Caribbean Cruise Deals

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

🔥

317

Budget Deals
Under $500
💎

621

Mid-Range Deals
$500-$1000
⭐

976

Premium Deals
$1000+
All Deals (1,914 total)
Showing page 27 of 39
⭐ Premium Deals
MSC Explora Journeys Cruises
MSC Explora 1

8 days, one-way from Miami to San Juan

Departure Dec 29, 2025
Duration 8 days
Starting from
$5,640
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⭐ Premium Deals
Silversea Cruises
Silver Spirit

7 days, one-way from San Juan to Bridgetown

Departure Dec 29, 2025
Duration 7 days
Starting from
$4,800
View Deal
💎 Mid-Range Deals Bahamas
Norwegian Cruise Line Cruises
Norwegian Getaway

4 days, round-trip Bahamas Great Stirrup Cay Nassau

Departure Dec 29, 2025
Duration 4 days
Starting from
$969
View Deal
⭐ Premium Deals Caribbean
MSC Explora Journeys Cruises
MSC Explora 1

15 days, round-trip An Extended Journey into Shimmering New Dawns and Caribbean Secrets

Departure Dec 29, 2025
Duration 15 days
Starting from
$8,760
View Deal
⭐ Premium Deals Mexico
Margaritaville at Sea Cruises
Margaritaville Islander

6 days, round-trip Key West Mexico

Departure Dec 30, 2025
Duration 6 days
Starting from
$2,047
View Deal
⭐ Premium Deals
MSC Explora Journeys Cruises
MSC Explora 2

7 days, one-way from San Juan to Miami

Departure Dec 29, 2025
Duration 7 days
Starting from
$5,890
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⭐ Premium Deals
MSC Explora Journeys Cruises
MSC Explora 2

17 days, one-way from San Juan to Miami

Departure Dec 29, 2025
Duration 17 days
Starting from
$11,115
View Deal
⭐ Premium Deals
Disney Cruise Line Cruises
Disney Destiny

5 days, round-trip Bahamian Cruise From Fort Lauderdale

Departure Dec 30, 2025
Duration 5 days
Starting from
$7,275
View Deal
💎 Mid-Range Deals Bahamas
Norwegian Cruise Line Cruises
Norwegian Gem

5 days, round-trip Bahamas Great Stirrup Cay

Departure Dec 30, 2025
Duration 5 days
Starting from
$988
View Deal
⭐ Premium Deals Caribbean
Cunard Cruises
Queen Elizabeth

9 days, round-trip Western Caribbean

Departure Dec 30, 2025
Duration 9 days
Starting from
$1,229
View Deal
⭐ Premium Deals Bahamas
Norwegian Cruise Line Cruises
Norwegian Joy

4 days, round-trip Bahamas Great Stirrup Cay Nassau

Departure Dec 30, 2025
Duration 4 days
Starting from
$1,052
View Deal
⭐ Premium Deals
Marella Cruises
Marella Discovery

7 days, round-trip Tropical Isles

Departure Dec 30, 2025
Duration 7 days
Starting from
$2,553
View Deal
⭐ Premium Deals Caribbean
Cunard Cruises
Queen Elizabeth

21 days, round-trip Caribbean

Departure Dec 30, 2025
Duration 21 days
Starting from
$2,238
View Deal
⭐ Premium Deals Caribbean
Carnival Cruise Line Cruises
Carnival Liberty

7 days, round-trip Western Caribbean

Departure Dec 28, 2025
Duration 7 days
Starting from
$1,178
View Deal
⭐ Premium Deals Bahamas
Celebrity Cruises
Celebrity Eclipse

6 days, round-trip Grand Cayman, Bahamas Mexico

Departure Dec 28, 2025
Duration 6 days
Starting from
$1,219
View Deal
⭐ Premium Deals Caribbean
Princess Cruises
Majestic Princess

14 days, round-trip EasternWestern Caribbean Adventurer Holiday

Departure Dec 28, 2025
Duration 14 days
Starting from
$1,999
View Deal
⭐ Premium Deals
Celebrity Cruises
Celebrity Beyond

7 days, round-trip St. Thomas Puerto Plata

Departure Dec 28, 2025
Duration 7 days
Starting from
$1,268
View Deal
⭐ Premium Deals Bahamas
Carnival Cruise Line Cruises
Carnival Spirit

8 days, round-trip The Bahamas

Departure Dec 28, 2025
Duration 8 days
Starting from
$1,199
View Deal
⭐ Premium Deals Bahamas
Holland America Cruises
ms Eurodam

