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Philipsburg, St. Maarten cruises 697 Philipsburg, St. Maarten cruises

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Ports

  • Philipsburg, St. Maarten
  • Basseterre, St. Kitts
  • Little Bay, Montserrat
  • Gustavia, St. Barthelemy
  • Deshaies, Guadeloupe
  • Roseau, Dominica
  • Pigeon Island, St. Lucia
  • Bridgetown, Barbados
  • Anse Mitan, Martinique
  • Castries, St. Lucia
  • Bequia, Grenadines
  • Mayreau, Grenadines
  • St. George's, Grenada
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Ports

Philipsburg, St. Maarten - Basseterre, St. Kitts - Little Bay, Montserrat - Gustavia, St. Barthelemy - Deshaies, Guadeloupe - Roseau, Dominica - Pigeon Island, St. Lucia - Bridgetown, Barbados - Anse Mitan, Martinique - Castries, St. Lucia - Bequia, Grenadines - Mayreau, Grenadines - St. George's, Grenada - View more ports

Wind Surf S

4.4
(78 Reviews)

2026 sail dates:

$4259*
$304/night*
Oceanview
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$4259* luxurycruiseconnections.com $4259* luxuryonly.com $4259* dreamvacations.com
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Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$4259*

N/A

$9959*

See Offers

N/A

$4259*

N/A

$9959*

 

N/A

$4259*

N/A

$9959*

Ports

  • Jacksonville, Florida
  • Freeport, Grand Bahama Island
  • Puerto Plata, Dominican Republic
  • Charlotte Amalie, St. Thomas
  • St. John's, Antigua
  • Philipsburg, St. Maarten
  • Basseterre, St. Kitts
  • San Juan, Puerto Rico
  • Great Stirrup Cay (Cruise Line Private Island), Bahamas
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Ports

Jacksonville, Florida - Freeport, Grand Bahama Island - Puerto Plata, Dominican Republic - Charlotte Amalie, St. Thomas - St. John's, Antigua - Philipsburg, St. Maarten - Basseterre, St. Kitts - San Juan, Puerto Rico - Great Stirrup Cay (Cruise Line Private Island), Bahamas - View more ports

Norwegian Gem L

3.8
(2493 Reviews)

2026 sail dates:

$1391*
$116/night*
Inside
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$1391* ncl.com $1391* cruises.com $1391* gotosea.com $1391* dreamvacations.com $1391* cruisesonly.com $1391* americandiscountvacations.com $1391* directlinecruises.com $1391* americandiscountcruises.com $1391* cheapcruises.com
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Ports

  • San Juan, Puerto Rico
  • Charlotte Amalie, St. Thomas
  • Philipsburg, St. Maarten
  • St. John's, Antigua
  • Fort-De-France, Martinique
  • Bridgetown, Barbados
  • Pointe-A-Pitre, Guadeloupe
  • Roseau, Dominica
  • St. George's, Grenada
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Ports

San Juan, Puerto Rico - Charlotte Amalie, St. Thomas - Philipsburg, St. Maarten - St. John's, Antigua - Fort-De-France, Martinique - Bridgetown, Barbados - Pointe-A-Pitre, Guadeloupe - Roseau, Dominica - St. George's, Grenada - View more ports

Grand Princess L

4.0
(1103 Reviews)

2026 sail dates:

$1289*
$92/night*
Inside
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$1289* princess.com $1278* cruisesonly.com $1289* gotosea.com $1278* dreamvacations.com $1278* cruises.com $1289* directlinecruises.com $1289* americandiscountcruises.com
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Ports

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

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

Icon of the Seas XL

4.7
(130 Reviews)

2026 sail dates:

$1489*
$213/night*
Inside
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$1489* cruises.com $1488* gotosea.com $1489* dreamvacations.com $1489* cheapcruises.com $1488* americandiscountvacations.com $1484* cruisehub.com $1490* directlinecruises.com $1488* americandiscountcruises.com $1489* cruisesonly.com
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Ports

  • Southampton (London), England
  • New York, New York
  • Charlotte Amalie, St. Thomas
  • Basseterre, St. Kitts
  • Falmouth Harbour,Antigua
  • Philipsburg, St. Maarten
  • Tortola, British Virgin Islands
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Ports

Southampton (London), England - New York, New York - Charlotte Amalie, St. Thomas - Basseterre, St. Kitts - Falmouth Harbour,Antigua - Philipsburg, St. Maarten - Tortola, British Virgin Islands - View more ports

Queen Mary 2 L

4.2
(405 Reviews)

2026 sail dates:

$4022*
$155/night*
Inside
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$4022* cunard.com $4222* luxurycruiseconnections.com $4222* luxuryonly.com $4222* gotosea.com $4222* dreamvacations.com
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Ports

  • San Juan, Puerto Rico
  • Charlotte Amalie, St. Thomas
  • Philipsburg, St. Maarten
  • St. John's, Antigua
  • Castries, St. Lucia
  • Bridgetown, Barbados
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Ports

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

Celebrity Constellation M

4.0
(1011 Reviews)

2026 sail dates:

