Anderson Vacations
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Jamaica

(20 offers included)
Departing on Apr 15, 2027 on the Valiant Lady
Nights: 7
Dates: Apr 15, 2027 through Apr 22, 2027
Ship: Valiant Lady
Itinerary:
Miami, George Town, Ocho Rios, Bimini Islands, Miami
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. From there, spend a day sailing to Ocho Rios followed by one more headed to the beach club at Bimini before returning to Miami.
from
$1,113.00
(USD)
Per Person
+ $303.00 taxes/fees
Inside
$1,113.00
Cat: IZ
$159.00/Night
Outside
$1,254.00
Cat: VZ
$179.14/Night
Balcony
$1,464.00
Cat: TZ
$209.14/Night
Suite
$4,225.00
Cat: SS
$603.57/Night
Western Carib & Perfect Day Holiday Roundtrip from Fort Lauderdale, Florida
Departing on Dec 20, 2026 on the Legend of the Seas
Nights: 6
Dates: Dec 20, 2026 through Dec 26, 2026
Itinerary:
Fort Lauderdale, Florida, Perfect Day Cococay, Bahamas, Cruising, Falmouth, Jamaica, Labadee, Haiti, Cruising, Fort Lauderdale, Florida
from
$1,873.70
(USD)
Per Person
Non-Refundable
Inside
$1,945.70
Cat: R3
$324.28/Night
Outside
$2,116.70
Cat: N5
$352.78/Night
Balcony
$1,966.70
Cat: U5
$327.78/Night
Suite
$3,679.20
Cat: JS
$613.20/Night
Longitudinal World Cruise VII Buenos Aires to Milwaukee
Departing on Mar 14, 2028 on the Viking Polaris
Nights: 62
Dates: Mar 14, 2028 through May 15, 2028
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.
from
$49,995.00
(USD)
Per Person
Balcony
$49,995.00
Cat: N2
$806.37/Night
Suite
$64,995.00
Cat: NP
$1,048.31/Night
Nights: 5
Dates: Jan 01, 2025 through Dec 15, 2025
Location(s):
Montego Bay
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.
from
$2,873.00
(USD)
Per Person
Departing on Feb 25, 2026 on the Koningsdam
Nights: 10
Dates: Feb 25, 2026 through Mar 07, 2026
Ship: Koningsdam
Itinerary:
Fort Lauderdale, Half Moon Cay, Falmouth, Grand Cayman, Belize City, Costa Maya, Cozumel, Fort Lauderdale
from
$2,149.00
(USD)
Per Person
+ $160.00 taxes/fees
Inside
$2,149.00
Cat: N
$214.90/Night
Outside
$2,399.00
Cat: F
$239.90/Night
Balcony
$2,699.00
Cat: VH
$269.90/Night
Suite
$3,549.00
Cat: BC
$354.90/Night
Category N - Flash Special: Book by Sunday 08/24/2025
Departing on Jan 09, 2027 on the Regal Princess
Nights: 8
Dates: Jan 09, 2027 through Jan 17, 2027
Itinerary:
Fort Lauderdale, Grand Cayman, Ocho Rios, Aruba, Fort Lauderdale
from
$929.00
(USD)
Per Person
Inside
$929.00
Cat: IF
$116.13/Night
Balcony
$1,082.00
Cat: BW
$135.25/Night
Suite
$1,579.00
Cat: MF
$197.38/Night
Dates: May 03, 2022 through Aug 20, 2027
Location(s):
Falmouth
Climb the terraced water fall at Dunn's River Falls, then shop till you drop in bustling downtown Ocho Rios.
from
$105.00
(USD)
Per Person
Departing on Dec 26, 2026 on the Eurodam
Nights: 7
Dates: Dec 26, 2026 through Jan 02, 2027
Ship: Eurodam
Itinerary:
Fort Lauderdale, Relaxaway Half Moon Cay, Ocho Rios, Grand Cayman, Cozumel, Fort Lauderdale
from
$1,879.00
(USD)
Per Person
+ $155.00 taxes/fees
Inside
$1,879.00
Cat: N
$268.43/Night
Outside
$2,079.00
Cat: HH
$297.00/Night
Balcony
$2,479.00
Cat: VH
$354.14/Night
Suite
$3,879.00
Cat: SZ
$554.14/Night
Category N - Flash Special: Book by Sunday 08/24/2025
Departing on Nov 21, 2026 on the Zuiderdam
Nights: 7
Dates: Nov 21, 2026 through Nov 28, 2026
Ship: Zuiderdam
Itinerary:
Miami, Key West, Ocho Rios, Grand Cayman, Cozumel, Miami
from
$1,384.00
(USD)
Per Person
+ $120.00 taxes/fees
Inside
$1,384.00
Cat: N
$197.71/Night
Outside
$1,584.00
Cat: HH
$226.29/Night
Balcony
$1,834.00
Cat: VH
$262.00/Night
Suite
$2,834.00
Cat: SZ
$404.86/Night
Category N - Flash Special: Book by Sunday 08/24/2025
Caribbean & Central America Cruise Fort Lauderdale to Fort Lauderdale
Departing on Jan 06, 2026 on the Silver Ray
Nights: 10
Dates: Jan 06, 2026 through Jan 16, 2026
Ship: Silver Ray
Itinerary:
Fort Lauderdale, Florida, Day at sea, San Juan, St John, Gustavia, St Barthelemy, Basseterre, St. Kitts, Spanish Town, Day at sea, Fort Lauderdale, Florida
from
$7,800.00
(USD)
Per Person
Suite
$7,800.00
Cat: CV
$780.00/Night
Dates: Jan 09, 2025 through Aug 20, 2027
Location(s):
Falmouth
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.
