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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
Oct 2026 58 65 $189 pp
Nov 2026 164 177 $179 pp
Dec 2026 226 248 $186 pp
Jan 2027 191 232 $216 pp
Feb 2027 165 190 $226 pp
Mar 2027 142 166 $209 pp
Apr 2027 53 65 $209 pp
May 2027 17 39 $356 pp
Jun 2027 17 33 $446 pp
Jul 2027 15 35 $458 pp
Aug 2027 26 40 $342 pp
Sep 2027 17 29 $312 pp
Oct 2027 40 54 $308 pp
Nov 2027 120 127 $266 pp
Dec 2027 185 202 $477 pp
Jan 2028 153 193 $357 pp
Feb 2028 129 156 $516 pp
Mar 2028 106 119 $556 pp
Apr 2028 47 52 $369 pp
May 2028 10 21 $649 pp
Jun 2028 11 21 $795 pp
Jul 2028 14 25 $795 pp
Aug 2028 15 24 $649 pp
Sep 2028 15 26 $569 pp
Oct 2028 19 30 $689 pp
Nov 2028 21 21 $369 pp
Dec 2028 29 39 $2,449 pp
Jan 2029 24 27 $5,098 pp
Feb 2029 18 22 $5,098 pp
Mar 2029 19 28 $5,098 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
18 Itineraries • 18 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 • 21 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 $685
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 $508
Crystal Cruises cruises to Caribbean
Crystal Cruises
Luxury Cruise Line
Small Ships • Up to 740 guests
64 Itineraries • 64 Cruises
from $2,400
Signature Collection
Cunard Line cruises to Caribbean
Cunard Line
Upper Premium
Mid-Size to Large • Up to 3,000 guests
51 Itineraries • 57 Cruises
from $799
Signature Collection
Emerald Cruises cruises to Caribbean
Emerald Cruises
Rivers & Yacht Cruises
Very Small Ships • 84 to 180 gurests
65 Itineraries • 188 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 $3,000
Signature Collection
Holland America Line cruises to Caribbean
Holland America Line
Premium Cruise Line
Mid-Size to Large • Up to 2,600 guests
165 Itineraries • 218 Cruises
from $449
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 $449
MSC Cruises cruises to Caribbean
MSC Cruises
Contemporary Cruise Line
Very Large Ships • Up to 6,700 guests
115 Itineraries • 520 Cruises
from $179
Norwegian Cruise Line cruises to Caribbean
Norwegian Cruise Line
Contemporary Cruise Line
Large Ships • Up to 4,000 guests
32 Itineraries • 62 Cruises
from $449
Signature Collection
Oceania Cruises cruises to Caribbean
Oceania Cruises
Luxury, Adults Only
Small - Mid-Size • 700 - 1,250 guests
42 Itineraries • 42 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
275 Itineraries • 403 Cruises
from $318
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 $661
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 • 23 Cruises
from $416
Signature Collection
Silversea Cruises cruises to Caribbean
Silversea Cruises
Luxury & Expedition Cruises
Small & Mid-Size • 100 – 728 guests
86 Itineraries • 88 Cruises
from $3,200
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 • 214 Cruises
from $357
Signature Collection
Windstar Cruises cruises to Caribbean
Windstar Cruises
Castual Luxury
Very Small to Small • 148 – 342 guests
16 Itineraries • 16 Cruises
from $2,754
Signature Collection

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