Caribbean Cruise Deals

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

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400

Budget Deals
Under $500
💎

703

Mid-Range Deals
$500-$1000
⭐

1,086

Premium Deals
$1000+
⭐ Premium Deals (107 total)
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Icon Of The Seas

7 days, round-trip Western Caribbean Perfect Day

Departure Oct 18, 2025
Duration 7 days
Starting from
$1,431
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⭐ Premium Deals
Royal Caribbean Cruises
Independence Of The Seas

14 days, one-way from Southampton to Miami

Departure Oct 16, 2025
Duration 14 days
Starting from
$1,268
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Serenade Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Oct 18, 2025
Duration 7 days
Starting from
$1,263
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Oasis Of The Seas

8 days, round-trip Southern Caribbean Perfect Day

Departure Oct 18, 2025
Duration 8 days
Starting from
$1,178
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Star Of The Seas

7 days, round-trip Eastern Caribbean Perfect Day

Departure Oct 19, 2025
Duration 7 days
Starting from
$1,464
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Serenade Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Oct 19, 2025
Duration 7 days
Starting from
$1,761
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Harmony Of The Seas

7 days, round-trip Western Caribbean Cruise

Departure Oct 19, 2025
Duration 7 days
Starting from
$1,034
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Serenade Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Oct 25, 2025
Duration 7 days
Starting from
$1,163
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Star Of The Seas

7 days, round-trip Eastern Caribbean Perfect Day

Departure Oct 26, 2025
Duration 7 days
Starting from
$1,783
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⭐ Premium Deals
Royal Caribbean Cruises
Allure Of The Seas

13 days, one-way from Barcelona to Fort Lauderdale

Departure Oct 26, 2025
Duration 13 days
Starting from
$1,223
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Icon Of The Seas

7 days, round-trip Eastern Caribbean Perfect Day

Departure Oct 25, 2025
Duration 7 days
Starting from
$1,438
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Serenade Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Oct 26, 2025
Duration 7 days
Starting from
$1,759
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Icon Of The Seas

7 days, round-trip Western Caribbean Perfect Day

Departure Nov 1, 2025
Duration 7 days
Starting from
$1,459
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⭐ Premium Deals
Royal Caribbean Cruises
Brilliance Of The Seas

7 days, one-way from Boston to San Juan

Departure Nov 2, 2025
Duration 7 days
Starting from
$1,198
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Vision Of The Seas

12 days, round-trip Southern Caribbean Cruise

Departure Nov 1, 2025
Duration 12 days
Starting from
$1,158
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Serenade Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Nov 1, 2025
Duration 7 days
Starting from
$1,263
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Oasis Of The Seas

8 days, round-trip Southern Caribbean Perfect Day

Departure Nov 1, 2025
Duration 8 days
Starting from
$1,104
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Star Of The Seas

7 days, round-trip Eastern Caribbean Perfect Day

Departure Nov 2, 2025
Duration 7 days
Starting from
$1,681
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Serenade Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Nov 2, 2025
Duration 7 days
Starting from
$1,461
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Icon Of The Seas

7 days, round-trip Eastern Caribbean Perfect Day

Departure Nov 8, 2025
Duration 7 days
Starting from
$1,307
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Allure Of The Seas

8 days, round-trip Eastern Caribbean Perfect Day

Departure Nov 8, 2025
Duration 8 days
Starting from
$1,042
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Odyssey Of The Seas

11 days, round-trip Eastern Caribbean Cruise

Departure Nov 5, 2025
Duration 11 days
Starting from
$1,537
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Serenade Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Nov 9, 2025
Duration 7 days
Starting from
$1,468
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Star Of The Seas

7 days, round-trip Western Caribbean Perfect Day

Departure Nov 9, 2025
Duration 7 days
Starting from
$1,528
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Adventure Of The Seas

10 days, round-trip Southern Caribbean Cruise

Departure Nov 12, 2025
Duration 10 days
Starting from
$1,516
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Icon Of The Seas

