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Cruises from Philipsburg

Choose from 16 unique cruises starting in Philipsburg, and traveling to Bridgetown, Lisbon and Pointe-A-Pitre. February and March are the most popular months to join a cruise from Philipsburg and you can select from 36 departures available from four leading cruise lines.
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8 Days
21 Days
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16 Cruises (36 Cruise Departures)
11 Day Caribbean Island Hopping: Sint Maarten to Barbados with Emerald Cruises
New ReleaseCruise

11 Days (10 Nights) Philipsburg to Bridgetown
Cruise Line: Emerald Cruises
Ship: Emerald Sakara
Departure: 12 January 2028
Visit: Saint Martin, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis (+5 more), Antigua and Barbuda, Guadeloupe, Saint Lucia, Saint Vincent, Barbados
Fly Free Economy
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
$7,787
Balcony
-
Suite
$10,212
From
US$7,787
Save 8,203
Per Person
View Trip
15 Day Discover the Pearls of the Caribbean with Emerald Cruises
Cruise

15 Days (14 Nights) Philipsburg to Bridgetown
Cruise Line: Emerald Cruises
Ship: Emerald Sakara
Departures: Nov 2027 to Mar 2028
Visit: Saint Martin, Saint Kitts and Nevis, Anguilla, Virgin Islands (+5 more), Saint Barthelemy, Antigua and Barbuda, Guadeloupe, Saint Lucia, Barbados
Fly Free Economy
Fly Free Premium Economy
Exclusive Savings
Inside
-
Oceanview
$11,153
Balcony
-
Suite
$14,548
From
US$11,153
Save 12,342
Per Person
View Trip
20 Day Yachtsman's Caribbean & Atlantic Passage with Seabourn
Cruise

20 Days (19 Nights) Philipsburg to Lisbon
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 20 March 2027
Visit: Saint Martin, Virgin Islands, Saint Kitts and Nevis, Martinique (+5 more), Saint Vincent, Grenada, Barbados, Saint Lucia, Portugal
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$8,612
Suite
$15,776
From
US$8,612
Save 142
Per Person
View Trip
10 Day Tropical Charms of the Caribbean with Emerald Cruises
New ReleaseCruise

10 Days (9 Nights) Philipsburg to Philipsburg
Cruise Line: Emerald Cruises
Ship: Emerald Sakara
Departures: Dec 2027 to Dec 2027
Visit: Saint Martin, Saint Kitts and Nevis, Guadeloupe, Montserrat, Antigua and Barbuda, Saint Barthelemy, Virgin Islands
Fly Free Economy
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
$6,538
Balcony
-
Suite
$8,720
From
US$6,538
Save 7,210
Per Person
View Trip
15 Day Discover Eastern Caribbean & Grenadines with Emerald Cruises
Cruise

15 Days (14 Nights) Philipsburg to Bridgetown
Cruise Line: Emerald Cruises
Ship: Emerald Sakara
Departure: 12 February 2028
Visit: Saint Martin, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis (+5 more), Antigua and Barbuda, Guadeloupe, Saint Lucia, Saint Vincent, Barbados
Fly Free Economy
Fly Free Premium Economy
Exclusive Savings
Inside
-
Oceanview
$11,645
Balcony
-
Suite
$15,040
From
US$11,645
Save 12,335
Per Person
View Trip
15 Day Gems Of The Caribbean with Seabourn
Cruise

15 Days (14 Nights) Philipsburg to Philipsburg
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 21 February 2026
Visit: Saint Martin, Virgin Islands, Saint Kitts and Nevis, Martinique (+6 more), Saint Vincent, Grenada, Barbados, Saint Lucia, Montserrat, Antigua and Barbuda
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$8,449
Suite
$14,136
From
US$8,449
Save 147
Per Person
View Trip
15 Day Caribbean Gems In Depth with Seabourn
Cruise

15 Days (14 Nights) Philipsburg to Philipsburg
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departures: Jan 2027 to Mar 2027
Visit: Saint Martin, Virgin Islands, Saint Kitts and Nevis, Martinique (+6 more), Saint Vincent, Grenada, Barbados, Saint Lucia, Montserrat, Antigua and Barbuda
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$7,273
Suite
$13,520
From
US$7,273
Save 125
Per Person
View Trip
8 Day Eastern Caribbean with St. Barths with Emerald Cruises
Cruise

