Philipsburg, St. Maarten cruises 698 Philipsburg, St. Maarten cruises

Your search Clear selections

Any Destination

All Sail Months

Any Length

Philipsburg, St. Maarten

Any Cruise Line

Any Ship

698 cruises found

Filters Save search

Ports

San Juan, Puerto Rico
Charlotte Amalie, St. Thomas
Philipsburg, St. Maarten
St. John's, Antigua
Castries, St. Lucia
St. George's, Grenada

View more ports

Ports

San Juan, Puerto Rico - Charlotte Amalie, St. Thomas - Philipsburg, St. Maarten - St. John's, Antigua - Castries, St. Lucia - St. George's, Grenada - View more ports

7 Night Southern Caribbean (San Juan Roundtrip)

Celebrity Constellation M

4.0

(1011 Reviews)

2027 sail dates: Jan 09

$968*

$138/night*

Inside

View Deal

Compare

Loading itinerary...

Loading reviews...

Read all 1011 Celebrity Constellation reviews

Compare Prices

Bonus Offers	Inside	Oceanview	Balcony	Suite
	$968*	$1018*	$1268*	$2218*
See Offers	$793*	$843*	$1093*	$2108*
See Offers	$969*	$1019*	$1269*	$2219*
See Offers	$968*	$1018*	$1268*	$2218*
See Offers	$793*	$843*	$1093*	$2109*
	$793*	$843*	$1093*	$2108*
See Offers	$793*	$843*	$1093*	$2108*
See Offers	$969*	$1019*	$1269*	$2219*

Ports

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

View more ports

Ports

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

20 Night Caribbean Explorer (Ft. Lauderdale Roundtrip)

Caribbean Princess L

3.9

(1889 Reviews)

2025 sail dates: Oct 28

$1751*

$88/night*

Inside

View Deal

Compare

Loading itinerary...

Loading reviews...

Read all 1889 Caribbean Princess reviews

Compare Prices

Bonus Offers	Inside	Oceanview	Balcony	Suite
	$1751*	$2096*	$2991*	$8292*
See Offers	$1751*	$1846*	$2991*	$3696*
See Offers	$1750*	$1845*	$2990*	$3695*
See Offers	$1750*	$1845*	$2990*	$3695*
See Offers	$1751*	$1846*	$2991*	$3696*
See Offers	$1750*	$1845*	$2990*	$3695*
	$1751*	$1846*	$2991*	$3696*

Ports

Bridgetown, Barbados
Castries, St. Lucia
Roseau, Dominica
Basseterre, St. Kitts
Charlestown, Nevis
Philipsburg, St. Maarten
BEEF ISLAND, TORTOLA, B.V.I.
San Juan, Puerto Rico
Spanish Town, Virgin Gorda, B.V.I.
St. John's, Antigua
Fort-De-France, Martinique
Port Elizabeth, Bequia, Grenadines
St. George's, Grenada
Scarborough, Tobago

View more ports

Ports

Bridgetown, Barbados - Castries, St. Lucia - Roseau, Dominica - Basseterre, St. Kitts - Charlestown, Nevis - Philipsburg, St. Maarten - BEEF ISLAND, TORTOLA, B.V.I. - San Juan, Puerto Rico - Spanish Town, Virgin Gorda, B.V.I. - St. John's, Antigua - Fort-De-France, Martinique - Port Elizabeth, Bequia, Grenadines - St. George's, Grenada - Scarborough, Tobago - View more ports

14 Night Eastern Caribbean (Bridgetown Roundtrip)

Azamara Quest S

4.3

(130 Reviews)

2025 sail dates: Nov 15, Nov 29

$2639*

$189/night*

Inside

View Deal

Compare

Loading itinerary...

Loading reviews...

Read all 130 Azamara Quest reviews

Compare Prices

Bonus Offers	Inside	Oceanview	Balcony	Suite
	$2949*	$2979*	$3539*	$5239*
See Offers	$2949*	$2979*	$3539*	$5239*
See Offers	$2949*	$2979*	$3539*	$5239*
See Offers	$2949*	$2979*	$3539*	$5239*
See Offers	$2949*	$2979*	$3539*	$5239*
	$2949*	$2979*	$3539*	$5239*
	$2639*	$2899*	$3139*	$4789*
See Offers	$2889*	$2899*	$3139*	$4789*
See Offers	$2889*	$2899*	$3139*	$4789*
See Offers	$2639*	$2899*	$3139*	$4789*
See Offers	$2639*	$2899*	$3139*	$4789*
	$2889*	$2899*	$3139*	$4789*

Ports

Ft. Lauderdale (Port Everglades), Florida
Charlotte Amalie, St. Thomas
Basseterre, St. Kitts
Roseau, Dominica
Castries, St. Lucia
St. John's, Antigua
Philipsburg, St. Maarten
Half Moon Cay, Bahamas (Private Island)

View more ports

Ports

Ft. Lauderdale (Port Everglades), Florida - Charlotte Amalie, St. Thomas - Basseterre, St. Kitts - Roseau, Dominica - Castries, St. Lucia - St. John's, Antigua - Philipsburg, St. Maarten - Half Moon Cay, Bahamas (Private Island) - View more ports

11 Night Eastern Caribbean Wayfarer (Ft. Lauderdale Roundtrip)

Eurodam L

4.1

(1100 Reviews)

2024 sail dates: Nov 27

$649*

$59/night*

Inside

View Deal

Compare

Loading itinerary...

