FOR BEST TRAVEL VALUES CALL (217) 892-2526

Cruise Results

Cruises Found: 161

Sort:   Price   |   Departure Date   |   Length

7-night Classic Caribbean Cruise

OFFER ID 1664818

Select

Supplier:
Windstar Cruises
Ship:
Wind Surf
Destination:
Roundtrip St. Maarten (Philipsburg)
Dates:
12/26/2026
Length:
7 Days
from $4770

14-night Star Collector: Caribbean Explorations Cruise

OFFER ID 1664819

Select

Supplier:
Windstar Cruises
Ship:
Wind Surf
Destination:
Roundtrip St. Maarten (Philipsburg)
Dates:
12/26/2026
Length:
14 Days
from $7148

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

OFFER ID 1664820

Select

Supplier:
Windstar Cruises
Ship:
Wind Surf
Destination:
Roundtrip St. Maarten (Philipsburg)
Dates:
01/02/2027
Length:
7 Days
from $3876

14-night Star Collector: Caribbean Explorations Cruise

OFFER ID 1664821

Select

Supplier:
Windstar Cruises
Ship:
Wind Surf
Destination:
Roundtrip St. Maarten (Philipsburg)
Dates:
01/02/2027
Length:
14 Days
from $6378

7-night Classic Caribbean Cruise

OFFER ID 1664822

Select

Supplier:
Windstar Cruises
Ship:
Wind Surf
Destination:
Roundtrip St. Maarten (Philipsburg)
Dates:
01/09/2027
Length:
7 Days
from $3930

14-night Star Collector: Caribbean Explorations Cruise

OFFER ID 1664823

Select

Supplier:
Windstar Cruises
Ship:
Wind Surf
Destination:
Roundtrip St. Maarten (Philipsburg)
Dates:
01/09/2027
Length:
14 Days
from $6868

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

OFFER ID 1664824

Select

Supplier:
Windstar Cruises
Ship:
Wind Surf
Destination:
Roundtrip St. Maarten (Philipsburg)
Dates:
01/16/2027
Length:
7 Days
from $4401

14-night Star Collector: Caribbean Explorations Cruise

OFFER ID 1664825

Select

Supplier:
Windstar Cruises
Ship:
Wind Surf
Destination:
Roundtrip St. Maarten (Philipsburg)
Dates:
01/16/2027
Length:
14 Days
from $7288

7-night Classic Caribbean Cruise

OFFER ID 1664826

Select

Supplier:
Windstar Cruises
Ship:
Wind Surf
Destination:
Roundtrip St. Maarten (Philipsburg)
Dates:
01/23/2027
Length:
7 Days
from $4420

14-night Star Collector: Caribbean Explorations Cruise

OFFER ID 1664827

Select

Supplier:
Windstar Cruises
Ship:
Wind Surf
Destination:
Roundtrip St. Maarten (Philipsburg)
Dates:
01/23/2027
Length:
14 Days
from $7428

14-night Star Collector: Caribbean Explorations Cruise

OFFER ID 1664831

Select

Supplier:
Windstar Cruises
Ship:
Wind Surf
Destination:
Roundtrip St. Maarten (Philipsburg)
Dates:
02/06/2027
Length:
14 Days
from $7988

14-night Star Collector: Caribbean Explorations Cruise

OFFER ID 1664833

Select

Supplier:
Windstar Cruises
Ship:
Wind Surf
Destination:
Roundtrip St. Maarten (Philipsburg)
Dates:
02/13/2027
Length:
14 Days
from $7568

14-night Star Collector: Caribbean Explorations Cruise

OFFER ID 1664835

Select

Supplier:
Windstar Cruises
Ship:
Wind Surf
Destination:
Roundtrip St. Maarten (Philipsburg)
Dates:
02/20/2027
Length:
14 Days
from $6938

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

OFFER ID 1664836

Select

Supplier:
Windstar Cruises
Ship:
Wind Surf
Destination:
Roundtrip St. Maarten (Philipsburg)
Dates:
02/27/2027
Length:
7 Days
from $4156

14-night Star Collector: Caribbean Explorations Cruise

OFFER ID 1664837

Select

Supplier:
Windstar Cruises
Ship:
Wind Surf
Destination:
Roundtrip St. Maarten (Philipsburg)
Dates:
02/27/2027
Length:
14 Days
from $6308

15-night Ocean Crossings Cruise

OFFER ID 1664847

Select

Supplier:
Windstar Cruises
Ship:
Wind Surf
Destination:
St. Maarten (Philipsburg)/Lisbon
Dates:
03/27/2027
Length:
15 Days
from $4023

7-night Classic Caribbean Cruise

OFFER ID 1665104

Select

Supplier:
Windstar Cruises
Ship:
Wind Surf
Destination:
Roundtrip St. Maarten (Philipsburg)
Dates:
02/06/2027
Length:
7 Days
from $4735

7-night Classic Caribbean Cruise

OFFER ID 1665105

Select

Supplier:
Windstar Cruises
Ship:
Wind Surf
Destination:
Roundtrip St. Maarten (Philipsburg)
Dates:
02/20/2027
Length:
7 Days
from $4245

7-night Classic Caribbean Cruise

OFFER ID 1665106

Select

Supplier:
Windstar Cruises
Ship:
Wind Surf
Destination:
Roundtrip St. Maarten (Philipsburg)
Dates:
03/06/2027
Length:
7 Days
from $3825

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 $4105

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 $6938

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 $7218

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 $4506

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 $7708

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 $4821

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

Anywhere Anytime Journeys ®
Hours: By Appointment Only

Local: (217) 892-2526

Home Resources About Us Get a Quote! Terms & Conditions Cookies Privacy Trip Insurance Contact

© Copyright 2026. All Rights Reserved. Anywhere Anytime Journeys ®.

Seller of Travel: California: 2018799-40 Florida: ST46130

Travel content powered by advaia.com