Speak to a Travel Professional
(408) 395-3811

WIN a FREE Trip! – enter here!

Cruise Results

Cruises Found: 2698

Sort:   Price   |   Departure Date   |   Length

7-night Classic Caribbean Cruise

OFFER ID 1665107

Select

Supplier:
Windstar Cruises
Ship:
Wind Surf
Destination:
Roundtrip St. Maarten (Philipsburg)
Dates:
03/20/2027
Length:
7 Days
from $3604

14-night Star Collector: Caribbean Explorations Cruise

OFFER ID 1665108

Select

Supplier:
Windstar Cruises
Ship:
Wind Surf
Destination:
Roundtrip St. Maarten (Philipsburg)
Dates:
03/06/2027
Length:
14 Days
from $6190

14-night Star Collector: Caribbean Explorations Cruise

OFFER ID 1665109

Select

Supplier:
Windstar Cruises
Ship:
Wind Surf
Destination:
Roundtrip St. Maarten (Philipsburg)
Dates:
03/13/2027
Length:
14 Days
from $6470

7-night Beach Fun & Sun: A Remote Caribbean Getaway Cruise

OFFER ID 1665110

Select

Supplier:
Windstar Cruises
Ship:
Wind Surf
Destination:
Roundtrip St. Maarten (Philipsburg)
Dates:
01/30/2027
Length:
7 Days
from $3496

14-night Star Collector: Caribbean Explorations Cruise

OFFER ID 1665111

Select

Supplier:
Windstar Cruises
Ship:
Wind Surf
Destination:
Roundtrip St. Maarten (Philipsburg)
Dates:
01/30/2027
Length:
14 Days
from $6400

7-night Beach Fun & Sun: A Remote Caribbean Getaway Cruise

OFFER ID 1665123

Select

Supplier:
Windstar Cruises
Ship:
Wind Surf
Destination:
Roundtrip St. Maarten (Philipsburg)
Dates:
02/13/2027
Length:
7 Days
from $3041

7-night Beach Fun & Sun: A Remote Caribbean Getaway Cruise

OFFER ID 1665124

Select

Supplier:
Windstar Cruises
Ship:
Wind Surf
Destination:
Roundtrip St. Maarten (Philipsburg)
Dates:
03/13/2027
Length:
7 Days
from $3496

12-night Caribbean Round-Trip Tampa Cruise: Jamaica & Puerto Rico

OFFER ID 1666719

Select

Supplier:
Norwegian Cruise Line®
Ship:
Norwegian Gem
Destination:
Roundtrip Tampa
Dates:
11/28/2026
Length:
12 Days
from $909

11-night Caribbean Round-Trip Tampa Cruise: Bahamas & Jamaica

OFFER ID 1666720

Select

Supplier:
Norwegian Cruise Line®
Ship:
Norwegian Gem
Destination:
Roundtrip Tampa
Dates:
12/10/2026
Length:
11 Days
from $979

10-night Caribbean Round-Trip Tampa Cruise: Jamaica & Dominican Republic

OFFER ID 1666723

Select

Supplier:
Norwegian Cruise Line®
Ship:
Norwegian Gem
Destination:
Roundtrip Tampa
Dates:
01/04/2027
Length:
10 Days
from $899

10-night Caribbean Round-Trip Tampa Cruise: Curacao, Aruba & Dominican Republic

OFFER ID 1666725

Select

Supplier:
Norwegian Cruise Line®
Ship:
Norwegian Gem
Destination:
Roundtrip Tampa
Dates:
01/18/2027
Length:
10 Days
from $1189

9-night Bahamas Round-trip Tampa Cruise: Great Stirrup Cay & Key West

OFFER ID 1666728

Select

Supplier:
Norwegian Cruise Line®
Ship:
Norwegian Gem
Destination:
Roundtrip Tampa
Dates:
02/12/2027
Length:
9 Days
from $1029

11-night Caribbean Round-Trip Tampa Cruise: Bahamas & Jamaica

OFFER ID 1666729

Select

Supplier:
Norwegian Cruise Line®
Ship:
Norwegian Gem
Destination:
Roundtrip Tampa
Dates:
02/21/2027
Length:
11 Days
from $1209