Loading reviews...

Read all 1100 Eurodam reviews

Compare Prices

Bonus Offers	Inside	Oceanview	Balcony	Suite
	$649*	$799*	$949*	N/A
See Offers	$799*	$949*	$1099*	N/A
See Offers	$799*	$949*	$1099*	N/A

Ports

Ft. Lauderdale (Port Everglades), Florida
Philipsburg, St. Maarten
Fort-De-France, Martinique
Basseterre, St. Kitts
San Juan, Puerto Rico
Puerto Plata, Dominican Republic

View more ports

Ports

Ft. Lauderdale (Port Everglades), Florida - Philipsburg, St. Maarten - Fort-De-France, Martinique - Basseterre, St. Kitts - San Juan, Puerto Rico - Puerto Plata, Dominican Republic - View more ports

9 Night Southern Caribbean (Ft. Lauderdale Roundtrip)

Grandeur of the Seas L

4.0

(2489 Reviews)

2024 sail dates: Nov 29

$918*

$102/night*

Inside

View Deal

Compare

Loading itinerary...

Loading reviews...

Read all 2489 Grandeur of the Seas reviews

Compare Prices

Bonus Offers	Inside	Oceanview	Balcony	Suite
See Offers	$918*	$1524*	N/A	N/A
See Offers	$918*	$1334*	N/A	N/A
See Offers	$918*	$1523*	N/A	N/A
See Offers	$918*	$1524*	N/A	N/A

Ports

Miami, Florida
Labadee (Cruise Line Private Island)
San Juan, Puerto Rico
Philipsburg, St. Maarten
St. John's, Antigua
Castries, St. Lucia
Basseterre, St. Kitts

View more ports

Ports

Miami, Florida - Labadee (Cruise Line Private Island) - San Juan, Puerto Rico - Philipsburg, St. Maarten - St. John's, Antigua - Castries, St. Lucia - Basseterre, St. Kitts - View more ports

10 Night Southern Caribbean (Miami Roundtrip)

Explorer of the Seas L

4.0

(2183 Reviews)

2025 sail dates: Mar 20

$963*

$96/night*

Inside

View Deal

Compare

Loading itinerary...

Loading reviews...

Read all 2183 Explorer of the Seas reviews

Compare Prices

Bonus Offers	Inside	Oceanview	Balcony	Suite
See Offers	N/A	N/A	N/A	$2797*
See Offers	$963*	$1149*	$1382*	$7839*
See Offers	N/A	N/A	N/A	$7841*
See Offers	N/A	N/A	N/A	$2797*
See Offers	$1213*	N/A	N/A	N/A
See Offers	N/A	N/A	N/A	$2797*
	N/A	N/A	N/A	$2797*
	$1205*	N/A	N/A	N/A
See Offers	$963*	$1149*	$1382*	$7839*

Ports

San Juan, Puerto Rico
Frederiksted, St. Croix, U.S.V.I.
Charlotte Amalie, St. Thomas
Philipsburg, St. Maarten
Basseterre, St. Kitts
Bridgetown, Barbados
Roseau, Dominica

View more ports

Ports

San Juan, Puerto Rico - Frederiksted, St. Croix, U.S.V.I. - Charlotte Amalie, St. Thomas - Philipsburg, St. Maarten - Basseterre, St. Kitts - Bridgetown, Barbados - Roseau, Dominica - View more ports

8 Night Southern Caribbean (San Juan Roundtrip)

Rhapsody of the Seas L

4.1

(1334 Reviews)

2025 sail dates: Apr 13

$1261*

$158/night*

Oceanview

View Deal

Compare

Loading itinerary...

Loading reviews...

Read all 1334 Rhapsody of the Seas reviews

Compare Prices

Bonus Offers	Inside	Oceanview	Balcony	Suite
See Offers	$1143*	$1261*	$2686*	$2739*
See Offers	$1115*	$1233*	$2121*	$2711*
See Offers	$1144*	$1262*	$2149*	$2739*
See Offers	$1143*	$1261*	$2686*	$2739*
See Offers	$1144*	$991*	$2149*	$2739*
See Offers	$1143*	$1261*	$2686*	$2739*
	$1143*	$1261*	$2686*	$2739*
	$1135*	$1253*	$2141*	$2731*
See Offers	$1115*	$1233*	$2121*	$2711*

