908 cruises
Sort by:

Find a cruise

Includes free extras and bonus savings available only from CruiseInsider.

5-night Barefoot Break in the British Virgin Islands

Roundtrip St. Maarten

Cruise Line
Windstar Cruises
Cruise Ship
Wind Surf
Departs
12/2/25
From
$1,999
6-night San Juan and the Virgin Islands Cruise

Roundtrip San Juan

Cruise Line
Windstar Cruises
Cruise Ship
Star Pride
Departs
11/3/24
From
$2,499
7-night Jewels of the Windward Islands

Roundtrip Barbados

Cruise Line
Windstar Cruises
Cruise Ship
Wind Surf
Departs
1/18/26
From
$2,499
7-night Around Iceland Cruise

Roundtrip Reykjavik

Cruise Line
Windstar Cruises
Cruise Ship
Star Pride
Departs
7/5/24
From
$2,799
7-night Around Iceland Cruise

Roundtrip Reykjavik

Cruise Line
Windstar Cruises
Cruise Ship
Star Pride
Departs
7/12/24
From
$2,799
7-night Around Iceland Cruise

Roundtrip Reykjavik

Cruise Line
Windstar Cruises
Cruise Ship
Star Pride
Departs
7/19/24
From
$2,899
7-night Around Iceland Cruise

Roundtrip Reykjavik

Cruise Line
Windstar Cruises
Cruise Ship
Star Pride
Departs
7/26/24
From
$3,299
7-night Around Iceland Cruise

Roundtrip Reykjavik

Cruise Line
Windstar Cruises
Cruise Ship
Star Pride
Departs
8/2/24
From
$2,899
7-night Around Iceland Cruise

Roundtrip Reykjavik

Cruise Line
Windstar Cruises
Cruise Ship
Star Pride
Departs
8/9/24
From
$3,299
7-night Around Iceland Cruise

Roundtrip Reykjavik

Cruise Line
Windstar Cruises
Cruise Ship
Star Pride
Departs
8/16/24
From
$2,899
7-night Around Iceland Cruise

Roundtrip Reykjavik

Cruise Line
Windstar Cruises
Cruise Ship
Star Pride
Departs
8/23/24
From
$3,599
7-night Around Iceland Cruise

Roundtrip Reykjavik

Cruise Line
Windstar Cruises
Cruise Ship
Star Pride
Departs
8/30/24
From
$4,499
7-night Around Iceland Cruise

Roundtrip Reykjavik

Cruise Line
Windstar Cruises
Cruise Ship
Star Pride
Departs
7/7/25
From
$3,599
7-night Around Iceland Cruise

Roundtrip Reykjavik

Cruise Line
Windstar Cruises
Cruise Ship
Star Pride
Departs
7/14/25
From
$3,599
7-night Around Iceland Cruise

Roundtrip Reykjavik

Cruise Line
Windstar Cruises
Cruise Ship
Star Pride
Departs
7/21/25
From
$3,199
7-night Around Iceland Cruise

Roundtrip Reykjavik

Cruise Line
Windstar Cruises
Cruise Ship
Star Pride
Departs
7/28/25
From
$3,199
7-night Around Iceland Cruise

Roundtrip Reykjavik

Cruise Line
Windstar Cruises
Cruise Ship
Star Pride
Departs
8/4/25
From
$2,999
7-night Around Iceland Cruise

Roundtrip Reykjavik

Cruise Line
Windstar Cruises
Cruise Ship
Star Pride
Departs
8/11/25
From
$2,999
7-night Around Iceland Cruise

Roundtrip Reykjavik

Cruise Line
Windstar Cruises
Cruise Ship
Star Pride
Departs
8/25/25
From
$3,899
7-night Beach Fun & Sun – A Remote Caribbean Getaway Cruise

Roundtrip St. Maarten (Philipsburg)

Cruise Line
Windstar Cruises
Cruise Ship
Wind Surf
Departs
12/28/24
From
$3,499
7-night Beach Fun & Sun – A Remote Caribbean Getaway Cruise

Roundtrip St. Maarten (Philipsburg)

Cruise Line
Windstar Cruises
Cruise Ship
Wind Surf
Departs
1/11/25
From
$2,799
7-night Beach Fun & Sun – A Remote Caribbean Getaway Cruise

Roundtrip St. Maarten (Philipsburg)

Cruise Line
Windstar Cruises
Cruise Ship
Wind Surf
Departs
2/1/25
From
$2,699
7-night Beach Fun & Sun – A Remote Caribbean Getaway Cruise

Roundtrip St. Maarten (Philipsburg)

Cruise Line
Windstar Cruises
Cruise Ship
Wind Surf
Departs
2/15/25
From
$2,699
7-night Beach Fun & Sun – A Remote Caribbean Getaway Cruise

Roundtrip St. Maarten (Philipsburg)

Cruise Line
Windstar Cruises
Cruise Ship
Wind Surf
Departs
3/8/25
From
$2,699
7-night Beach Fun & Sun – A Remote Caribbean Getaway Cruise

Roundtrip St. Maarten (Philipsburg)

Cruise Line
Windstar Cruises
Cruise Ship
Wind Surf
Departs
3/22/25
From
$2,599
« Previous