from
$99.00
(USD)
Per Person
Departing on Jan 17, 2026 on the Star Clipper
Nights: 11
Dates: Jan 17, 2026 through Jan 28, 2026
Ship: Star Clipper
Itinerary:
Montego Bay, Jamaica, Port Antonio, Jamaica, Santo Domingo, Dominican Republic, Sailing Sir Francis Drake Channel, The Bight - Norman Island, British Virgin Islands, White Bay, Jost van Dyke (B.V.I.), Sopers Hole - Tortola, British Virgin Islands (BVI, Spanish Town - Virgin Gorda, British Virgin Island, Beach, Captain's Best, British Virgin Islands (B.V, Basseterre, St. Kitts (morning), South Friars Bay - Beach, St. Kitts (afternoon), St. John's, Antigua
from
$3,090.00
(USD)
Per Person
Inside
$3,090.00
Cat: Category 6
$280.91/Night
Outside
$3,560.00
Cat: Category 5
$323.64/Night
Nights: 5
Dates: Jan 01, 2025 through Dec 15, 2025
Location(s):
Montego Bay
Styled in the tradition of palatial colonial estates, JOIA Rose Hall by Iberostar brings European opulence to Jamaica's north shore.
from
$1,729.00
(USD)
Per Person
Departing on Jan 03, 2026 on the Koningsdam
Nights: 21
Dates: Jan 03, 2026 through Jan 24, 2026
Ship: Koningsdam
Itinerary:
Fort Lauderdale, Half Moon Cay, St Thomas, Antigua, Martinique, Roseau, St Kitts, St Maarten, Fort Lauderdale, Half Moon Cay, Falmouth, Grand Cayman, Belize City, Roatan, Cozumel, Fort Lauderdale
from
$3,974.00
(USD)
Per Person
+ $265.00 taxes/fees
Inside
$3,974.00
Cat: N
$189.24/Night
Outside
$4,384.00
Cat: F
$208.76/Night
Balcony
$4,874.00
Cat: VH
$232.10/Night
Suite
$6,454.00
Cat: BC
$307.33/Night
Category N - Flash Special: Book by Sunday 08/24/2025
No Image Available
Nights: 10
Dates: Mar 06, 2027 through Mar 16, 2027
Itinerary:
Fort Lauderdale, Relaxaway Half Moon Cay, Falmouth, Grand Cayman, Mahogany Bay, Belize City, Cozumel, Fort Lauderdale
from
$2,294.00
(USD)
Per Person
+ $175.00 taxes/fees
Inside
$2,294.00
Cat: N
$229.40/Night
Outside
$2,894.00
Cat: F
$289.40/Night
Balcony
$2,994.00
Cat: VH
$299.40/Night
Suite
$3,894.00
Cat: BC
$389.40/Night
Category N - Flash Special: Book by Sunday 08/24/2025
No Image Available
Nights: 10
Dates: Jan 02, 2027 through Jan 12, 2027
Itinerary:
Fort Lauderdale, Relaxaway Half Moon Cay, Falmouth, Grand Cayman, Belize City, Cozumel, Key West, Fort Lauderdale
from
$2,094.00
(USD)
Per Person
+ $170.00 taxes/fees
Inside
$2,094.00
Cat: N
$209.40/Night
Outside
$2,694.00
Cat: F
$269.40/Night
Balcony
$2,794.00
Cat: VH
$279.40/Night
Suite
$3,694.00
Cat: BC
$369.40/Night
Category N - Flash Special: Book by Sunday 08/24/2025
21-Day Eastern & Western Caribbean: Mexico Roundtrip from Fort Lauderdale
Departing on Feb 14, 2026 on the Koningsdam
Nights: 21
Dates: Feb 14, 2026 through Mar 07, 2026
Ship: Koningsdam
Itinerary:
Fort Lauderdale, Half Moon Cay, St Thomas, Antigua, Martinique, Roseau, St Kitts, St Maarten, Fort Lauderdale, Half Moon Cay, Falmouth, Grand Cayman, Belize City, Costa Maya, Cozumel, Fort Lauderdale
from
$4,209.00
(USD)
Per Person
+ $275.00 taxes/fees
Inside
$4,209.00
Cat: N
$200.43/Night
Outside
$4,709.00
Cat: F
$224.24/Night
Balcony
$5,339.00
Cat: VH
$254.24/Night
Suite
$6,909.00
Cat: BC
$329.00/Night
Category N - Flash Special: Book by Sunday 08/24/2025
Dates: May 03, 2022 through Aug 20, 2027
Location(s):
Falmouth
Explore the magical underground world of Jamaica with this exciting tour of Green Grotto Caves, once used as a hideout by Spaniards during the English invasion of Jamaica.
from
$65.00
(USD)
Per Person
Dates: May 03, 2022 through Aug 20, 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.
from
$92.00
(USD)
Per Person
No Image Available
Nights: 21
Dates: Jan 09, 2026 through Jan 30, 2026
Itinerary:
Fort Lauderdale, Curacao, Bonaire, Aruba, Half Moon Cay, 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
from
$3,749.00
(USD)
Per Person
+ $260.00 taxes/fees
Inside
$3,749.00
Cat: N
$178.52/Night
Outside
$4,829.00
Cat: F
$229.95/Night
Balcony
$5,589.00
Cat: VH
$266.14/Night
Suite
$7,169.00
Cat: BC
$341.38/Night
Category N - Flash Special: Book by Sunday 08/24/2025