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
Basseterre, St. Kitts
Little Bay, Montserrat
Deshaies, Guadeloupe
Roseau, Dominica
Pigeon Island, St. Lucia
Bridgetown, Barbados
Anse Mitan, Martinique
Castries, St. Lucia
Bequia, Grenadines
Mayreau, Grenadines
St. George's, Grenada
Charlotteville, Tobago
Soufriere, St. Lucia
Kralendijk, Bonaire
Willemstad, Curacao
Oranjestad, Aruba
Santa Marta, Colombia
Cartagena, Colombia
Bocas Del Toro, Panama
Colon, Panama
San Andres Island (Isla San Andres), Colombia
Coxen Hole, Roatan, Bay Islands, Honduras
Belize City, Belize
Costa Maya (Mahahual), Mexico
Cozumel, Mexico
George Town, Grand Cayman
Cayman Brac
Port Antonio, Jamaica
Santo Domingo, Dominican Republic
La Romana, Dominican Republic

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 - Basseterre, St. Kitts - Little Bay, Montserrat - Deshaies, Guadeloupe - Roseau, Dominica - Pigeon Island, St. Lucia - Bridgetown, Barbados - Anse Mitan, Martinique - Castries, St. Lucia - Bequia, Grenadines - Mayreau, Grenadines - St. George's, Grenada - Charlotteville, Tobago - Soufriere, St. Lucia - Kralendijk, Bonaire - Willemstad, Curacao - Oranjestad, Aruba - Santa Marta, Colombia - Cartagena, Colombia - Bocas Del Toro, Panama - Colon, Panama - San Andres Island (Isla San Andres), Colombia - Coxen Hole, Roatan, Bay Islands, Honduras - Belize City, Belize - Costa Maya (Mahahual), Mexico - Cozumel, Mexico - George Town, Grand Cayman - Cayman Brac - Port Antonio, Jamaica - Santo Domingo, Dominican Republic - La Romana, Dominican Republic - View more ports

55 Night Star Collector: Grand Caribbean Adventure (Philipsburg Roundtrip)

Wind Surf S

4.4

(78 Reviews)

2026 sail dates: Jan 04

$18146*

$330/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	$18146*	N/A	$38246*
See Offers	N/A	$18146*	N/A	$38246*
	N/A	$18146*	N/A	$38246*

Ports

San Juan, Puerto Rico
Charlotte Amalie, St. Thomas
Philipsburg, St. Maarten
Frederiksted, St. Croix, U.S.V.I.
Fort-De-France, Martinique
Bridgetown, Barbados

View more ports

Ports

San Juan, Puerto Rico - Charlotte Amalie, St. Thomas - Philipsburg, St. Maarten - Frederiksted, St. Croix, U.S.V.I. - Fort-De-France, Martinique - Bridgetown, Barbados - View more ports

7 Night Southern Caribbean (San Juan Roundtrip)

Jewel of the Seas L

4.0

(2169 Reviews)

2026 sail dates: Jan 17

$726*

$104/night*

Inside

View Deal

Compare

Loading itinerary...

Loading reviews...

Read all 2169 Jewel of the Seas reviews

Compare Prices

Bonus Offers	Inside	Oceanview	Balcony	Suite
See Offers	$726*	$866*	$1088*	$1769*
See Offers	$727*	$867*	$1089*	$1769*
See Offers	$727*	$867*	$1089*	$1769*
See Offers	$726*	$866*	$1088*	$1769*
See Offers	$727*	$867*	$1089*	$1769*
See Offers	$726*	$866*	$1088*	$1769*
	$726*	$866*	$1088*	$1769*
	$719*	$859*	$1081*	$1762*
See Offers	$727*	$867*	$1089*	$1769*

Ports

Cozumel, Mexico
George Town, Grand Cayman
Cayman Brac
Port Antonio, Jamaica
Santo Domingo, Dominican Republic
La Romana, Dominican Republic
Jost Van Dyke, B.V.I.
Spanish Town, Virgin Gorda, B.V.I.
Philipsburg, St. Maarten
Charlestown, Nevis
Roseau, Dominica
Pigeon Island, St. Lucia
Terre-De-Haut, Iles Des Saintes, Guadeloupe
Gustavia, St. Barthelemy
Basseterre, St. Kitts

View more ports

Ports

Cozumel, Mexico - George Town, Grand Cayman - Cayman Brac - Port Antonio, Jamaica - Santo Domingo, Dominican Republic - La Romana, Dominican Republic - Jost Van Dyke, B.V.I. - Spanish Town, Virgin Gorda, B.V.I. - Philipsburg, St. Maarten - Charlestown, Nevis - Roseau, Dominica - Pigeon Island, St. Lucia - Terre-De-Haut, Iles Des Saintes, Guadeloupe - Gustavia, St. Barthelemy - Basseterre, St. Kitts - View more ports

18 Night Deep Dive Into Blue Underwater Worlds Of The Caribbean (Cozumel To Philipsburg)

Wind Surf S

4.4

(78 Reviews)

2026 sail dates: Feb 17

$5515*

$306/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	$5515*	N/A	$11415*
See Offers	N/A	$5515*	N/A	$11415*
	N/A	$5515*	N/A	$11415*

201 - 210 of 698

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

Philipsburg, St. Maarten cruises 698 Philipsburg, St. Maarten cruises

Your search Clear selections

698 cruises found

Sort by

Filter by