Cruise
deals
Destinations
All Destinations
Caribbean & Bahamas
Caribbean
Bahamas
Caribbean – Western
Caribbean – Eastern
Caribbean – Southern
North America & Hawaii
Alaska
Hawaii
Mexico
Bermuda
Canada / New England
Europe & Beyond
Mediterranean
Europe
Europe – Northern
Transatlantic
Cruise Lines
All Cruise Lines
Major Lines
Royal Caribbean
Carnival Cruise Line
Norwegian Cruise Line
Celebrity Cruises
Princess Cruises
Holland America Line
MSC Cruises
Disney Cruise Line
Premium & Luxury
Oceania Cruises
Viking Ocean Cruises
Silversea Cruises
Regent Seven Seas
Virgin Voyages
Leaving From
Florida
Miami, FL
Port Canaveral, FL
Fort Lauderdale, FL
Tampa, FL
Jacksonville, FL
Gulf & South
Galveston, TX
New Orleans, LA
Mobile, AL
Northeast
New York, NY
Cape Liberty, NJ
Boston, MA
Baltimore, MD
Norfolk, VA
West Coast & Alaska
Los Angeles, CA
Seattle, WA
San Francisco, CA
San Diego, CA
Seward / Whittier, AK
Islands & Other
Honolulu, HI
San Juan, PR
Save Trips
Need Help?
Need Help?
×
Call to speak to an agent
800-493-6609
Get a Free Quote
158
Sailings Found
Caribbean
×
Virgin Voyages
×
Clear all
Filters
2
Filter Sailings
2
Clear all
Month
25
›
May 2026
June 2026
July 2026
August 2026
September 2026
October 2026
November 2026
December 2026
January 2027
February 2027
March 2027
April 2027
May 2027
June 2027
July 2027
August 2027
September 2027
October 2027
November 2027
December 2027
January 2028
February 2028
March 2028
April 2028
May 2028
Cruise Line
1
Clear
›
Atlas Ocean Voyages
Azamara
Carnival Cruise Line
Crystal
Cunard
Holland America Line
Norwegian Cruise Line
Silversea Cruises
Viking Ocean Cruises
Virgin Voyages
Windstar Cruises
Destination
1
Clear
›
Caribbean
Europe
North America
Transatlantic
Leaving From
2
›
Miami
San Juan
Ship
4
›
Brilliant Lady
Resilient Lady
Scarlet Lady
Valiant Lady
Cruise Nights
›
Short (2–4 nights)
Week (5–7 nights)
Extended (8–12 nights)
Grand (13+ nights)
Departure Day
›
Monday
Tuesday
Wednesday
Thursday
Friday
Saturday
Sunday
Max Price
›
$
Copy Shareable Link
158
sailings
pg 1 of 8
Sort:
Best Value ($/Night)
Price (Lowest)
Date (Soonest)
Shortest First
Longest First
Onboard
Valiant Lady
7-Night Caribbean Cruise
Roundtrip · San Juan
Sat, Nov 28 2026
San Juan, St. Thomas, Tortola, St. Kitts, Antigua , St. Maarten, San Juan
Rates Starting At
$2,863
per person
$409 per person per day
Onboard
Scarlet Lady
5-Night Caribbean Cruise
Roundtrip · Miami
Sat, Nov 28 2026
Miami, Costa Maya/MEXICO, Bimini/BAHAMAS, Miami
Rates Starting At
$2,045
per person
$409 per person per day
Onboard
Valiant Lady
7-Night Caribbean Cruise
Roundtrip · San Juan
Sat, Dec 12 2026
San Juan, St. Maarten, Barbados, St. Lucia, Martinique, St. Kitts, San Juan
Rates Starting At
$2,863
per person
$409 per person per day
Onboard
Valiant Lady
7-Night Caribbean Cruise
Roundtrip · San Juan
Sat, Jan 16 2027
San Juan, St. Maarten, Barbados, St. Lucia, Martinique, St. Kitts, San Juan
Rates Starting At
$2,863
per person
$409 per person per day
Onboard
Resilient Lady
8-Night Caribbean Cruise
Roundtrip · Miami
Sat, Jan 16 2027
