Philipsburg, St. Maarten cruises 614 Philipsburg, St. Maarten cruises

Your search Clear selections

Any Destination

All Sail Months

Any Length

Philipsburg, St. Maarten

Any Cruise Line

Any Ship

614 cruises found

Filters Save search

Ports

Ft. Lauderdale (Port Everglades), Florida
Princess Cays (Cruise Line Private Island)
Charlotte Amalie, St. Thomas
Philipsburg, St. Maarten
St. John's, Antigua
Basseterre, St. Kitts
Tortola, British Virgin Islands
Fort-De-France, Martinique
Roseau, Dominica
Grand Turk Island

View more ports

Ports

Ft. Lauderdale (Port Everglades), Florida - Princess Cays (Cruise Line Private Island) - Charlotte Amalie, St. Thomas - Philipsburg, St. Maarten - St. John's, Antigua - Basseterre, St. Kitts - Tortola, British Virgin Islands - Fort-De-France, Martinique - Roseau, Dominica - Grand Turk Island - View more ports

20 Night Caribbean Explorer (Ft. Lauderdale Roundtrip)

Enchanted Princess XL

4.4

(245 Reviews)

2024 sail dates: Dec 20

$4111*

$206/night*

Balcony

View Deal

Compare

Loading itinerary...

Loading reviews...

Read all 245 Enchanted Princess reviews

Compare Prices

Bonus Offers	Inside	Oceanview	Balcony	Suite
	N/A	N/A	$4111*	N/A
See Offers	N/A	N/A	$3771*	$4498*
See Offers	$4409*	N/A	$3954*	$4867*
See Offers	$4409*	N/A	$3954*	$4867*
See Offers	$4409*	N/A	$3954*	$4867*
See Offers	N/A	N/A	$3770*	$4497*
	$4409*	N/A	$3954*	$4867*
	N/A	N/A	$3782*	$4509*
See Offers	N/A	N/A	$3770*	$4497*

Ports

San Juan, Puerto Rico
Philipsburg, St. Maarten
St. John's, Antigua
Castries, St. Lucia
Bridgetown, Barbados
Roseau, Dominica

View more ports

Ports

San Juan, Puerto Rico - Philipsburg, St. Maarten - St. John's, Antigua - Castries, St. Lucia - Bridgetown, Barbados - Roseau, Dominica - View more ports

7 Night Southern Caribbean Holiday (San Juan Roundtrip)

Celebrity Summit M

4.1

(2201 Reviews)

2024 sail dates: Dec 21, Dec 28

$781*

$112/night*

Inside

View Deal

Compare

Loading itinerary...

Loading reviews...

Read all 2201 Celebrity Summit reviews

Compare Prices

Bonus Offers	Inside	Oceanview	Balcony	Suite
See Offers	$781*	$849*	$1682*	$3837*
	$781*	$849*	$1682*	$3837*
See Offers	$781*	$848*	$1682*	$3836*
See Offers	$781*	$848*	$1682*	$3836*
See Offers	$781*	$849*	$1624*	$3837*
	$793*	$861*	$1694*	$3849*
See Offers	$781*	$849*	$1682*	$3837*
	$781*	$848*	$1682*	$3836*
See Offers	$781*	$848*	$1682*	$3836*
See Offers	$1509*	N/A	$2059*	$5474*
	N/A	N/A	$2490*	$5474*
See Offers	$1459*	$1599*	$2489*	$5473*
See Offers	$1459*	$1599*	$2489*	$5473*
See Offers	$1509*	N/A	$2059*	$5474*
	N/A	N/A	$2502*	$5486*
See Offers	N/A	N/A	$2490*	$5474*
	$1459*	$1599*	$2489*	$5473*
See Offers	$1459*	$1599*	$2489*	$5473*

Ports

Ft. Lauderdale (Port Everglades), Florida
Princess Cays (Cruise Line Private Island)
Charlotte Amalie, St. Thomas
Philipsburg, St. Maarten
St. John's, Antigua
Basseterre, St. Kitts
Tortola, British Virgin Islands
Fort-De-France, Martinique
Roseau, Dominica
Grand Turk Island

View more ports

Ports

20 Night Caribbean Explorer (Ft. Lauderdale Roundtrip)

Enchanted Princess XL

4.4

(245 Reviews)

2025 sail dates: Jan 29

$2393*

$120/night*

Inside

View Deal

Compare

Loading itinerary...

Loading reviews...