14 days, round-trip WesternEastern Caribbean Bahamas San Juan Holiday

Departure Dec 28, 2025
Duration 14 days
Starting from
$1,544
View Deal
⭐ Premium Deals
Silversea Cruises
Silver Shadow

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

Departure Dec 28, 2025
Duration 7 days
Starting from
$6,700
View Deal
⭐ Premium Deals Caribbean
Holland America Cruises
ms Eurodam

7 days, round-trip Western Caribbean Greater Antilles Mexico Holiday

Departure Dec 28, 2025
Duration 7 days
Starting from
$1,099
View Deal
⭐ Premium Deals Caribbean
Norwegian Cruise Line Cruises
Norwegian Epic

7 days, round-trip Caribbean Barbados, Antigua St. Lucia

Departure Dec 28, 2025
Duration 7 days
Starting from
$1,899
View Deal
⭐ Premium Deals Caribbean
Windstar Cruises
Wind Surf

7 days, round-trip Beach Fun Sun A Remote Caribbean Getaway

Departure Dec 28, 2025
Duration 7 days
Starting from
$3,599
View Deal
⭐ Premium Deals
Windstar Cruises
Star Seeker

16 days, one-way from Malaga to Miami

Departure Dec 28, 2025
Duration 16 days
Starting from
$5,149
View Deal
⭐ Premium Deals Caribbean
Celebrity Cruises
Celebrity Constellation

7 days, round-trip Western Caribbean

Departure Dec 28, 2025
Duration 7 days
Starting from
$1,051
View Deal
⭐ 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
View Deal
⭐ 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
View Deal
🔥 Budget Deals Caribbean
Royal Caribbean Cruises
Enchantment Of The Seas

5 days, round-trip Western Caribbean Cruise

Departure Jan 3, 2026
Duration 5 days
Starting from
$369
View Deal
🔥 Budget Deals Bahamas
MSC Cruises
MSC Seashore

7 days, round-trip Caribbean Bahamas

Departure Jan 2, 2026
Duration 7 days
Starting from
$492
View Deal
⭐ Premium Deals
Virgin Voyages Cruises
Scarlet Lady

5 days, round-trip Dominican Daze

Departure Jan 2, 2026
Duration 5 days
Starting from
$1,792
View Deal
⭐ 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
View Deal
💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Breeze

5 days, round-trip Western Caribbean

Departure Jan 3, 2026
Duration 5 days
Starting from
$519
View Deal
⭐ 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
View Deal
💎 Mid-Range Deals Caribbean
Princess Cruises
Majestic Princess

8 days, round-trip Eastern Caribbean with St. Thomas

Departure Jan 3, 2026
Duration 8 days
Starting from
$840
View Deal
💎 Mid-Range Deals Caribbean
MSC Cruises
MSC Virtuosa

7 days, round-trip Southern Caribbean

Departure Jan 3, 2026
Duration 7 days
Starting from
$779
View Deal
💎 Mid-Range Deals Caribbean
Carnival Cruise Line Cruises
Carnival Jubilee

7 days, round-trip Western Caribbean

Departure Jan 3, 2026
Duration 7 days
Starting from
$744
View Deal
⭐ 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
View Deal
🔥 Budget Deals Caribbean
Carnival Cruise Line Cruises
Carnival Freedom

5 days, round-trip Eastern Caribbean

Departure Jan 3, 2026
Duration 5 days
Starting from
$384
View Deal
💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Jewel Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Jan 3, 2026
Duration 7 days
Starting from
$819
View Deal
⭐ 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
View Deal
💎 Mid-Range Deals Caribbean
Royal Caribbean Cruises
Rhapsody Of The Seas

7 days, round-trip Western Caribbean Cruise

Departure Jan 3, 2026
Duration 7 days
Starting from
$555
View Deal
💎 Mid-Range Deals
Celebrity Cruises
Celebrity Eclipse

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

Departure Jan 3, 2026
Duration 8 days
Starting from
$983
View Deal
⭐ 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
View Deal
⭐ 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
View Deal
⭐ 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
View Deal
⭐ 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
View Deal
⭐ 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
View Deal
⭐ 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
View Deal
💎 Mid-Range Deals Caribbean
Holland America Cruises
ms Nieuw Statendam

7 days, round-trip Eastern Caribbean San Juan St. Thomas

Departure Jan 3, 2026
Duration 7 days
Starting from
$799
View Deal
⭐ 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
View Deal
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.