$803*
$115/night*
Inside
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$803* luxurycruiseconnections.com $802* cruisesonly.com $803* gotosea.com $802* dreamvacations.com $803* americandiscountvacations.com $803* directlinecruises.com $803* americandiscountcruises.com $802* cruises.com
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Ports

  • Philadelphia, Pennsylvania
  • Philipsburg, St. Maarten
  • Charlotte Amalie, St. Thomas
  • Tortola, British Virgin Islands
  • San Juan, Puerto Rico
  • Puerto Plata, Dominican Republic
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Ports

Philadelphia, Pennsylvania - Philipsburg, St. Maarten - Charlotte Amalie, St. Thomas - Tortola, British Virgin Islands - San Juan, Puerto Rico - Puerto Plata, Dominican Republic - View more ports

Norwegian Pearl L

3.8
(2051 Reviews)

2026 sail dates:

$2170*
$197/night*
Inside
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$2170* ncl.com $2170* cruises.com $2170* gotosea.com $2170* dreamvacations.com $2170* cruisesonly.com $2170* americandiscountvacations.com $2170* directlinecruises.com $2170* americandiscountcruises.com $2170* cheapcruises.com
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Ports

  • Miami, Florida
  • Philipsburg, St. Maarten
  • Castries, St. Lucia
  • Scarborough, Tobago
  • Cruise Amazon River
  • CRUISE BARRA NORTE RIVER
  • Cross The Equator
  • Macapa, Brazil
  • Santarem, Brazil
  • Boca Da Valeria, Brazil
  • Manaus, Brazil
  • Parintins, Brazil
  • Alter Do Chao, Brazil
  • Devils Island, French Guiana
  • Bridgetown, Barbados
  • Roseau, Dominica
  • Tortola, British Virgin Islands
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Ports

Miami, Florida - Philipsburg, St. Maarten - Castries, St. Lucia - Scarborough, Tobago - Cruise Amazon River - CRUISE BARRA NORTE RIVER - Cross The Equator - Macapa, Brazil - Santarem, Brazil - Boca Da Valeria, Brazil - Manaus, Brazil - Parintins, Brazil - Alter Do Chao, Brazil - Devils Island, French Guiana - Bridgetown, Barbados - Roseau, Dominica - Tortola, British Virgin Islands - View more ports

Zaandam M

4.0
(475 Reviews)

2025 sail dates:

$4888*
$181/night*
Inside
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$4888* gotosea.com $4888* americandiscountvacations.com $5250* cruisehub.com $4888* americandiscountcruises.com
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Partners Bonus Offers Inside Oceanview Balcony Suite
See Offers

$4888*

$5183*

N/A

$9505*

See Offers

$4888*

$5183*

N/A

$9505*

 

$5250*

$5850*

N/A

$14245*

See Offers

$4888*

$5183*

N/A

$9505*

Ports

  • NAPLES (POMPEII), ITALY
  • Civitavecchia (Rome), Italy
  • GENOA (PORTOFINO), ITALY
  • Marseille (Provence), France
  • Barcelona, Spain
  • Valencia, Spain
  • Alicante, Spain
  • Cascais, Portugal
  • Funchal, Madeira
  • St. John's, Antigua
  • Philipsburg, St. Maarten
  • San Juan, Puerto Rico
  • Miami, Florida
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Ports

NAPLES (POMPEII), ITALY - Civitavecchia (Rome), Italy - GENOA (PORTOFINO), ITALY - Marseille (Provence), France - Barcelona, Spain - Valencia, Spain - Alicante, Spain - Cascais, Portugal - Funchal, Madeira - St. John's, Antigua - Philipsburg, St. Maarten - San Juan, Puerto Rico - Miami, Florida - View more ports

MSC Divina XL

3.8
(1527 Reviews)

2025 sail dates:

$1430*
$68/night*
Inside
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$1430* msccruisesusa.com $1430* cheapcruises.com $1418* cruisehub.com $1431* gotosea.com $1430* dreamvacations.com $1431* americandiscountcruises.com $1430* cruises.com
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Ports

  • GENOA (PORTOFINO), ITALY
  • Marseille (Provence), France
  • Barcelona, Spain
  • Valencia, Spain
  • Alicante, Spain
  • Lisbon, Portugal
  • Funchal, Madeira
  • St. John's, Antigua
  • Philipsburg, St. Maarten
  • San Juan, Puerto Rico
  • Miami, Florida
  • Nassau, Bahamas
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Ports

GENOA (PORTOFINO), ITALY - Marseille (Provence), France - Barcelona, Spain - Valencia, Spain - Alicante, Spain - Lisbon, Portugal - Funchal, Madeira - St. John's, Antigua - Philipsburg, St. Maarten - San Juan, Puerto Rico - Miami, Florida - Nassau, Bahamas - View more ports

MSC Divina XL

3.8
(1527 Reviews)

2025 sail dates:

$1518*
$69/night*
Inside
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$1518* msccruisesusa.com $1518* cheapcruises.com $1506* cruisehub.com $1518* dreamvacations.com $1519* americandiscountcruises.com $1518* cruises.com
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441 - 450 of 697

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