Caribbean Cruise Deals

Discover amazing cruise deals departing in the next 6 months. Updated weekly with the latest prices from major cruise lines!

⭐ Premium Deals Caribbean
Celebrity Cruises
Celebrity Constellation

7 days, round-trip Western Caribbean

Departure Dec 28, 2025
Duration 7 days
Starting from
$1,051
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⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Venezia

7 days, round-trip Western Caribbean

Departure Dec 28, 2025
Duration 7 days
Starting from
$1,214
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⭐ Premium Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Escape

7 days, round-trip Caribbean Harvest Caye, Cozumel Roatan

Departure Dec 28, 2025
Duration 7 days
Starting from
$1,439
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⭐ Premium Deals
Virgin Voyages Cruises
Scarlet Lady

5 days, round-trip Dominican Daze

Departure Jan 2, 2026
Duration 5 days
Starting from
$1,792
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⭐ Premium Deals Caribbean
Celebrity Cruises
Celebrity Ascent

10 days, round-trip Ultimate Southern Caribbean

Departure Jan 2, 2026
Duration 10 days
Starting from
$1,778
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Icon Of The Seas

7 days, round-trip Eastern Caribbean Perfect Day

Departure Jan 3, 2026
Duration 7 days
Starting from
$1,639
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⭐ Premium Deals Caribbean
Disney Cruise Line Cruises
Disney Treasure

7 days, round-trip Eastern Caribbean Cruise From Port Canaveral

Departure Jan 3, 2026
Duration 7 days
Starting from
$5,670
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Allure Of The Seas

8 days, round-trip Eastern Caribbean Perfect Day

Departure Jan 3, 2026
Duration 8 days
Starting from
$1,048
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⭐ Premium Deals
Regent Seven Seas Cruises
Seven Seas Mariner

7 days, round-trip Lush Islands, Lovely Shores Miami To Miami

Departure Jan 3, 2026
Duration 7 days
Starting from
$12,998
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⭐ Premium Deals Bahamas
Holland America Cruises
ms Zuiderdam

28 days, round-trip Ultimate Caribbean Amber Cove Bahamas

Departure Jan 3, 2026
Duration 28 days
Starting from
$3,884
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⭐ Premium Deals
Seabourn Cruises
Seabourn Ovation

7 days, round-trip Treasures Of Aruba, Bonaire Curacao

Departure Jan 3, 2026
Duration 7 days
Starting from
$3,399
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⭐ Premium Deals Caribbean
Holland America Cruises
ms Koningsdam

21 days, round-trip Eastern Western Caribbean Leeward Islands Mexico

Departure Jan 3, 2026
Duration 21 days
Starting from
$2,569
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⭐ Premium Deals
Seabourn Cruises
Seabourn Ovation

14 days, one-way from Bridgetown to Philipsburg St Maarten

Departure Jan 3, 2026
Duration 14 days
Starting from
$6,969
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⭐ Premium Deals Caribbean
Holland America Cruises
ms Koningsdam

11 days, round-trip Eastern Caribbean Windward Leeward Islands

Departure Jan 3, 2026
Duration 11 days
Starting from
$1,549
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⭐ Premium Deals
Virgin Voyages Cruises
Resilient Lady

7 days, round-trip Cozumel, Grand Cayman Bimini

Departure Jan 3, 2026
Duration 7 days
Starting from
$1,662
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⭐ Premium Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Joy

7 days, round-trip Caribbean Great Stirrup Cay Dominican Republic

Departure Jan 3, 2026
Duration 7 days
Starting from
$1,029
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⭐ Premium Deals
Celebrity Cruises
Celebrity Apex

7 days, round-trip St. Kitts, San Juan Puerto Plata

Departure Jan 3, 2026
Duration 7 days
Starting from
$1,113
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⭐ Premium Deals Caribbean
Holland America Cruises
ms Zuiderdam

21 days, round-trip Ultimate Caribbean Escape

Departure Jan 3, 2026
Duration 21 days
Starting from
$3,299
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Serenade Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Jan 3, 2026
Duration 7 days
Starting from
$1,281
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⭐ Premium Deals
Star Clippers Cruises
Star Clipper

14 days, one-way from Panama City to Montego Bay

Departure Jan 3, 2026
Duration 14 days
Starting from
$4,240
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⭐ Premium Deals
Star Clippers Cruises
Royal Clipper

7 days, round-trip Grenadine Islands

Departure Jan 3, 2026
Duration 7 days
Starting from
$2,030
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⭐ Premium Deals
Star Clippers Cruises
Star Flyer

7 days, round-trip Treasure Islands

Departure Jan 3, 2026
Duration 7 days
Starting from
$1,970
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⭐ Premium Deals
Emerald Cruises
Emerald Sakara

7 days, one-way from Marigot to Bridgetown

Departure Jan 3, 2026
Duration 7 days
Starting from
$4,563
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⭐ Premium Deals
Virgin Voyages Cruises
Valiant Lady

7 days, round-trip Aruban Sights Antiguan

Departure Jan 3, 2026
Duration 7 days
Starting from
$2,508
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⭐ Premium Deals Caribbean
Disney Cruise Line Cruises
Disney Magic

5 days, round-trip Western Caribbean Cruise From Galveston

Departure Jan 2, 2026
Duration 5 days
Starting from
$2,768
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⭐ Premium Deals
Disney Cruise Line Cruises
Disney Dream

