Caribbean

Destinations / Caribbean

The Caribbean has been a haven for seafarers for centuries and is now considered heaven for modern-day travelers. With hundreds of unique islands and thousands of miles of unspoiled beaches dotted with secret bays, hidden coves and incredible ports of call, the Caribbean is widely considered among the world’s best vacation destinations.

Whether you enjoy the hustle and bustle of busy island ports, the sanctitude and solitude of hidden beaches, or fishing, diving and other aquatic adventures, there is something for every age and activity level in the breathtaking Caribbean islands of the Bahamas, Barbados, Virgin Islands, Cuba, Jamaica, Martinique, Puerto Rico, Trinidad and Tobago, Turks and Caicos, West Indies and more.

There are dozens of Caribbean cruise options to choose from, so speak to a CruiseInsider today at 1 (877) 734-6858 to start planning your island adventure or choose from one of the many Caribbean voyages offered below.

Caribbean Cruises

5,307 cruises cruises

Includes free extras and bonus savings available only from CruiseInsider.

31-night Canada & New England to the Southern Caribbean Cruise

New York City to Bridgetown

Cruise Line
Crystal Cruises
Cruise Ship
Crystal Serenity
Departs
10/18/24
From
$15,300
56-night Antiquity To America Voyage

Rome (Civitavecchia) to Miami

Cruise Line
Oceania Cruises
Cruise Ship
Marina
Departs
10/4/25
From
$14,899
24-night The Colors of Carnival Cruise – Buenos Aires to Miami

Buenos Aires to Miami

Cruise Line
Regent Seven Seas Cruises
Cruise Ship
Seven Seas Splendor
Departs
2/17/26
From
$14,899
30-night British Isles Cruise

Roundtrip New York City

Cruise Line
Cunard Line
Cruise Ship
Queen Mary 2
Departs
8/23/24
From
$14,829
28-night Grand Journey From Iberia To The Caribbean Cruise

Barcelona to Miami

Cruise Line
Explora Journeys
Cruise Ship
EXPLORA II
Departs
10/25/24
From
$14,700
31-night Caribbean to Alaska Cruise

Miami to Vancouver

Cruise Line
Crystal Cruises
Cruise Ship
Crystal Serenity
Departs
6/8/24
From
$14,500
54-night Odyssey To World's End Voyage

Miami to Rio de Janeiro

Cruise Line
Oceania Cruises
Cruise Ship
Marina
Departs
11/29/25
From
$14,499
31-night A Grand Journey From The Mississippi Delta To Mayan Kingdoms Cruise

Roundtrip Miami

Cruise Line
Explora Journeys
Cruise Ship
EXPLORA II
Departs
1/14/25
From
$14,250
20-night South America and Caribbean Cruise

Rio de Janeiro to Bridgetown (Barbados)

Cruise Line
Silversea Cruises
Cruise Ship
Silver Ray
Departs
3/3/25
From
$14,200
22-night Tropical Escape Across the Canal Cruise – Miami to Los Angeles

Miami to Los Angeles

Cruise Line
Regent Seven Seas Cruises
Cruise Ship
Seven Seas Grandeur
Departs
1/3/26
From
$13,449
18-night West Coast Wonders Cruise

San Francisco to Miami

Cruise Line
Regent Seven Seas Cruises
Cruise Ship
Seven Seas Mariner
Departs
6/6/25
From
$13,179
24-night Radiant Amazon Cruise

Roundtrip Miami

Cruise Line
Regent Seven Seas Cruises
Cruise Ship
Seven Seas Mariner
Departs
11/17/24
From
$13,049
42-night Panama Canal & Hawaiian Holiday Cruise

Miami to Los Angeles

Cruise Line
Seabourn
Cruise Ship
Seabourn Sojourn
Departs
11/25/25
From
$12,449
28-night California to Quebec Cruise

Los Angeles to Quebec City

Cruise Line
Crystal Cruises
Cruise Ship
Crystal Serenity
Departs
8/27/24
From
$12,400
55-night Grand World Voyage

Ft. Lauderdale to Singapore

Cruise Line
Holland America Line
Cruise Ship
Zuiderdam
Departs
1/4/25
From
$12,199
38-night Sunlit Strands & Icy Lands Voyage

Miami to Buenos Aires

Cruise Line
Oceania Cruises
Cruise Ship
Marina
Departs
12/7/24
From
$12,099
14-night Wild Guianas To The Amazon Basin Cruise

Bridgetown (Barbados) to Manaus (Amazon River)

Cruise Line
Seabourn
Cruise Ship
Seabourn Venture
Departs
10/7/24
From
$12,029
19-night Panama Canal & The Americas Cruise

Valparaiso to New York City

Cruise Line
Viking Cruises
Cruise Ship
Viking Polaris
Departs
3/17/26
From
$11,995
19-night Panama Canal & The Americas Cruise

Santiago (Valparaiso) to New York City

Cruise Line
Viking Cruises
Cruise Ship
Viking Octantis
Departs
3/26/26
From
$11,995
44-night Bewitching Amazon & Africa - 2025 World Cruise Segment

Miami to Cape Town

Cruise Line
Oceania Cruises
Cruise Ship
Insignia
Departs
1/5/25
From
$11,799
25-night Emerald Reefs and Amazon Adventure Cruise

Roundtrip Miami

Cruise Line
Regent Seven Seas Cruises
Cruise Ship
Seven Seas Navigator
Departs
2/24/25
From
$11,799
25-night Captivating Antillean Treasures Cruise

Roundtrip Bridgetown (Barbados)

Cruise Line
Seabourn
Cruise Ship
Seabourn Ovation
Departs
12/10/24
From
$11,779
16-night Caribbean Cruise

Bridgetown (Barbados) to Ft. Lauderdale

Cruise Line
Silversea Cruises
Cruise Ship
Silver Moon
Departs
12/21/24
From
$11,700
21-night Island Rhythm and Coastal Charm Cruise – Miami to Miami

Roundtrip Miami

Cruise Line
Regent Seven Seas Cruises
Cruise Ship
Seven Seas Mariner
Departs
12/20/25
From
$11,659