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Caribbean Cruises

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Caribbean Cruises

Caribbean cruises introduce you to one of the world’s most popular cruising regions, offering a wide range of itineraries, ship styles, and travel lengths. You can choose from quick escapes or longer voyages that visit multiple island groups on a single sailing. A Caribbean cruise is known for warm weather, turquoise waters, and easygoing days balanced with cultural stops and beach-focused ports. Cruises to the Caribbean appeal to first-time cruisers because of their simplicity, while repeat travelers value the ability to explore different islands on each trip. From large resort-style ships to luxury vessels to yachts, Caribbean cruises remain a versatile option year-round.

Caribbean Cruises Sailing Calendar

Month Number of Itineraries Number of Cruises From Price
Apr 2026 34 40 $279 pp
May 2026 28 49 $296 pp
Jun 2026 19 38 $317 pp
Jul 2026 30 43 $329 pp
Aug 2026 35 47 $289 pp
Sep 2026 36 50 $198 pp
Oct 2026 75 85 $203 pp
Nov 2026 142 163 $209 pp
Dec 2026 188 211 $228 pp
Jan 2027 164 197 $249 pp
Feb 2027 131 150 $312 pp
Mar 2027 112 132 $299 pp
Apr 2027 48 61 $209 pp
May 2027 17 36 $362 pp
Jun 2027 18 28 $458 pp
Jul 2027 17 32 $438 pp
Aug 2027 27 41 $312 pp
Sep 2027 19 32 $302 pp
Oct 2027 31 43 $312 pp
Nov 2027 96 104 $467 pp
Dec 2027 125 143 $340 pp
Jan 2028 115 144 $340 pp
Feb 2028 102 121 $374 pp
Mar 2028 78 91 $390 pp
Apr 2028 19 20 $410 pp
Nov 2028 2 2 $8,909 pp

Cruise Lines Sailing to Caribbean

The cruise lines sail to this destination, spanning a variety of cruise line categories and ship sizes. For each cruise line, you’ll find the number of unique itineraries and sailing dates available.  Signature Preferred Partners may offer added value, exclusive perks, or additional savings.

Signature Collection

Cruise Lines with the SC icon are part of the Signature Collection and often include added value, exclusive perks or additional savings. 

Azamara Cruises cruises to Caribbean
Azamara Cruises
Upper Premium
Small Ships • Up to 700 guests
10 Itineraries • 10 Cruises
from $1,529
Signature Collection
Carnival Cruises cruises to Caribbean
Carnival Cruises
Contemporary Cruise Line
Very Large Ships • Up to 5,200 guests
8 Itineraries • 21 Cruises
from $754
Signature Collection
Celebrity Cruises cruises to Caribbean
Celebrity Cruises
Premium Cruise Line
Large Ships • Up to 3,200 guests
3 Itineraries • 3 Cruises
from $944
Signature Collection
Costa Cruises cruises to Caribbean
Costa Cruises
Contemporary Cruise Line
Very Large Ships • Up to 6,500 guests
24 Itineraries • 25 Cruises
from $845
Crystal Cruises cruises to Caribbean
Crystal Cruises
Luxury Cruise Line
Small Ships • Up to 740 guests
65 Itineraries • 65 Cruises
from $1,320
Signature Collection
Cunard Line cruises to Caribbean
Cunard Line
Upper Premium
Mid-Size to Large • Up to 3,000 guests
28 Itineraries • 33 Cruises
from $890
Signature Collection
Emerald Cruises cruises to Caribbean
Emerald Cruises
Rivers & Yacht Cruises
Very Small Ships • 84 to 180 gurests
2 Itineraries • 2 Cruises
from $5,288
Explora Journeys cruises to Caribbean
Explora Journeys
Luxury Cruise Line
Small Ships • Up to 920 guests
38 Itineraries • 39 Cruises
from $3,505
Signature Collection
Holland America Line cruises to Caribbean
Holland America Line
Premium Cruise Line
Mid-Size to Large • Up to 2,600 guests
90 Itineraries • 116 Cruises
from $594
Signature Collection
Margaritaville at Sea cruises to Caribbean
Margaritaville at Sea
Contemporary Cruise Line
Mid-Size to Large • Up to 2,400 guests
2 Itineraries • 3 Cruises
from $549
MSC Cruises cruises to Caribbean
MSC Cruises
Contemporary Cruise Line
Very Large Ships • Up to 6,700 guests
248 Itineraries • 702 Cruises
from $198
Norwegian Cruise Line cruises to Caribbean
Norwegian Cruise Line
Contemporary Cruise Line
Large Ships • Up to 4,000 guests
47 Itineraries • 140 Cruises
from $739
Signature Collection
Oceania Cruises cruises to Caribbean
Oceania Cruises
Luxury, Adults Only
Small - Mid-Size • 700 - 1,250 guests
27 Itineraries • 27 Cruises
from $4,199
Signature Collection
Ponant Cruises cruises to Caribbean
Ponant Cruises
Upper Premium
Very Small to Small • 32 - 264 guests
2 Itineraries • 2 Cruises
from $3,460
Signature Collection
Princess Cruises cruises to Caribbean
Princess Cruises
Premium Cruise Line
Mid-Size to Large • up to 4,300 guests
280 Itineraries • 501 Cruises
from $412
Signature Collection
Royal Caribbean Cruises cruises to Caribbean
Royal Caribbean Cruises
Contemporary Cruise Line
Very Large Ships • Up to 6,700 guests
2 Itineraries • 2 Cruises
from $423
Signature Collection
Seabourn Cruises cruises to Caribbean
Seabourn Cruises
Luxury & Expedition Cruises
Small Ships • 264 – 600 guests
33 Itineraries • 33 Cruises
from $3,974
Signature Collection
SeaDream Yacht Club cruises to Caribbean
SeaDream Yacht Club
Luxury / Yacht Cruises
Very Small Ships • Up to 112 guests
12 Itineraries • 17 Cruises
from $3,599
Signature Collection
Silversea Cruises cruises to Caribbean
Silversea Cruises
Luxury & Expedition Cruises
Small & Mid-Size • 100 – 728 guests
86 Itineraries • 88 Cruises
from $3,000
Signature Collection
Viking Oceans cruises to Caribbean
Viking Oceans
Upper Premium, Adults Only
Small Ships • Up to 998 guests
2 Itineraries • 8 Cruises
from $5,099
Signature Collection
Virgin Voyages cruises to Caribbean
Virgin Voyages
Contemporary, Adults Only
Large Ships • Up to 2,700 guests
80 Itineraries • 191 Cruises
from $357
Signature Collection
Windstar Cruises cruises to Caribbean
Windstar Cruises
Castual Luxury
Very Small to Small • 148 – 342 guests
38 Itineraries • 75 Cruises
from $2,499
Signature Collection

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