is an all-inclusive beach front resort providing entertainment, relaxation, and adventure to groups of all ages.
from $105.00 (USD)
Per Person
May 03, 2022
through Jul 13, 2027
May 03, 2022 through Jul 13, 2027
Location(s): Falmouth
No visit to Jamaica is complete without climbing the famous Dunn's River Falls! Come experience the island's major tourist attraction, then make your way over to Konoko Falls for more water fun.
May 03, 2022
through Jul 13, 2027
May 03, 2022 through Jul 13, 2027
Location(s): Falmouth
Calling all kayakers! Test your paddling skills on the class 2 rapids of the beautiful Rio Bueno River. A side trip to Bengal Beach is also on the roster.
Western Caribbean Cruise
Roundtrip from Galveston, Texas
from $1,044.28 (USD)
Per Person
Mar 30, 2026
through Apr 09, 2026
Nights: 10
Price Per Night:$104.43 (USD)
(based on double occupancy, for comparison only)
Mar 30, 2026 through Apr 09, 2026
Itinerary: Galveston, Texas, Cruising, Falmouth, Jamaica, George Town, Grand Cayman, Cozumel, Mexico, Belize City, Belize, Roatan, Honduras, Cruising, Galveston, Texas
Other Categories Starting At:
Inside
$1,044.28
Cat:ZI
104.43 per night
Outside
$1,268.28
Cat:YO
126.83 per night
Balcony
$1,784.78
Cat:XB
178.48 per night
Suite
N/A
from $1,821.00 (USD)
Per Person
+ $6,774.00 taxes/fees
Dec 18, 2025
through Jan 08, 2026
Nights: 21
Price Per Night:$86.71 (USD)
(based on double occupancy, for comparison only)
Dec 18, 2025 through Jan 08, 2026
Itinerary: Miami, Florida, San Juan, Puerto Rico, Antigua, St Lucia, Saint Lucia, Barbados, Barbados, St. Maarten, Netherlands Antilles, Tortola, B.V.I., Miami, Florida, Grand Cayman, Cayman Islands, Montego Bay, Jamaica, Roatan, Honduras, Costa Maya, Mexico, Cozumel, Mexico, Miami, Florida
Discover the vibrance of the Lesser Antilles on this 21-night voyage. Experience bright-hued towns, jungle-cloaked ruins, and volcanic peaks as you sail to a diverse array of tropical destinations.
Other Categories Starting At:
Inside
$1,821.00
Cat:IF
86.71 per night
Outside
$2,046.00
Cat:FC
97.43 per night
Balcony
$2,579.00
Cat:CA
122.81 per night
Suite
$5,741.00
Cat:P2
273.38 per night
Caribbean Kaleidoscope
Roundtrip from Miami
from $5,799.00 (USD)
Per Person
Jan 17, 2026
through Feb 06, 2026
Nights: 20
Ship: Nautica
Price Per Night:$289.95 (USD)
(based on double occupancy, for comparison only)
Jan 17, 2026 through Feb 06, 2026
Itinerary: Miami, Cozumel, Costa Maya, Harvest Caye, Santo Tomas, Roatan, Puerto Limon, Panama City, Panama Canal Daylight Transit, Panama City, Panama Canal Daylight Transit, Cartagena, Kralendijk, Willemstad, Oranjestad, Port Antonio, Miami
Other Categories Starting At:
Inside
$5,799.00
Cat:G
289.95 per night
Outside
$6,399.00
Cat:D
319.95 per night
Balcony
$9,499.00
Cat:B2
474.95 per night
Suite
$13,199.00
Cat:PH3
659.95 per night
Caribbean: Bahamas & Jamaica
Boston, Ma to Tampa, Fl
from $1,621.69 (USD)
Per Person
Oct 23, 2026
through Nov 05, 2026
Nights: 13
Price Per Night:$124.75 (USD)
(based on double occupancy, for comparison only)
Oct 23, 2026 through Nov 05, 2026
Itinerary: Boston, Ma, Royal Naval Dockyard, Bermuda, Great Stirrup Cay, Bahamas, CABO ROJO, DOMINICAN REPUBLIC, Oranjestad, Aruba, Willemstad, Netherland Antilles, Falmouth, Jamaica, George Town, Cayman Islands, Tampa, Fl
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
from $2,083.00 (USD)
Per Person
+ $15,936.00 taxes/fees
Oct 28, 2025
through Nov 18, 2025
Nights: 21
Price Per Night:$99.19 (USD)
(based on double occupancy, for comparison only)
Oct 28, 2025 through Nov 18, 2025
Itinerary: Miami, Florida, Amber Cove,Dominican Republic, Montego Bay, Jamaica, Belize City, Belize, Cozumel, Mexico, Miami, Florida, San Juan, Puerto Rico, Antigua, St Lucia, Saint Lucia, Barbados, Barbados, St. Maarten, Netherlands Antilles, Tortola, B.V.I., Miami, Florida
Escape to a new tropical paradise almost every day on this 21-night voyage from Miami. You’ll have the chance to snorkel among coral reefs in Cozumel and Belize, before venturing to the Caribbean.