Read all 245 Enchanted Princess reviews

Compare Prices

Bonus Offers	Inside	Oceanview	Balcony	Suite
	$2393*	$3437*	$3437*	$8577*
See Offers	$2148*	$3438*	$3252*	$4098*
See Offers	$2147*	$3437*	$3251*	$4097*
See Offers	$2147*	$3437*	$3251*	$4097*
See Offers	$2147*	$3437*	$3251*	$4097*
See Offers	$2147*	$3437*	$3251*	$4097*
	$2147*	$3437*	$3251*	$4097*
	$2405*	$3449*	$3263*	$4109*
See Offers	$2147*	$3437*	$3251*	$4097*

Ports

Philipsburg, St. Maarten
Falmouth Harbour,Antigua
ROAD BAY, ANGUILLA
Jost Van Dyke, B.V.I.
Soper's Hole, Tortola, B.V.I.
Spanish Town, Virgin Gorda, B.V.I.
Gustavia, St. Barthelemy

View more ports

Ports

Philipsburg, St. Maarten - Falmouth Harbour,Antigua - ROAD BAY, ANGUILLA - Jost Van Dyke, B.V.I. - Soper's Hole, Tortola, B.V.I. - Spanish Town, Virgin Gorda, B.V.I. - Gustavia, St. Barthelemy - View more ports

7 Night Beach Fun & Sun A Remote Caribbean Getaway (St. Maarten Roundtrip)

Wind Surf S

4.4

(78 Reviews)

2025 sail dates: Feb 01

2026 sail dates: Jan 04

$2499*

$357/night*

Oceanview

View Deal

Compare

Loading itinerary...

Loading reviews...

Read all 78 Wind Surf reviews

Compare Prices

Bonus Offers	Inside	Oceanview	Balcony	Suite
	N/A	$2699*	N/A	$5599*
See Offers	N/A	$2699*	N/A	$5599*
See Offers	N/A	$2699*	N/A	$5599*
See Offers	N/A	$2699*	N/A	$5599*
	N/A	$2699*	N/A	$5599*
	N/A	$2499*	N/A	$5399*
See Offers	N/A	$2499*	N/A	$5399*
See Offers	N/A	$2499*	N/A	$5399*
See Offers	N/A	$2499*	N/A	$5399*
	N/A	$2499*	N/A	$5399*

Ports

Ft. Lauderdale (Port Everglades), Florida
St. John's, Antigua
Fort-De-France, Martinique
Basseterre, St. Kitts
Roseau, Dominica
Charlotte Amalie, St. Thomas
Grand Turk Island
Princess Cays (Cruise Line Private Island)
Philipsburg, St. Maarten
Tortola, British Virgin Islands

View more ports

Ports

Ft. Lauderdale (Port Everglades), Florida - St. John's, Antigua - Fort-De-France, Martinique - Basseterre, St. Kitts - Roseau, Dominica - Charlotte Amalie, St. Thomas - Grand Turk Island - Princess Cays (Cruise Line Private Island) - Philipsburg, St. Maarten - Tortola, British Virgin Islands - View more ports

20 Night Caribbean Explorer (Ft. Lauderdale Roundtrip)

Enchanted Princess XL

4.4

(245 Reviews)

2025 sail dates: Feb 08

$2505*

$125/night*

Inside

View Deal

Compare

Loading itinerary...

Loading reviews...

Read all 245 Enchanted Princess reviews

Compare Prices

Bonus Offers	Inside	Oceanview	Balcony	Suite
	$2505*	N/A	$3889*	N/A
See Offers	$2506*	N/A	$3697*	N/A
See Offers	$2410*	N/A	$3593*	$6459*
See Offers	$2410*	N/A	$3593*	$6459*
See Offers	$2410*	N/A	$3593*	$6459*
See Offers	$2505*	N/A	$3889*	N/A
	$2410*	N/A	$3593*	$6459*
	$2517*	N/A	$3901*	N/A
See Offers	$2505*	N/A	$3889*	N/A

Ports

Ft. Lauderdale (Port Everglades), Florida
Princess Cays (Cruise Line Private Island)
Charlotte Amalie, St. Thomas
Philipsburg, St. Maarten
St. John's, Antigua
Basseterre, St. Kitts
Tortola, British Virgin Islands
Roseau, Dominica
Fort-De-France, Martinique

View more ports

Ports

Ft. Lauderdale (Port Everglades), Florida - Princess Cays (Cruise Line Private Island) - Charlotte Amalie, St. Thomas - Philipsburg, St. Maarten - St. John's, Antigua - Basseterre, St. Kitts - Tortola, British Virgin Islands - Roseau, Dominica - Fort-De-France, Martinique - View more ports

20 Night Caribbean Explorer (Ft. Lauderdale Roundtrip)

Enchanted Princess XL

4.4

(245 Reviews)

2025 sail dates: Feb 18

$1872*

$94/night*

Inside

View Deal

Compare

Loading itinerary...

