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.
247 cruises cruises
Includes free extras and bonus savings available only from CruiseInsider.
| Itinerary | Cruise Line | Cruise Ship | Departing | From Price |
|---|---|---|---|---|
|
7-night Southern Caribbean: Curacao & Aruba Cruise
Roundtrip San Juan |
Cruise Line
Norwegian Cruise Line
|
Cruise Ship
Norwegian Viva
|
Departs
12/15/24
|
From
$2,328
|
|
7-night Southern Caribbean Cruise
Roundtrip San Juan |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Rhapsody of the Seas
|
Departs
12/15/24
|
From
$566
|
|
7-night Southern Caribbean Holiday
Roundtrip San Juan |
Cruise Line
Celebrity Cruises
|
Cruise Ship
Celebrity Summit
|
Departs
12/21/24
|
From
$1,256
|
|
7-night Southern Caribbean: Barbados, Antigua & St. Lucia Cruise
Roundtrip San Juan |
Cruise Line
Norwegian Cruise Line
|
Cruise Ship
Norwegian Viva
|
Departs
12/22/24
|
From
$2,128
|
|
7-night Southern Caribbean Cruise
Roundtrip San Juan |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Rhapsody of the Seas
|
Departs
12/22/24
|
From
$1,246
|
|
10-night West Indies Explorer Cruise
Roundtrip San Juan |
Cruise Line
Viking Cruises
|
Cruise Ship
Viking Sea (Ocean)
|
Departs
12/23/24
|
From
$4,699
|
|
9-night A Journey From San Juan To Miami Cruise
San Juan to Miami |
Cruise Line
Explora Journeys
|
Cruise Ship
EXPLORA II
|
Departs
12/27/24
|
From
$6,480
|
|
7-night Southern Caribbean Holiday
Roundtrip San Juan |
Cruise Line
Celebrity Cruises
|
Cruise Ship
Celebrity Summit
|
Departs
12/28/24
|
From
$1,230
|
|
7-night Southern Caribbean: Barbados, Antigua & St. Lucia Cruise
Roundtrip San Juan |
Cruise Line
Norwegian Cruise Line
|
Cruise Ship
Norwegian Viva
|
Departs
12/29/24
|
From
$2,798
|
|
7-night Southern Caribbean Cruise
Roundtrip San Juan |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Rhapsody of the Seas
|
Departs
12/29/24
|
Call For Pricing
|
|
12-night Amazon and Caribbean Adventure Cruise
San Juan to Manaus (Amazon River) |
Cruise Line
Viking Cruises
|
Cruise Ship
Viking Sea (Ocean)
|
Departs
1/2/25
|
From
$4,799
|
|
10-night Turquoise Shores, Hidden Isles Cruise
Roundtrip San Juan |
Cruise Line
Regent Seven Seas Cruises
|
Cruise Ship
Seven Seas Navigator
|
Departs
1/3/25
|
From
$5,099
|
|
7-night Southern Caribbean: Curacao & Aruba Cruise
Roundtrip San Juan |
Cruise Line
Norwegian Cruise Line
|
Cruise Ship
Norwegian Viva
|
Departs
1/5/25
|
From
$1,918
|
|
7-night Southern Caribbean Cruise
Roundtrip San Juan |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Rhapsody of the Seas
|
Departs
1/5/25
|
From
$529
|
|
7-Night The Glorious Grenadines Cruise
Roundtrip Bridgetown (Barbados) |
Cruise Line
SeaDream Yacht Club
|
Cruise Ship
SeaDream I
|
Departs
1/11/25
|
From
$4,299
|
|
7-Night Spanish & British Caribbean Delight Cruise
Roundtrip San Juan |
Cruise Line
SeaDream Yacht Club
|
Cruise Ship
SeaDream II
|
Departs
1/11/25
|
From
$4,299
|
|
7-night Southern Caribbean: Curacao & Aruba Cruise
Roundtrip San Juan |
Cruise Line
Norwegian Cruise Line
|
Cruise Ship
Norwegian Viva
|
Departs
1/12/25
|
From
$1,678
|
|
7-night Southern Caribbean Cruise
Roundtrip San Juan |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Rhapsody of the Seas
|
Departs
1/12/25
|
From
$487
|
|
7-night Joy of the Islands Cruise
Roundtrip San Juan |
Cruise Line
Regent Seven Seas Cruises
|
Cruise Ship
Seven Seas Navigator
|
Departs
1/13/25
|
From
$4,049
|
|
7-Night Windward & British Virgin Islands Cruise
Bridgetown (Barbados) to St. Maarten (Philipsburg) |
Cruise Line
SeaDream Yacht Club
|
Cruise Ship
SeaDream I
|
Departs
1/18/25
|
From
$4,599
|
|
7-Night Best Of British Virgin Islands & St. Barths Cruise
San Juan to St. Thomas (Charlotte Amalie) |
Cruise Line
SeaDream Yacht Club
|
Cruise Ship
SeaDream II
|
Departs
1/18/25
|
From
$3,999
|
|
7-night Southern Caribbean: Barbados, Antigua & St. Lucia Cruise
Roundtrip San Juan |
Cruise Line
Norwegian Cruise Line
|
Cruise Ship
Norwegian Viva
|
Departs
1/19/25
|
From
$1,368
|
|
7-night Southern Caribbean Cruise
Roundtrip San Juan |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Rhapsody of the Seas
|
Departs
1/19/25
|
From
$501
|
|
10-night Barefoot Reverie Cruise
Roundtrip San Juan |
Cruise Line
Regent Seven Seas Cruises
|
Cruise Ship
Seven Seas Navigator
|
Departs
1/20/25
|
From
$5,099
|