Other Categories Starting At:
Inside
$2,083.00
Cat:IE
99.19 per night
Outside
$2,132.00
Cat:FC
101.52 per night
Balcony
$2,403.00
Cat:BF
114.43 per night
Suite
$6,962.00
Cat:P2
331.52 per night
Caribbean: Great Stirrup Cay & Cozumel
Roundtrip from Orlando-Beaches-Port Canaveral, Fl
from $845.92 (USD)
Per Person
Nov 15, 2026
through Nov 22, 2026
Nights: 7
Price Per Night:$120.85 (USD)
(based on double occupancy, for comparison only)
Nov 15, 2026 through Nov 22, 2026
Itinerary: Orlando-Beaches-Port Canaveral, Fl, Great Stirrup Cay, Bahamas, Falmouth, Jamaica, George Town, Cayman Islands, Cozumel, Mexico, Orlando-Beaches-Port Canaveral, Fl
Pack up for adventure. Paddle a kayak and explore the crystal blue waters of Great Stirrup Cay, our private island in the Bahamas. Climb up through 600 feet of refreshing water as it cascades over natural limestone in Dunn’s River Falls. Then kick off your flip-flops anywhere you like along Seven Mile Beach in Grand Cayman.
Other Categories Starting At:
Inside
$845.92
Cat:IF
120.85 per night
Outside
N/A
Balcony
$1,245.92
Cat:BF
177.99 per night
Suite
$1,445.92
Cat:MC
206.56 per night
Sandals Negril Beach Resort & Spa
Hotel Rating: No Rating
from $614.00 (USD)
Per Person
Oct 19, 2025
through Oct 22, 2025
Nights: 3
Price Per Night:$204.67 (USD)
(based on double occupancy, for comparison only)
Oct 19, 2025 through Oct 22, 2025
Location(s): Negril
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.
Western Caribbean & Perfect Holiday
Roundtrip from Miami, Florida
from $1,692.50 (USD)
Per Person
Dec 28, 2025
through Jan 04, 2026
Nights: 7
Price Per Night:$241.79 (USD)
(based on double occupancy, for comparison only)
Dec 28, 2025 through Jan 04, 2026
Itinerary: Miami, Florida, Nassau, Bahamas, Perfect Day Cococay, Bahamas, Cruising, Falmouth, Jamaica, Labadee, Haiti, Cruising, Miami, Florida
Other Categories Starting At:
Inside
$1,692.50
Cat:ZI
241.79 per night
Outside
$2,390.50
Cat:2N
341.50 per night
Balcony
$1,911.50
Cat:XN
273.07 per night
Suite
N/A
Caribbean: Great Stirrup Cay & Cozumel
Roundtrip from Orlando-Beaches-Port Canaveral, Fl
from $1,259.04 (USD)
Per Person
Apr 12, 2026
through Apr 19, 2026
Nights: 7
Price Per Night:$179.86 (USD)
(based on double occupancy, for comparison only)
Apr 12, 2026 through Apr 19, 2026
Itinerary: Orlando-Beaches-Port Canaveral, Fl, Great Stirrup Cay, Bahamas, Falmouth, Jamaica, George Town, Cayman Islands, Cozumel, Mexico, Orlando-Beaches-Port Canaveral, Fl
Stop first at Great Stirrup Cay, our 250-acre paradise in the Bahamas. Go snorkeling, parasailing or kayaking, or relax in a private beachfront cabana. Visit Grand Cayman’s famous Stingray City Sandbar to interact with and feed dozens of Southern Stingrays in the wild. Then head to Cozumel on the coast of Mexico’s beautiful Yucatán Peninsula. The day is yours to dive fabulous reefs, explore the jungle in an ATV, relax poolside at a beach club, or visit an ancient Mayan temple.