3 days, round-trip Bahamian Cruise From Fort Lauderdale

Departure Jan 2, 2026
Duration 3 days
Starting from
$2,145
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⭐ Premium Deals Caribbean
Costa Cruises
Costa Fascinosa

7 days, round-trip Caribbean from Guadeloupe

Departure Jan 2, 2026
Duration 7 days
Starting from
$1,095
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⭐ Premium Deals Mexico
Norwegian Cruise Line Cruises
Norwegian Pearl

11 days, round-trip Panama Canal Mexico, Jamaica Costa Rica

Departure Jan 2, 2026
Duration 11 days
Starting from
$1,329
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⭐ Premium Deals Caribbean
Emerald Cruises
Emerald Azzurra

14 days, round-trip Discover the yachting islands of the Caribbean

Departure Jan 3, 2026
Duration 14 days
Starting from
$9,526
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⭐ Premium Deals
Regent Seven Seas Cruises
Seven Seas Grandeur

12 days, one-way from Miami to Panama City

Departure Jan 3, 2026
Duration 12 days
Starting from
$24,298
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⭐ Premium Deals
Emerald Cruises
Emerald Azzurra

6 days, one-way from San Juan to Montserrat Island UK

Departure Jan 3, 2026
Duration 6 days
Starting from
$3,880
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⭐ Premium Deals
MSC Explora Journeys Cruises
MSC Explora 1

16 days, round-trip An Extended Journey between Idyllic Volcanic Isles

Departure Jan 3, 2026
Duration 16 days
Starting from
$8,460
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⭐ Premium Deals Caribbean
MSC Cruises
MSC World America

14 days, round-trip Eastern Western Caribbean

Departure Jan 3, 2026
Duration 14 days
Starting from
$1,593
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⭐ Premium Deals
Regent Seven Seas Cruises
Seven Seas Grandeur

22 days, one-way from Miami to Los Angeles

Departure Jan 3, 2026
Duration 22 days
Starting from
$43,798
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⭐ Premium Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Viva

7 days, round-trip Caribbean Harvest Caye, Cozumel Roatan

Departure Jan 3, 2026
Duration 7 days
Starting from
$1,049
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⭐ Premium Deals
Disney Cruise Line Cruises
Disney Fantasy

5 days, round-trip Bahamian Cruise From Port Canaveral

Departure Jan 4, 2026
Duration 5 days
Starting from
$3,477
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Odyssey Of The Seas

11 days, round-trip Eastern Caribbean Cruise

Departure Jan 4, 2026
Duration 11 days
Starting from
$1,212
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⭐ Premium Deals Caribbean
Princess Cruises
Caribbean Princess

12 days, round-trip Panama Canal with Costa Rica Caribbean

Departure Jan 4, 2026
Duration 12 days
Starting from
$1,448
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⭐ Premium Deals
Windstar Cruises
Wind Spirit

10 days, one-way from Bridgetown to Philipsburg St Maarten

Departure Jan 4, 2026
Duration 10 days
Starting from
$3,829
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⭐ Premium Deals Bahamas
MSC Cruises
MSC Divina

21 days, round-trip Caribbean Bahamas

Departure Jan 4, 2026
Duration 21 days
Starting from
$1,755
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⭐ Premium Deals Caribbean
Costa Cruises
Costa Pacifica

14 days, round-trip Caribbean from La Romana

Departure Jan 4, 2026
Duration 14 days
Starting from
$1,784
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⭐ Premium Deals Caribbean
Costa Cruises
Costa Pacifica

7 days, round-trip Caribbean from La Romana

Departure Jan 4, 2026
Duration 7 days
Starting from
$1,165
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⭐ Premium Deals
Holland America Cruises
ms Volendam

62 days, one-way from Fort Lauderdale to Sydney

Departure Jan 4, 2026
Duration 62 days
Starting from
$11,699
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⭐ Premium Deals
Holland America Cruises
ms Volendam

37 days, one-way from Fort Lauderdale to San Antonio

Departure Jan 4, 2026
Duration 37 days
Starting from
$7,199
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⭐ Premium Deals
Virgin Voyages Cruises
Brilliant Lady

11 days, round-trip Aruba, Bonaire, Colombia, Jamaica More

Departure Jan 4, 2026
Duration 11 days
Starting from
$3,632
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Star Of The Seas

7 days, round-trip Western Caribbean Perfect Day

Departure Jan 4, 2026
Duration 7 days
Starting from
$1,513
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Serenade Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Jan 4, 2026
Duration 7 days
Starting from
$1,508
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⭐ Premium Deals
Disney Cruise Line Cruises
Disney Destiny

4 days, round-trip Bahamian Cruise From Fort Lauderdale

Departure Jan 4, 2026
Duration 4 days
Starting from
$3,431
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⭐ Premium Deals
Marella Cruises
Marella Explorer

7 days, round-trip Paradise Islands

Departure Jan 4, 2026
Duration 7 days
Starting from
$2,249
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⭐ Premium Deals Caribbean
Princess Cruises
Grand Princess

14 days, round-trip Southern Caribbean Adventurer

Departure Jan 4, 2026
Duration 14 days
Starting from
$1,393
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About These Deals
Prices shown are starting rates per person and subject to availability. Deals are updated weekly. Click "View Deal" to check current pricing and availability on CruiseMapper. Port Side Left is not responsible for price changes or booking terms.