Miami, Costa Maya/MEXICO, Roatan, Belize, Cozumel/MEXICO, Bimini/BAHAMAS, Miami
Rates Starting At
$3,272
per person
$409 per person per day
Onboard
Resilient Lady
5-Night Caribbean Cruise
Roundtrip · Miami
Mon, Aug 31 2026
Miami, Puerto Plata, Bimini/BAHAMAS, Miami
Rates Starting At
$2,145
per person
$429 per person per day
Onboard
Resilient Lady
5-Night Caribbean Cruise
Roundtrip · Miami
Mon, Aug 17 2026
Miami, Puerto Plata, Bimini/BAHAMAS, Miami
Rates Starting At
$2,145
per person
$429 per person per day
Onboard
Scarlet Lady
7-Night Caribbean Cruise
Roundtrip · Miami
Sat, Apr 17 2027
Miami, San Juan, Puerto Plata, Bimini/BAHAMAS, Miami
Rates Starting At
$3,003
per person
$429 per person per day
Onboard
Resilient Lady
8-Night Caribbean Cruise
Roundtrip · Miami
Sat, Dec 5 2026
Miami, St. Croix, San Juan, Puerto Plata, Bimini/BAHAMAS, Miami
Rates Starting At
$3,432
per person
$429 per person per day
Onboard
Resilient Lady
5-Night Caribbean Cruise
Roundtrip · Miami
Fri, Apr 23 2027
Miami, Bimini/BAHAMAS, Grand Cayman, Miami
Rates Starting At
$2,150
per person
$430 per person per day
Onboard
Resilient Lady
5-Night Caribbean Cruise
Roundtrip · Miami
Mon, Aug 3 2026
Miami, Puerto Plata, Bimini/BAHAMAS, Miami
Rates Starting At
$2,195
per person
$439 per person per day
Onboard
Resilient Lady
4-Night Caribbean Cruise
Roundtrip · Miami
Thu, Aug 13 2026
Miami, Key West, Bimini/BAHAMAS, Miami
Rates Starting At
$1,756
per person
$439 per person per day
Onboard
Resilient Lady
4-Night Caribbean Cruise
Roundtrip · Miami
Thu, Sep 24 2026
Miami, Key West, Bimini/BAHAMAS, Miami
Rates Starting At
$1,756
per person
$439 per person per day
Onboard
Resilient Lady
4-Night Caribbean Cruise
Roundtrip · Miami
Thu, Sep 10 2026
Miami, Key West, Bimini/BAHAMAS, Miami
Rates Starting At
$1,756
per person
$439 per person per day
Onboard
Resilient Lady
6-Night Caribbean Cruise
Roundtrip · Miami
Sun, Dec 13 2026
Miami, Grand Cayman, Ocho Rios, Bimini/BAHAMAS, Miami
Rates Starting At
$2,634
per person
$439 per person per day
Onboard
Resilient Lady
7-Night Caribbean Cruise
Roundtrip · Miami
Sun, Apr 4 2027
Miami, Key West, Ocho Rios, Grand Cayman, Bimini/BAHAMAS, Miami
Rates Starting At
$3,073
per person
$439 per person per day
Onboard
Resilient Lady
7-Night Caribbean Cruise
Roundtrip · Miami
Sun, Apr 11 2027
Miami, Grand Cayman, Ocho Rios, Nassau, Bimini/BAHAMAS, Miami
Rates Starting At
$3,073
per person
$439 per person per day
Onboard
Resilient Lady
4-Night Caribbean Cruise
Roundtrip · Miami
Thu, Jul 30 2026
Miami, Key West, Bimini/BAHAMAS, Miami
Rates Starting At
$1,796
per person
$449 per person per day
Onboard
Resilient Lady
5-Night Caribbean Cruise
Roundtrip · Miami
Mon, Sep 28 2026
Miami, Puerto Plata, Bimini/BAHAMAS, Miami
Rates Starting At
$2,245
per person
$449 per person per day
Onboard
Resilient Lady
5-Night Caribbean Cruise
Roundtrip · Miami
Mon, Sep 14 2026
Miami, Puerto Plata, Bimini/BAHAMAS, Miami
Rates Starting At
$2,245
per person
$449 per person per day
« Prev
1
2
3
4
…
8
Next »
Showing 1–20 of 158 sailings
Saved to Maybe Trips