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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
Mar 2026 101 107 $326 pp
Apr 2026 27 30 $518 pp
May 2026 27 36 $298 pp
Jun 2026 16 23 $706 pp
Jul 2026 20 29 $456 pp
Aug 2026 22 35 $524 pp
Sep 2026 27 34 $464 pp
Oct 2026 69 73 $286 pp
Nov 2026 160 175 $520 pp
Dec 2026 225 254 $514 pp
Jan 2027 194 234 $476 pp
Feb 2027 166 193 $476 pp
Mar 2027 133 153 $449 pp
Apr 2027 50 55 $209 pp
May 2027 9 18 $676 pp
Jun 2027 11 16 $716 pp
Jul 2027 9 18 $478 pp
Aug 2027 21 28 $596 pp
Sep 2027 14 20 $556 pp
Oct 2027 25 34 $556 pp
Nov 2027 104 113 $219 pp
Dec 2027 140 154 $595 pp
Jan 2028 133 161 $574 pp
Feb 2028 104 120 $574 pp
Mar 2028 85 98 $645 pp
Apr 2028 26 27 $574 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 $5,164
Azamara Cruises cruises to Caribbean
Azamara Cruises
Upper Premium
Small Ships • Up to 700 guests
23 Itineraries • 23 Cruises
from $1,549
Signature Collection
Carnival Cruises cruises to Caribbean
Carnival Cruises
Contemporary Cruise Line
Very Large Ships • Up to 5,200 guests
9 Itineraries • 24 Cruises
from $839
Signature Collection
Celebrity Cruises cruises to Caribbean
Celebrity Cruises
Premium Cruise Line
Large Ships • Up to 3,200 guests
3 Itineraries • 3 Cruises
from $750
Signature Collection
Costa Cruises cruises to Caribbean
Costa Cruises
Contemporary Cruise Line
Very Large Ships • Up to 6,500 guests
70 Itineraries • 79 Cruises
from $492
Crystal Cruises cruises to Caribbean
Crystal Cruises
Luxury Cruise Line
Small Ships • Up to 740 guests
65 Itineraries • 65 Cruises
from $1,600
Signature Collection
Cunard Line cruises to Caribbean
Cunard Line
Upper Premium
Mid-Size to Large • Up to 3,000 guests
44 Itineraries • 51 Cruises
from $499
Signature Collection
Emerald Cruises cruises to Caribbean
Emerald Cruises
Rivers & Yacht Cruises
Very Small Ships • 84 to 180 gurests
47 Itineraries • 121 Cruises
from $3,660
Explora Journeys cruises to Caribbean
Explora Journeys
Luxury Cruise Line
Small Ships • Up to 920 guests
107 Itineraries • 116 Cruises
from $3,555
Signature Collection
Holland America Line cruises to Caribbean
Holland America Line
Premium Cruise Line
Mid-Size to Large • Up to 2,600 guests
112 Itineraries • 147 Cruises
from $544
Signature Collection
Lindblad Expeditions cruises to Caribbean
Lindblad Expeditions
Expedition Cruise Line
Very Small Ships • 28 - 120 guests
3 Itineraries • 3 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
2 Itineraries • 3 Cruises
from $649
MSC Cruises cruises to Caribbean
MSC Cruises
Contemporary Cruise Line
Very Large Ships • Up to 6,700 guests
103 Itineraries • 240 Cruises
from $209
Norwegian Cruise Line cruises to Caribbean
Norwegian Cruise Line
Contemporary Cruise Line
Large Ships • Up to 4,000 guests
55 Itineraries • 147 Cruises
from $739
Signature Collection
Oceania Cruises cruises to Caribbean
Oceania Cruises
Luxury, Adults Only
Small - Mid-Size • 700 - 1,250 guests
36 Itineraries • 36 Cruises
from $3,399
Signature Collection
Ponant Cruises cruises to Caribbean
Ponant Cruises
Upper Premium
Very Small to Small • 32 - 264 guests
12 Itineraries • 22 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
291 Itineraries • 529 Cruises
from $464
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 $411
Signature Collection
Scenic Cruises cruises to Caribbean
Scenic Cruises
Rivers & Yacht Cruises
Very Small Ships • 68 - 169 guests
6 Itineraries • 6 Cruises
from $6,415
Sea Cloud Cruises cruises to Caribbean
Sea Cloud Cruises
Specialty / Adventure
Small Sailing Ships • 64 – 136 guests
20 Itineraries • 24 Cruises
from $3,245
Signature Collection
Seabourn Cruises cruises to Caribbean
Seabourn Cruises
Luxury & Expedition Cruises
Small Ships • 264 – 600 guests
47 Itineraries • 67 Cruises
from $3,749
Signature Collection
SeaDream Yacht Club cruises to Caribbean
SeaDream Yacht Club
Luxury / Yacht Cruises
Very Small Ships • Up to 112 guests
24 Itineraries • 29 Cruises
from $3,599
Signature Collection
Silversea Cruises cruises to Caribbean
Silversea Cruises
Luxury & Expedition Cruises
Small & Mid-Size • 100 – 728 guests
92 Itineraries • 94 Cruises
from $3,200
Signature Collection
Star Clipper Cruises cruises to Caribbean
Star Clipper Cruises
Specialty / Adventure
Small Sailing Ships • 170 – 227 guests
22 Itineraries • 46 Cruises
from $1,970
Signature Collection
Swan Hellenic Cruises cruises to Caribbean
Swan Hellenic Cruises
Expedition Cruise Line
Very Small Ships • 152 – 192 guests
1 Itineraries • 1 Cruises
from $5,175
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
93 Itineraries • 242 Cruises
from $476
Signature Collection
Windstar Cruises cruises to Caribbean
Windstar Cruises
Castual Luxury
Very Small to Small • 148 – 342 guests
56 Itineraries • 109 Cruises
from $2,318
Signature Collection

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