Every island in the Caribbean is incredibly unique, but all are indescribably beautiful. This collection of 700 islands truly has it all; movie-set beauty, coconut-tree-clad mountains, verdant valleys of sugar-cane and bananas, blazingly blue waters and seashores galore. From the the gourmet dining, glitzy nightlife and glorious culture of Puerto Rico to the pristine beaches, exotic natural wonders and unique, enchanting people you’ll meet on every Caribbean island, any cruise leaving from the West Indies means you’ll already be in a vacation state-of-mind before you ever step onboard.
498 cruises cruises
Includes free extras and bonus savings available only from CruiseInsider.
| Itinerary | Cruise Line | Cruise Ship | Departing | From Price |
|---|---|---|---|---|
|
7-night Southern Caribbean Cruise
Roundtrip San Juan |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Brilliance of the Seas
|
Departs
2/28/27
|
From
$738
|
|
14-night Southern Caribbean Adventurer Cruise
Roundtrip San Juan |
Cruise Line
Princess Cruises
|
Cruise Ship
Crown Princess
|
Departs
2/28/27
|
From
$2,460
|
|
7-night A Journey From Exciting Escapades To Idyllic Tranquillity
San Juan to Miami |
Cruise Line
Explora Journeys
|
Cruise Ship
Explora I
|
Departs
3/1/27
|
From
$3,845
|
|
7-night Southern Caribbean Cruise
Roundtrip San Juan |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Radiance of the Seas
|
Departs
3/6/27
|
From
$749
|
|
7-night Southern Caribbean Cruise
Roundtrip San Juan |
Cruise Line
Celebrity Cruises
|
Cruise Ship
Celebrity Constellation
|
Departs
3/6/27
|
From
$1,178
|
|
14-night Caribbean & Transatlantic Cruise
San Juan to Lisbon |
Cruise Line
Silversea Cruises
|
Cruise Ship
Silver Shadow
|
Departs
3/6/27
|
Call For Pricing
|
|
13-night West Indies To Spain Cruise
San Juan to Barcelona |
Cruise Line
Viking Cruises
|
Cruise Ship
Viking Sea (Ocean)
|
Departs
3/6/27
|
From
$3,499
|
|
20-night Mediterranean & Atlantic Crossing Cruise
San Juan to Rome (Civitavecchia) |
Cruise Line
Viking Cruises
|
Cruise Ship
Viking Sea (Ocean)
|
Departs
3/6/27
|
From
$7,298
|
|
7-night Southern Caribbean Cruise
Roundtrip San Juan |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Brilliance of the Seas
|
Departs
3/7/27
|
From
$763
|
|
14-night Southern Caribbean Adventurer Cruise
Roundtrip San Juan |
Cruise Line
Princess Cruises
|
Cruise Ship
Crown Princess
|
Departs
3/7/27
|
From
$2,510
|
|
7-night Southern Caribbean Cruise With Barbados
Roundtrip San Juan |
Cruise Line
Princess Cruises
|
Cruise Ship
Crown Princess
|
Departs
3/7/27
|
From
$1,268
|
|
7-night Caribbean Cruise: Curacao & Aruba
Roundtrip San Juan |
Cruise Line
Norwegian Cruise Line
|
Cruise Ship
Norwegian Breakaway
|
Departs
3/7/27
|
From
$1,060
|
|
7-night A Journey Into Tropical Marvels & Enchanting Coastal Discovery
San Juan to Miami |
Cruise Line
Explora Journeys
|
Cruise Ship
EXPLORA III
|
Departs
3/7/27
|
From
$4,095
|
|
7-night Yachting the Bahamas Cruise
San Juan to Palm Beach |
Cruise Line
SeaDream Yacht Club
|
Cruise Ship
SeaDream II
|
Departs
3/13/27
|
From
$5,719
|
|
7-night Southern Caribbean Cruise
Roundtrip San Juan |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Radiance of the Seas
|
Departs
3/13/27
|
From
$768
|
|
7-night Southern Caribbean Cruise
Roundtrip San Juan |
Cruise Line
Celebrity Cruises
|
Cruise Ship
Celebrity Constellation
|
Departs
3/13/27
|
From
$1,146
|
|
7-night Southern Caribbean Cruise
Roundtrip San Juan |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Brilliance of the Seas
|
Departs
3/14/27
|
From
$760
|
|
7-night Southern Caribbean Cruise With Barbados
Roundtrip San Juan |
Cruise Line
Princess Cruises
|
Cruise Ship
Crown Princess
|
Departs
3/14/27
|
From
$1,144
|
|
14-night Southern Caribbean Adventurer Cruise
Roundtrip San Juan |
Cruise Line
Princess Cruises
|
Cruise Ship
Crown Princess
|
Departs
3/14/27
|
From
$2,510
|
|
7-night Caribbean Cruise: Curacao & Aruba
Roundtrip San Juan |
Cruise Line
Norwegian Cruise Line
|
Cruise Ship
Norwegian Breakaway
|
Departs
3/14/27
|
From
$1,060
|
|
7-night Best of British Virgin Isles & St. Barths Cruise
Roundtrip San Juan |
Cruise Line
SeaDream Yacht Club
|
Cruise Ship
SeaDream I
|
Departs
3/20/27
|
From
$4,119
|
|
7-night Southern Caribbean Cruise
Roundtrip San Juan |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Radiance of the Seas
|
Departs
3/20/27
|
From
$749
|
|
7-night Southern Caribbean Cruise
Roundtrip San Juan |
Cruise Line
Celebrity Cruises
|
Cruise Ship
Celebrity Constellation
|
Departs
3/20/27
|
From
$1,224
|
|
7-night Southern Caribbean Cruise With Barbados
Roundtrip San Juan |
Cruise Line
Princess Cruises
|
Cruise Ship
Crown Princess
|
Departs
3/21/27
|
From
$1,268
|