Loading reviews...

Read all 245 Enchanted Princess reviews

Compare Prices

Bonus Offers	Inside	Oceanview	Balcony	Suite
	N/A	$3247*	$3336*	N/A
See Offers	N/A	$3248*	$3118*	$3658*
See Offers	$1872*	$3147*	$2977*	$3647*
See Offers	$1872*	$3147*	$2977*	$3647*
See Offers	$1872*	$3147*	$2977*	$3647*
See Offers	N/A	$3247*	$3117*	$3657*
	$1872*	$3147*	$2977*	$3647*
	N/A	$3259*	$3129*	$3669*
See Offers	N/A	$3247*	$3117*	$3657*

Ports

Miami, Florida
Perfect Day At Coco Cay, Bahamas
Charlotte Amalie, St. Thomas
Philipsburg, St. Maarten

View more ports

Ports

Miami, Florida - Perfect Day At Coco Cay, Bahamas - Charlotte Amalie, St. Thomas - Philipsburg, St. Maarten - View more ports

7 Night St. Maarten St. Thomas & Perfect Day (Miami Roundtrip)

Celebrity Beyond L

4.5

(189 Reviews)

2025 sail dates: May 11

$731*

$104/night*

Inside

View Deal

Compare

Loading itinerary...

Loading reviews...

Read all 189 Celebrity Beyond reviews

Compare Prices

Bonus Offers	Inside	Oceanview	Balcony	Suite
See Offers	$731*	$939*	$1064*	$3818*
	$731*	$939*	$1064*	$3818*
See Offers	$731*	$938*	$1064*	$3817*
See Offers	$731*	$938*	$1064*	$3817*
See Offers	$731*	$939*	$1064*	$3818*
	$743*	$951*	$1076*	$3830*
See Offers	$731*	$939*	$1064*	$3818*
	$731*	$938*	$1064*	$3817*
See Offers	$731*	$938*	$1064*	$3817*

Ports

Miami, Florida
Half Moon Cay, Bahamas (Private Island)
San Juan, Puerto Rico
Philipsburg, St. Maarten
Charlotte Amalie, St. Thomas

View more ports

Ports

Miami, Florida - Half Moon Cay, Bahamas (Private Island) - San Juan, Puerto Rico - Philipsburg, St. Maarten - Charlotte Amalie, St. Thomas - View more ports

8 Night Eastern Caribbean (Miami Roundtrip)

Carnival Magic XL

4.2

(3624 Reviews)

2025 sail dates: Jun 28, Jul 26, Aug 23, Sep 28, Nov 29, Dec 19, Dec 27, More

2026 sail dates: Jan 24, Feb 21, Mar 21, Apr 18 More

$539*

$67/night*

Inside

View Deal

Compare

Loading itinerary...

Loading reviews...

Read all 3624 Carnival Magic reviews

Compare Prices

Bonus Offers	Inside	Oceanview	Balcony	Suite
See Offers	$899*	$1179*	$1389*	$2466*
	$911*	$1191*	$1401*	$2478*
See Offers	$899*	$1179*	$1389*	$2466*
See Offers	$899*	$1179*	$1389*	$2466*
	$899*	$1179*	$1389*	$2466*
See Offers	$879*	$1159*	$1359*	$2311*
	$891*	$1171*	$1371*	$2323*
See Offers	$879*	$1159*	$1359*	$2311*
See Offers	$879*	$1159*	$1359*	$2311*
	$879*	$1159*	$1359*	$2311*
See Offers	$619*	$809*	$979*	$1921*
	$631*	$821*	$991*	$1933*
See Offers	$619*	$809*	$979*	$1921*
See Offers	$619*	$809*	$979*	$1921*
	$619*	$809*	$979*	$1921*
See Offers	$549*	$739*	$909*	$1851*
	$561*	$751*	$921*	$1863*
See Offers	$549*	$739*	$909*	$1851*
See Offers	$549*	$739*	$909*	$1851*
	$549*	$739*	$909*	$1851*
See Offers	$539*	$729*	$899*	$1841*
	$551*	$741*	$911*	$1853*
See Offers	$539*	$729*	$899*	$1841*
See Offers	$539*	$729*	$899*	$1841*
	$539*	$729*	$899*	$1841*
See Offers	$919*	$1199*	$1399*	$2351*
	$931*	$1211*	$1411*	$2363*
See Offers	$919*	$1199*	$1399*	$2351*
See Offers	$919*	$1199*	$1399*	$2351*
	$919*	$1199*	$1399*	$2351*
See Offers	$939*	$1219*	$1419*	$2371*
	$951*	$1231*	$1431*	$2383*
See Offers	$939*	$1219*	$1419*	$2371*
See Offers	$939*	$1219*	$1419*	$2371*
	$939*	$1219*	$1419*	$2371*
See Offers	$559*	$749*	$919*	$1861*
	$571*	$761*	$931*	$1873*
See Offers	$559*	$749*	$919*	$1861*
See Offers	$559*	$749*	$919*	$1861*
	$559*	$749*	$919*	$1861*
See Offers	$579*	$769*	$939*	$1881*
	$591*	$781*	$951*	$1893*
See Offers	$579*	$769*	$939*	$1881*
See Offers	$579*	$769*	$939*	$1881*
	$579*	$769*	$939*	$1881*
See Offers	$649*	$839*	$1009*	$1951*
	$661*	$851*	$1021*	$1963*
See Offers	$649*	$839*	$1009*	$1951*
See Offers	$649*	$839*	$1009*	$1951*
	$649*	$839*	$1009*	$1951*
See Offers	$629*	$819*	$989*	$1931*
	$641*	$831*	$1001*	$1943*
See Offers	$629*	$819*	$989*	$1931*
See Offers	$629*	$819*	$989*	$1931*
	$629*	$819*	$989*	$1931*

