630.990.1111

Cruise Results

Cruises Found: 852

Sort:   Price   |   Departure Date   |   Length

15-night An Extended Journey Of Endless Beauty & Historic Treasures

OFFER ID 1660679

Select

Supplier:
Explora Journeys
Ship:
EXPLORA III
Destination:
Bridgetown (Barbados)/Miami
Dates:
03/21/2027
Length:
15 Days
from $10710

14-night An Extended Journey From Vibrant Shores To Spectacular Scenery

OFFER ID 1660680

Select

Supplier:
Explora Journeys
Ship:
EXPLORA III
Destination:
Roundtrip Miami
Dates:
03/29/2027
Length:
14 Days
from $10010

8-night Southern Caribbean Gems Cruise

OFFER ID 1664288

Select

Supplier:
Seabourn
Ship:
Seabourn Ovation
Destination:
Miami/ Bridgetown (Barbados)
Dates:
11/20/2026
Length:
8 Days
from $4098

15-night Southern Caribbean In Depth Cruise

OFFER ID 1664289

Select

Supplier:
Seabourn
Ship:
Seabourn Ovation
Destination:
Miami/St. Maarten (Philipsburg)
Dates:
11/20/2026
Length:
15 Days
from $6998

7-night Classic Caribbean Yacht Harbors Cruise

OFFER ID 1664290

Select

Supplier:
Seabourn
Ship:
Seabourn Ovation
Destination:
Bridgetown (Barbados)/St. Maarten (Philipsburg)
Dates:
11/28/2026
Length:
7 Days
from $4098

14-night Exotic Caribbean In Depth Cruise

OFFER ID 1664291

Select

Supplier:
Seabourn
Ship:
Seabourn Ovation
Destination:
Roundtrip Bridgetown (Barbados)
Dates:
11/28/2026
Length:
14 Days
from $7398

21-night Star Collector: Hearty Ports & Rum Punches - A Transatlantic Crossing Cruise

OFFER ID 1664814

Select

Supplier:
Windstar Cruises
Ship:
Wind Surf
Destination:
Lisbon/St. Maarten (Philipsburg)
Dates:
12/05/2026
Length:
21 Days
CALL

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

OFFER ID 1664816

Select

Supplier:
Windstar Cruises
Ship:
Wind Surf
Destination:
Roundtrip St. Maarten (Philipsburg)
Dates:
12/19/2026
Length:
7 Days
from $2693

14-night Star Collector: Caribbean Explorations Cruise

OFFER ID 1664817

Select

Supplier:
Windstar Cruises
Ship:
Wind Surf
Destination:
Roundtrip St. Maarten (Philipsburg)
Dates:
12/19/2026
Length:
14 Days
from $5887

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 $5811

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 $2483

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 $5736

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 $5816

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 $3358

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 $6296

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 $6456

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 $6136

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 $6056

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 $6296

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 $2973

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 $6136

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 $5816

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 $5896

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 $2763

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 $6136

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

(630) 990-1111

1415 W. 22nd Street
Tower Floor
Oak Brook, IL 60523

[email protected]

Monday-Thursday 9am-5pm
Friday 9am - 1pm
Or by Appointment

Privacy Terms Cookies Policy

© Copyright 2026. All Rights Reserved. Kelly Cruises & Tours.

Travel content powered by advaia.com