10-night Caribbean from Tampa to New York Cruise: Aruba & Dominican Republic

OFFER ID 1666735

Select

Supplier:
Norwegian Cruise Line®
Ship:
Norwegian Gem
Destination:
Tampa/New York City
Dates:
04/03/2027
Length:
10 Days
from $939

7-night Caribbean Round-trip Orlando Cruise: Great Stirrup Cay & Dominican Republic

OFFER ID 1666805

Select

Supplier:
Norwegian Cruise Line®
Ship:
Norwegian Getaway
Destination:
Roundtrip Port Canaveral
Dates:
11/16/2026
Length:
7 Days
from $419

8-night Caribbean Round-trip Orlando Cruise: Great Stirrup Cay & Dominican Republic

OFFER ID 1666807

Select

Supplier:
Norwegian Cruise Line®
Ship:
Norwegian Getaway
Destination:
Roundtrip Port Canaveral
Dates:
12/14/2026
Length:
8 Days
from $639

7-night Southern Caribbean Holiday Cruise

OFFER ID 1666842

Select

Supplier:
Royal Caribbean International®
Ship:
Vision of the Seas
Destination:
Roundtrip San Juan
Dates:
12/20/2026
Length:
7 Days
from $1167

7-night Southern Caribbean Cruise

OFFER ID 1666850

Select

Supplier:
Royal Caribbean International®
Ship:
Vision of the Seas
Destination:
Roundtrip San Juan
Dates:
01/17/2027
Length:
7 Days
from $754

7-night Eastern Caribbean Holiday Cruise

OFFER ID 1666852

Select

Supplier:
Royal Caribbean International®
Ship:
Brilliance of the Seas
Destination:
Roundtrip Ft. Lauderdale
Dates:
12/28/2026
Length:
7 Days
from $1892

7-night Southern Caribbean Cruise

OFFER ID 1666861

Select

Supplier:
Royal Caribbean International®
Ship:
Vision of the Seas
Destination:
Roundtrip San Juan
Dates:
01/03/2027
Length:
7 Days
from $994

7-night Southern Caribbean Cruise

OFFER ID 1666879

Select

Supplier:
Royal Caribbean International®
Ship:
Rhapsody of the Seas
Destination:
Roundtrip San Juan
Dates:
01/09/2027
Length:
7 Days
from $722

7-night Southern Caribbean Cruise

OFFER ID 1666908

Select

Supplier:
Royal Caribbean International®
Ship:
Vision of the Seas
Destination:
Roundtrip San Juan
Dates:
11/22/2026
Length:
7 Days
from $1288

7-night Southern Caribbean Cruise

OFFER ID 1666916

Select

Supplier:
Royal Caribbean International®
Ship:
Vision of the Seas
Destination:
Roundtrip San Juan
Dates:
02/28/2027
Length:
7 Days
from $521

7-night Southern Caribbean Cruise

OFFER ID 1666918

Select

Supplier:
Royal Caribbean International®
Ship:
Vision of the Seas
Destination:
Roundtrip San Juan
Dates:
11/01/2026
Length:
7 Days
CALL

7-night Southern Caribbean Cruise

OFFER ID 1666929

Select

Supplier:
Royal Caribbean International®
Ship:
Rhapsody of the Seas
Destination:
Roundtrip San Juan
Dates:
11/14/2026
Length:
7 Days
from $1038

Prev Next

Modify Cruise Search

To select multiple options, hold the CTRL-key. (CMD on Mac)

Between
And

Reset

CRUISE SEARCH CRUISE ADVANCED SEARCH CRUISE LINES DESTINATIONS SIGNATURE COLLECTION CRUISE PORTS

Send us an Email

Name
Email
Message

(408) 395-3811

Monday - Thursday
10:00 AM - 4:00 PM
By Appointment Only

Email Us

2026 © All Rights Reserved. Los Gatos Travel Privacy Policy | Cookies Policy | Copyright

Travel content powered by Advaia.com