8 Days (7 Nights) Philipsburg to Bridgetown
Cruise Line: Emerald Cruises
Ship: Emerald Sakara
Departures: Dec 2027 to Apr 2028
Visit: Saint Martin, Virgin Islands, Saint Barthelemy, Saint Kitts and Nevis (+4 more), Antigua and Barbuda, Guadeloupe, Saint Lucia, Barbados
Fly Free Economy
Early Payment Discount
Exclusive Savings
Inside
-
Oceanview
$5,577
Balcony
-
Suite
$7,275
From
US$5,577
Save 6,170
Per Person
View Trip
8 Day Yachtsman's Caribbean with Seabourn
Cruise

8 Days (7 Nights) Philipsburg to Bridgetown
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departures: Dec 2026 to Mar 2027
Visit: Saint Martin, Virgin Islands, Saint Kitts and Nevis, Martinique, Saint Vincent, Grenada, Barbados
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,010
Suite
$6,262
From
US$4,010
Save 82
Per Person
View Trip
8 Day Yachtsman's Caribbean with Seabourn
Cruise

8 Days (7 Nights) Philipsburg to Bridgetown
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 21 February 2026
Visit: Saint Martin, Virgin Islands, Saint Kitts and Nevis, Martinique, Saint Vincent, Grenada, Barbados
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,914
Suite
$11,607
From
US$4,914
Save 87
Per Person
View Trip
15 Day Yachtsman's Island Jewels with Seabourn
Cruise

15 Days (14 Nights) Philipsburg to Bridgetown
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 07 March 2026
Visit: Saint Martin, Virgin Islands, Saint Kitts and Nevis, Martinique (+6 more), Saint Vincent, Grenada, Barbados, Guadeloupe, Dominica, Saint Lucia
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$7,208
Suite
$20,507
From
US$7,208
Save 122
Per Person
View Trip
8 Day History and Culture Visiting Caribbean Jewels with Ponant
Cruise

8 Days (7 Nights) Philipsburg to Pointe-A-Pitre
Cruise Line: Ponant
Ship: Le Ponant
Departure: 21 February 2026
Visit: Saint Martin, Anguilla, Saint Barthelemy, Saint Kitts and Nevis, Antigua and Barbuda, Guadeloupe
Inside
-
Oceanview
$10,420
Balcony
$13,340
Suite
-
From
US$10,420
Per Person
View Trip
8 Day Philipsburg to Bridgetown with Silversea
Cruise

8 Days (7 Nights) Philipsburg to Bridgetown
Cruise Line: Silversea
Ship: Silver Shadow
Departures: Jan 2026 to Feb 2026
Visit: Saint Martin, Virgin Islands, Saint Barthelemy, Dominica (+4 more), Grenada, Martinique, Saint Vincent, Barbados
All-Inclusive Fare
Last Minute Fare
Inside
-
Oceanview
$3,700
Balcony
-
Suite
$15,300
From
US$3,700
Per Person
View Trip
8 Day History and Culture Visiting Caribbean jewels with Ponant
Cruise

8 Days (7 Nights) Philipsburg to Pointe-A-Pitre
Cruise Line: Ponant
Ship: Le Ponant
Departures: Jan 2026 to Mar 2026
Visit: Saint Martin, Anguilla, Saint Barthelemy, Saint Kitts and Nevis, Antigua and Barbuda, Guadeloupe
Inside
-
Oceanview
$9,320
Balcony
$11,920
Suite
$12,790
From
US$9,320
Per Person
View Trip
21 Day Spice Islands & Spice Market Crossing with Seabourn
Cruise

21 Days (20 Nights) Philipsburg to Lisbon
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departure: 28 March 2026
Visit: Saint Martin, Virgin Islands, Saint Kitts and Nevis, Martinique (+5 more), Saint Vincent, Grenada, Barbados, Morocco, Portugal
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$6,697
Suite
-
From
US$6,697
Save 102
Per Person
View Trip
8 Day Yachtsman's Caribbean with Seabourn
Cruise

8 Days (7 Nights) Philipsburg to Bridgetown
Cruise Line: Seabourn
Ship: Seabourn Ovation
Departures: Jan 2026 to Mar 2026
Visit: Saint Martin, Virgin Islands, Saint Kitts and Nevis, Martinique, Saint Vincent, Grenada, Barbados
Explore More
Exclusive Savings
Inside
-
Oceanview
-
Balcony
$4,001
Suite
$7,092
From
US$4,001
Save 92
Per Person
View Trip
Results: 16 results

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