7 days, round-trip Western Caribbean Perfect Day

Departure Nov 15, 2025
Duration 7 days
Starting from
$1,553
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Serenade Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Nov 15, 2025
Duration 7 days
Starting from
$1,113
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Oasis Of The Seas

8 days, round-trip Southern Caribbean Perfect Day

Departure Nov 15, 2025
Duration 8 days
Starting from
$1,124
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Serenade Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Nov 16, 2025
Duration 7 days
Starting from
$1,451
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Star Of The Seas

7 days, round-trip Eastern Caribbean Perfect Day

Departure Nov 16, 2025
Duration 7 days
Starting from
$1,754
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Icon Of The Seas

7 days, round-trip Eastern Caribbean Perfect Day

Departure Nov 22, 2025
Duration 7 days
Starting from
$1,587
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Allure Of The Seas

8 days, round-trip Eastern Caribbean Perfect Day

Departure Nov 22, 2025
Duration 8 days
Starting from
$1,521
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Symphony Of The Seas

7 days, round-trip Eastern Caribbean Cruise

Departure Nov 23, 2025
Duration 7 days
Starting from
$1,241
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Star Of The Seas

7 days, round-trip Western Caribbean Perfect Day

Departure Nov 23, 2025
Duration 7 days
Starting from
$1,864
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⭐ Premium Deals Bahamas
Royal Caribbean Cruises
Odyssey Of The Seas

7 days, round-trip Perfect Day Bahamas Cruise

Departure Nov 23, 2025
Duration 7 days
Starting from
$1,024
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Oasis Of The Seas

6 days, round-trip Western Caribbean Cruise

Departure Nov 23, 2025
Duration 6 days
Starting from
$1,010
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Serenade Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Nov 23, 2025
Duration 7 days
Starting from
$1,499
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Harmony Of The Seas

7 days, round-trip Western Caribbean Cruise

Departure Nov 23, 2025
Duration 7 days
Starting from
$1,336
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Icon Of The Seas

7 days, round-trip Western Caribbean Perfect Day

Departure Nov 29, 2025
Duration 7 days
Starting from
$1,386
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Oasis Of The Seas

8 days, round-trip Southern Caribbean Perfect Day

Departure Nov 29, 2025
Duration 8 days
Starting from
$1,054
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Vision Of The Seas

12 days, round-trip Southern Caribbean Cruise

Departure Nov 29, 2025
Duration 12 days
Starting from
$1,106
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Star Of The Seas

7 days, round-trip Eastern Caribbean Perfect Day

Departure Nov 30, 2025
Duration 7 days
Starting from
$1,743
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Serenade Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Nov 30, 2025
Duration 7 days
Starting from
$1,201
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Adventure Of The Seas

6 days, round-trip Western Caribbean Cruise

Departure Dec 6, 2025
Duration 6 days
Starting from
$1,077
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Icon Of The Seas

7 days, round-trip Eastern Caribbean Perfect Day

Departure Dec 6, 2025
Duration 7 days
Starting from
$1,519
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Allure Of The Seas

8 days, round-trip Eastern Caribbean Perfect Day

Departure Dec 6, 2025
Duration 8 days
Starting from
$1,048
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Serenade Of The Seas

7 days, round-trip Southern Caribbean Cruise

Departure Dec 7, 2025
Duration 7 days
Starting from
$1,520
View Deal
⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Star Of The Seas

7 days, round-trip Western Caribbean Perfect Day

Departure Dec 7, 2025
Duration 7 days
Starting from
$1,621
View Deal
⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Mariner Of The Seas

5 days, round-trip Western Caribbean Cruise

Departure Dec 8, 2025
Duration 5 days
Starting from
$1,122
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⭐ Premium Deals Caribbean
Royal Caribbean Cruises
Serenade Of The Seas

8 days, round-trip Southern Caribbean Cruise

Departure Dec 12, 2025
Duration 8 days
Starting from
$1,325
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.