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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
Sep 2026 12 14 $179 pp
Oct 2026 69 84 $189 pp
Nov 2026 192 217 $189 pp
Dec 2026 246 281 $200 pp
Jan 2027 216 271 $199 pp
Feb 2027 189 224 $226 pp
Mar 2027 165 200 $209 pp
Apr 2027 67 93 $209 pp
May 2027 28 67 $356 pp
Jun 2027 28 56 $446 pp
Jul 2027 27 63 $458 pp
Aug 2027 38 60 $342 pp
Sep 2027 26 51 $312 pp
Oct 2027 54 79 $308 pp
Nov 2027 150 164 $266 pp
Dec 2027 222 250 $359 pp
Jan 2028 183 242 $357 pp
Feb 2028 152 194 $369 pp
Mar 2028 132 165 $389 pp
Apr 2028 63 89 $369 pp
May 2028 25 57 $359 pp
Jun 2028 25 53 $399 pp
Jul 2028 28 68 $469 pp
Aug 2028 29 58 $319 pp
Sep 2028 28 64 $279 pp
Oct 2028 31 54 $279 pp
Nov 2028 23 23 $369 pp
Dec 2028 30 40 $2,449 pp
Jan 2029 24 27 $5,099 pp
Feb 2029 18 22 $5,099 pp
Mar 2029 20 29 $5,099 pp
Apr 2029 6 8 $5,127 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. 

Atlas Ocean Voyages cruises to Caribbean
Atlas Ocean Voyages
Premium / Expedition
Very Small Ships • Up to 200 guests
1 Itineraries • 1 Cruises
from $5,499
Azamara Cruises cruises to Caribbean
Azamara Cruises
Upper Premium
Small Ships • Up to 700 guests
21 Itineraries • 21 Cruises
from $1,939
Signature Collection
Carnival Cruises cruises to Caribbean
Carnival Cruises
Contemporary Cruise Line
Very Large Ships • Up to 5,200 guests
9 Itineraries • 22 Cruises
from $856
Signature Collection
Celebrity Cruises cruises to Caribbean
Celebrity Cruises
Premium Cruise Line
Large Ships • Up to 3,200 guests
3 Itineraries • 3 Cruises
from $660
Signature Collection
Costa Cruises cruises to Caribbean
Costa Cruises
Contemporary Cruise Line
Very Large Ships • Up to 6,500 guests
110 Itineraries • 137 Cruises
from $637
Crystal Cruises cruises to Caribbean
Crystal Cruises
Luxury Cruise Line
Small Ships • Up to 740 guests
64 Itineraries • 64 Cruises
from $3,200
Signature Collection
Cunard Line cruises to Caribbean
Cunard Line
Upper Premium
Mid-Size to Large • Up to 3,000 guests
52 Itineraries • 58 Cruises
from $799
Signature Collection
Emerald Cruises cruises to Caribbean
Emerald Cruises
Rivers & Yacht Cruises
Very Small Ships • 84 to 180 gurests
66 Itineraries • 189 Cruises
from $3,220
Explora Journeys cruises to Caribbean
Explora Journeys
Luxury Cruise Line
Small Ships • Up to 920 guests
100 Itineraries • 109 Cruises
from $3,150
Signature Collection
Holland America Line cruises to Caribbean
Holland America Line
Premium Cruise Line
Mid-Size to Large • Up to 2,600 guests
164 Itineraries • 218 Cruises
from $486
Signature Collection
Lindblad Expeditions cruises to Caribbean
Lindblad Expeditions
Expedition Cruise Line
Very Small Ships • 28 - 120 guests
5 Itineraries • 7 Cruises
Please Call
Signature Collection
Margaritaville at Sea cruises to Caribbean
Margaritaville at Sea
Contemporary Cruise Line
Mid-Size to Large • Up to 2,400 guests
10 Itineraries • 34 Cruises
from $419
MSC Cruises cruises to Caribbean
MSC Cruises
Contemporary Cruise Line
Very Large Ships • Up to 6,700 guests
257 Itineraries • 1,351 Cruises
from $179
Norwegian Cruise Line cruises to Caribbean
Norwegian Cruise Line
Contemporary Cruise Line
Large Ships • Up to 4,000 guests
33 Itineraries • 65 Cruises
from $629
Signature Collection
Oceania Cruises cruises to Caribbean
Oceania Cruises
Luxury, Adults Only
Small - Mid-Size • 700 - 1,250 guests
44 Itineraries • 44 Cruises
from $3,399
Signature Collection
Ponant Cruises cruises to Caribbean
Ponant Cruises
Upper Premium
Very Small to Small • 32 - 264 guests
8 Itineraries • 16 Cruises
from $4,490
Signature Collection
Princess Cruises cruises to Caribbean
Princess Cruises
Premium Cruise Line
Mid-Size to Large • up to 4,300 guests
277 Itineraries • 410 Cruises
from $359
Signature Collection
Royal Caribbean Cruises cruises to Caribbean
Royal Caribbean Cruises
Contemporary Cruise Line
Very Large Ships • Up to 6,700 guests
6 Itineraries • 6 Cruises
from $497
Signature Collection
Scenic Cruises cruises to Caribbean
Scenic Cruises
Rivers & Yacht Cruises
Very Small Ships • 68 - 169 guests
7 Itineraries • 7 Cruises
from $4,516
Sea Cloud Cruises cruises to Caribbean
Sea Cloud Cruises
Specialty / Adventure
Small Sailing Ships • 64 – 136 guests
19 Itineraries • 23 Cruises
from $10,465
Signature Collection
Seabourn Cruises cruises to Caribbean
Seabourn Cruises
Luxury & Expedition Cruises
Small Ships • 264 – 600 guests
87 Itineraries • 141 Cruises
from $3,199
Signature Collection
SeaDream Yacht Club cruises to Caribbean
SeaDream Yacht Club
Luxury / Yacht Cruises
Very Small Ships • Up to 112 guests
22 Itineraries • 24 Cruises
from $4,920
Signature Collection
Silversea Cruises cruises to Caribbean
Silversea Cruises
Luxury & Expedition Cruises
Small & Mid-Size • 100 – 728 guests
85 Itineraries • 87 Cruises
from $2,950
Signature Collection
Star Clipper Cruises cruises to Caribbean
Star Clipper Cruises
Specialty / Adventure
Small Sailing Ships • 170 – 227 guests
34 Itineraries • 83 Cruises
from $1,450
Signature Collection
Viking Oceans cruises to Caribbean
Viking Oceans
Upper Premium, Adults Only
Small Ships • Up to 998 guests
3 Itineraries • 13 Cruises
from $4,999
Signature Collection
Virgin Voyages cruises to Caribbean
Virgin Voyages
Contemporary, Adults Only
Large Ships • Up to 2,700 guests
74 Itineraries • 216 Cruises
from $357
Signature Collection
Windstar Cruises cruises to Caribbean
Windstar Cruises
Castual Luxury
Very Small to Small • 148 – 342 guests
18 Itineraries • 18 Cruises
from $1,568
Signature Collection

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