Ports

San Juan, Puerto Rico
Philipsburg, St. Maarten
Bridgetown, Barbados
Castries, St. Lucia
Fort-De-France, Martinique
Basseterre, St. Kitts

View more ports

Ports

San Juan, Puerto Rico - Philipsburg, St. Maarten - Bridgetown, Barbados - Castries, St. Lucia - Fort-De-France, Martinique - Basseterre, St. Kitts - View more ports

7 Night Sunny Miles Of Tropical Isles (San Juan Roundtrip)

Valiant Lady L

4.3

(76 Reviews)

2025 sail dates: Nov 15

2026 sail dates: Feb 28

$1219*

$174/night*

Inside

View Deal

Compare

Loading itinerary...

Loading reviews...

Read all 76 Valiant Lady reviews

Compare Prices

Bonus Offers	Inside	Oceanview	Balcony	Suite
	$1219*	$1365*	$1512*	$3675*
See Offers	$1219*	$1365*	$1512*	$3675*
See Offers	$1219*	$1365*	$1512*	$3675*
See Offers	$1219*	$1365*	$1512*	$3675*
See Offers	$1219*	$1365*	$1512*	$3675*
	$1219*	$1365*	$1512*	$3675*
	$1300*	$1463*	$1609*	$3925*
See Offers	$1300*	$1463*	$1609*	$3925*
See Offers	$1300*	$1463*	$1609*	$3925*
See Offers	$1300*	$1463*	$1609*	$3925*
See Offers	$1300*	$1463*	$1609*	$3925*
	$1300*	$1463*	$1609*	$3925*

Ports

Cape Liberty (Bayonne), New Jersey
San Juan, Puerto Rico
Charlotte Amalie, St. Thomas
St. John's, Antigua
Bridgetown, Barbados
Castries, St. Lucia
Philipsburg, St. Maarten

View more ports

Ports

Cape Liberty (Bayonne), New Jersey - San Juan, Puerto Rico - Charlotte Amalie, St. Thomas - St. John's, Antigua - Bridgetown, Barbados - Castries, St. Lucia - Philipsburg, St. Maarten - View more ports

12 Night Southern Caribbean (Cape Liberty Roundtrip)

Odyssey of the Seas XL

4.5

(400 Reviews)

2026 sail dates: Jan 26

$1673*

$139/night*

Inside

View Deal

Compare

Loading itinerary...

Loading reviews...

Read all 400 Odyssey of the Seas reviews

Compare Prices

Bonus Offers	Inside	Oceanview	Balcony	Suite
See Offers	$1673*	$1910*	$2256*	$4363*
	$1686*	$1922*	$2269*	$4376*
See Offers	$1673*	$1910*	$2256*	$4363*
See Offers	$1673*	$1910*	$2256*	$4363*
See Offers	$1649*	$1885*	$2232*	$4339*
	$1673*	$1910*	$2256*	$4363*
See Offers	$1674*	$1910*	$2257*	$4364*

51 - 60 of 614

All prices are per person based on double occupancy and do not include port/government fees and gratuities.

Philipsburg, St. Maarten cruises 614 Philipsburg, St. Maarten cruises

Your search Clear selections

614 cruises found

Sort by

Filter by