Select an upcoming Philipsburg cruise itinerary list below to find a Philipsburg sailing itinerary by destination, line, or ship.

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Seabourn
12/05/2026
7 Night Eastern Caribbean Cruise
on the Seabourn Seabourn Ovation departing from Philipsburg, St Maarten, St Martin/St Maarten
Interior
Oceanview
Balcony
Suite
-
-
-
$3,341
12/05/2026
14 Night Eastern Caribbean Cruise
on the Seabourn Seabourn Ovation departing from Philipsburg, St Maarten, St Martin/St Maarten
Interior
Oceanview
Balcony
Suite
-
-
-
$5,444
12/26/2026
7 Night Eastern Caribbean Cruise
on the Seabourn Seabourn Ovation departing from Philipsburg, St Maarten, St Martin/St Maarten
Interior
Oceanview
Balcony
Suite
-
-
-
$5,347
01/16/2027
7 Night Eastern Caribbean Cruise
on the Seabourn Seabourn Ovation departing from Philipsburg, St Maarten, St Martin/St Maarten
Interior
Oceanview
Balcony
Suite
-
-
-
$5,147
01/16/2027
14 Night Eastern Caribbean Cruise
on the Seabourn Seabourn Ovation departing from Philipsburg, St Maarten, St Martin/St Maarten
Interior
Oceanview
Balcony
Suite
-
-
-
$9,364
01/30/2027
7 Night Eastern Caribbean Cruise
on the Seabourn Seabourn Ovation departing from Philipsburg, St Maarten, St Martin/St Maarten
Interior
Oceanview
Balcony
Suite
-
-
-
$4,147
02/20/2027
7 Night Eastern Caribbean Cruise
on the Seabourn Seabourn Ovation departing from Philipsburg, St Maarten, St Martin/St Maarten
Interior
Oceanview
Balcony
Suite
-
-
-
$5,347
02/20/2027
14 Night Eastern Caribbean Cruise
on the Seabourn Seabourn Ovation departing from Philipsburg, St Maarten, St Martin/St Maarten
Interior
Oceanview
Balcony
Suite
-
-
-
$8,464
03/06/2027
7 Night Eastern Caribbean Cruise
on the Seabourn Seabourn Ovation departing from Philipsburg, St Maarten, St Martin/St Maarten
Interior
Oceanview
Balcony
Suite
-
-
-
$4,147
03/06/2027
14 Night Eastern Caribbean Cruise
on the Seabourn Seabourn Ovation departing from Philipsburg, St Maarten, St Martin/St Maarten
Interior
Oceanview
Balcony
Suite
-
-
-
$7,064
03/20/2027
7 Night Eastern Caribbean Cruise
on the Seabourn Seabourn Ovation departing from Philipsburg, St Maarten, St Martin/St Maarten
Interior
Oceanview
Balcony
Suite
-
-
-
$5,347
03/20/2027
19 Night European Inland Waterways Cruise
on the Seabourn Seabourn Ovation departing from Philipsburg, St Maarten, St Martin/St Maarten
Interior
Oceanview
Balcony
Suite
-
-
-
$8,284
Windstar Cruises
12/19/2026
7 Night Caribbean Cruise
on the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St Maarten
Interior
Oceanview
Balcony
Suite
-
$2,345
-
$3,185
01/02/2027
7 Night Caribbean Cruise
on the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St Maarten
Interior
Oceanview
Balcony
Suite
-
$2,131
-
$2,971
01/09/2027
7 Night Caribbean Cruise
on the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St Maarten
Interior
Oceanview
Balcony
Suite
-
$2,121
-
$2,961
01/09/2027
7 Night Caribbean Cruise
on the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St Maarten
Interior
Oceanview
Balcony
Suite
-
$2,121
-
$2,961
01/09/2027
7 Night Caribbean Cruise
on the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St Maarten
Interior
Oceanview
Balcony
Suite
-
$2,121
-
$2,961
01/09/2027
7 Night Caribbean Cruise
on the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St Maarten
Interior
Oceanview
Balcony
Suite
-
$2,121
-
$2,961
01/09/2027
7 Night Caribbean Cruise
on the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St Maarten
Interior
Oceanview
Balcony
Suite
-
$2,121
-
$2,961
01/16/2027
7 Night Caribbean Cruise
on the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St Maarten
Interior
Oceanview
Balcony
Suite
-
$2,121
-
$2,961
01/16/2027
7 Night Caribbean Cruise
on the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St Maarten
Interior
Oceanview
Balcony
Suite
-
$2,121
-
$2,961
01/16/2027
7 Night Caribbean Cruise
on the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St Maarten
Interior
Oceanview
Balcony
Suite
-
$2,121
-
$2,961
01/23/2027
7 Night Caribbean Cruise
on the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St Maarten
Interior
Oceanview
Balcony
Suite
-
$2,121
-
$2,961
03/06/2027
7 Night Caribbean Cruise
on the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St Maarten
Interior
Oceanview
Balcony
Suite
-
$2,121
-
$2,961
03/13/2027
6 Night Caribbean Cruise
on the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St Maarten
Interior
Oceanview
Balcony
Suite
-
$1,812
-
$2,532
03/13/2027
6 Night Caribbean Cruise
on the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St Maarten
Interior
Oceanview
Balcony
Suite
-
$1,812
-
$2,532
03/13/2027
6 Night Caribbean Cruise
on the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St Maarten
Interior
Oceanview
Balcony
Suite
-
$1,812
-
$2,532
03/13/2027
6 Night Caribbean Cruise
on the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St Maarten
Interior
Oceanview
Balcony
Suite
-
$1,812
-
$2,532
03/13/2027
6 Night Caribbean Cruise
on the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St Maarten
Interior
Oceanview
Balcony
Suite
-
$1,812
-
$2,532
03/20/2027
7 Night Caribbean Cruise
on the Windstar Cruises Wind Surf departing from Philipsburg, St Maarten, St Martin/St Maarten
Interior
Oceanview
Balcony
Suite
-
$2,191
-
$3,031

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