Other Categories Starting At:
Inside
$1,259.04
Cat:IF
179.86 per night
Outside
$1,459.04
Cat:OX
208.43 per night
Balcony
$1,709.04
Cat:BX
244.15 per night
Suite
$2,259.04
Cat:MX
322.72 per night
from $2,459.00 (USD)
Per Person
+ $240.00 taxes/fees
Feb 21, 2026
through Mar 07, 2026
Nights: 14
Price Per Night:$175.64 (USD)
(based on double occupancy, for comparison only)
Feb 21, 2026 through Mar 07, 2026
Itinerary: Fort Lauderdale, Half Moon Cay, Ocho Rios, Grand Cayman, Cozumel, Fort Lauderdale, Half Moon Cay, Grand Turk, Amber Cove, Nassau, Fort Lauderdale
Other Categories Starting At:
Inside
$2,459.00
Cat:N
175.64 per night
Outside
$2,799.00
Cat:F
199.93 per night
Balcony
$3,139.00
Cat:VH
224.21 per night
Suite
$3,999.00
Cat:BC
285.64 per night
Category N - Flash Special: Book by Sunday 07/13/2025
Longitudinal World Cruise VII
Buenos Aires to Milwaukee
from $47,995.00 (USD)
Per Person
Feb 21, 2026
through Apr 24, 2026
Nights: 62
Price Per Night:$774.11 (USD)
(based on double occupancy, for comparison only)
Feb 21, 2026 through Apr 24, 2026
Itinerary: Buenos Aires, Ushuaia, Sail the Drake Passage, Explore Antarctica, Sail the Drake Passage, Scenic Sailing: Cape Horn, Ushuaia, Scenic Sailing: Cape Horn, Garibaldi Fjord, Explore Chilean Glaciers, Punta Arenas, Scenic Sailing: Chilean Fjords, Explore Chilean Glaciers, Scenic Sailing: Chilean Fjords, Puerto Chacabuco, Scenic Sailing: Chilean Fjords, Sail the Pacific Ocean, Santiago (Valparaíso), Sail the Pacific Ocean, Iquique, Sail the Pacific Ocean, Lima (Callao), Sail the Pacific Ocean, Panama City (Fuerte Amador), Scenic Sailing: Panama Canal, Sail the Caribbean Sea, Port Antonio, Man of War Bay (Great Inagua), San Salvador Island, Sail the Atlantic Ocean, New York City, Sail the Atlantic Ocean, Halifax, Sydney, Woody Point (Bonne Bay), Havre-Saint-Pierre, Tadoussac, Quebec City, Trois-Rivières, Scenic Sailing: St. Lawrence Seaway Locks, Toronto, Niagara Falls (Port Colborne), Point Pelee, Detroit, Alpena, Mackinac Island, Milwaukee
Sail from the tundra of Antarctica to the historic waterways of the Great Lakes, experiencing unspoiled landscapes and vibrant cities. Explore Chile’s pristine coast and transit the Panama Canal. Bask in The Bahamas’s tropical beauty and eastern Canada’s colonial and maritime charms. Admire Niagara Falls, enjoy calls in Toronto and New York and join optional overland excursions to Machu Picchu and the Galápagos as you traverse the Western Hemisphere.
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
$47,995.00
Cat:N2
774.11 per night
Suite
$69,995.00
Cat:NS
1,128.95 per night
from $1,812.00 (USD)
Per Person
Jan 01, 2025
through Dec 15, 2025
Nights: 5
Price Per Night:$362.40 (USD)
(based on double occupancy, for comparison only)
Jan 01, 2025 through Dec 15, 2025
Location(s): Negril
Couples Negril is a lively, low-key 18-acre beachfront playground offering a peerless selection of all-inclusive experiences designed to awaken your spirit of adventure.
from $3,749.00 (USD)
Per Person
+ $260.00 taxes/fees
Jan 18, 2026
through Feb 08, 2026
Nights: 21
Price Per Night:$178.52 (USD)
(based on double occupancy, for comparison only)
Jan 18, 2026 through Feb 08, 2026
Itinerary: Fort Lauderdale, Half Moon Cay, Curacao, Panama Canal And Gatun Lake, Gatun Lake And Panama Canal, Gatun Lake, Exit Panama Canal Cristobal, Colon, Enter Panama Canal Cristobal, Limon, Falmouth, Grand Cayman, Fort Lauderdale, Curacao, Bonaire, Aruba, Half Moon Cay, Fort Lauderdale
Other Categories Starting At:
Inside
$3,749.00
Cat:N
178.52 per night
Outside
$4,829.00
Cat:F
229.95 per night
Balcony
$5,589.00
Cat:VH
266.14 per night
Suite
$7,169.00
Cat:BC
341.38 per night
Category N - Flash Special: Book by Sunday 07/13/2025
from $55.00 (USD)
Per Person
Jan 09, 2025
through Jul 13, 2027
Jan 09, 2025 through Jul 13, 2027
Location(s): Falmouth
Spend the day steeped in the colorful history of Montego Bay, the tourism capital and second largest city in Jamaica. While in town, make a splash at the Doctor Cave Bathing Beach.