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323 cruises found

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Ports

  • Baltimore, Maryland
  • Charlotte Amalie, St. Thomas
  • Philipsburg, St. Maarten
  • Roseau, Dominica
  • Castries, St. Lucia
  • Bridgetown, Barbados
  • St. John's, Antigua
  • Tortola, British Virgin Islands
View more ports

Ports

Baltimore, Maryland - Charlotte Amalie, St. Thomas - Philipsburg, St. Maarten - Roseau, Dominica - Castries, St. Lucia - Bridgetown, Barbados - St. John's, Antigua - Tortola, British Virgin Islands - View more ports

Carnival Pride L

4.0
(3004 Reviews)

2027 sail dates:

$1589*
$114/night*
Inside
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$1589* cheapcruises.com $1589* dreamvacations.com $1589* cruises.com $1589* cruisesonly.com $1579* cruisehub.com
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Ports

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

Ports

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

Enchanted Princess XL

4.4
(287 Reviews)

2025 sail dates:

$1029*
$103/night*
Inside
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$1029* princess.com $1129* cruisesonly.com $1129* dreamvacations.com $1129* cruises.com $1029* directlinecruises.com
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Partners Bonus Offers Inside Oceanview Balcony Suite
 

$1029*

N/A

$1839*

N/A

 

$1129*

N/A

$1849*

$2189*

 

$1129*

N/A

$1849*

$2189*

 

$1129*

N/A

$1849*

$2189*

See Offers

$1029*

N/A

$1749*

$2089*

Ports

  • Philipsburg, St. Maarten
  • Charlestown, Nevis
  • Roseau, Dominica
  • Pigeon Island, St. Lucia
  • Terre-De-Haut, Iles Des Saintes, Guadeloupe
  • Basseterre, St. Kitts
  • Gustavia, St. Barthelemy
  • 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.
View more ports

Ports

Philipsburg, St. Maarten - Charlestown, Nevis - Roseau, Dominica - Pigeon Island, St. Lucia - Terre-De-Haut, Iles Des Saintes, Guadeloupe - Basseterre, St. Kitts - Gustavia, St. Barthelemy - 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. - View more ports

Wind Surf S

4.4
(78 Reviews)

2024 sail dates: Dec 21

2025 sail dates: Feb 08, Mar 15,

$4439*
$317/night*
Oceanview
View Deal
$4439* luxurycruiseconnections.com $6851* luxuryonly.com $6851* dreamvacations.com
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Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$6769*

N/A

N/A

 

N/A

$4439*

N/A

$11169*

 

N/A

$6851*

N/A

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N/A

$6851*

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$5609*

N/A

$11119*

 

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$5541*

N/A

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$5541*

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$5219*

N/A

$11519*

 

N/A

$5151*

N/A

$11051*

 

N/A

$5151*

N/A

$11051*

Ports

  • Philipsburg, St. Maarten
  • Charlestown, Nevis
  • Roseau, Dominica
  • Pigeon Island, St. Lucia
  • Terre-De-Haut, Iles Des Saintes, Guadeloupe
  • Gustavia, St. Barthelemy
  • Basseterre, St. Kitts
  • 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.
View more ports

Ports

Philipsburg, St. Maarten - Charlestown, Nevis - Roseau, Dominica - Pigeon Island, St. Lucia - Terre-De-Haut, Iles Des Saintes, Guadeloupe - Gustavia, St. Barthelemy - Basseterre, St. Kitts - 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. - View more ports

Wind Surf S

4.4
(78 Reviews)

2025 sail dates: Jan 18, Dec 21

$3819*
$273/night*
Oceanview
View Deal
$3819* luxurycruiseconnections.com $3819* luxuryonly.com $3819* dreamvacations.com
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Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$6019*

N/A

$11419*

 

N/A

$6019*

N/A

$11419*

 

N/A

$6019*

N/A

$11419*

 

N/A

$3819*

N/A

$9519*

 

N/A

$3819*

N/A

$9519*

 

N/A

$3819*

N/A

$9519*

 

N/A

$4419*

N/A

$10119*

 

N/A

$4419*

N/A

$10119*

 

N/A

$4419*

N/A

$10119*

Ports

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

Ports

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

Jewel of the Seas L

4.0
(2169 Reviews)

2025 sail dates: Nov 08, Nov 15, Nov 22, Nov 29, Dec 06, Dec 13 More

2026 sail dates: Jan 03, Jan 10, Jan 31, Feb 07, Feb 14, Feb 21, Feb 28, Mar 07, Mar 14, Mar 21, Mar 28, Apr 04, Apr 11 More

$654*
$93/night*
Inside
View Deal
$654* cruises.com $654* dreamvacations.com $654* cheapcruises.com $658* americandiscountcruises.com $654* cruisesonly.com $657* gotosea.com $654* cruisehub.com $654* directlinecruises.com
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Partners Bonus Offers Inside Oceanview Balcony Suite
 

$717*

$787*

$1059*

$1799*

 

$717*

$787*

$1059*

$1799*

 

$717*

$787*

$1059*

$1799*

See Offers

$726*

$796*

$1068*

$1808*

 

$717*

$787*

$1059*

$1799*

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$726*

$796*

$1068*

$1808*

 

$717*

$787*

$1070*

$1799*

See Offers

$717*

$787*

$1060*

$1800*

 

$845*

$964*

$1009*

$1639*

 

$845*

$964*

$1009*

$1639*

 

$845*

$964*

$1009*

$1639*

See Offers

$822*

$968*

$1018*

$1648*

 

$845*

$964*

$1009*

$1639*

See Offers

$872*

$973*

$1018*

$1648*

 

$927*

$964*

$1019*

$1639*

See Offers

$927*

$964*

$1009*

$1639*

 

$747*

$787*

$949*

$1729*

 

$747*

$787*

$949*

$1729*

 

$747*

$787*

$949*

$1729*

See Offers

$756*

$796*

$958*

$1738*

 

$747*

$787*

$949*

$1729*

See Offers

$756*

$796*

$958*

$1738*

 

$747*

$787*

$959*

$1729*

See Offers

$747*

$787*

$949*

$1730*

 

$747*

$857*

$999*

$1759*

 

$747*

$857*

$999*

$1759*

 

$747*

$857*

$999*

$1759*

See Offers

$756*

$866*

$1008*

$1768*

 

$747*

$857*

$999*

$1759*

See Offers

$756*

$866*

$1008*

$1768*

 

$747*

$864*

$999*

$1759*

See Offers

$747*

$857*

$1000*

$1760*

 

$747*

$867*

$1089*

$1709*

 

$747*

$867*

$1089*

$1709*

 

$747*

$867*

$1089*

$1709*

See Offers

$757*

$877*

$1099*

$1719*

 

$747*

$867*

$1089*

$1709*

See Offers

$757*

$877*

$1099*

$1719*

 

$747*

$867*

$1089*

$1709*

See Offers

$747*

$867*

$1090*

$1709*

 

$736*

$757*

$1000*

$1489*

 

$736*

$757*

$1000*

$1489*

 

$736*

$757*

$1000*

$1489*

See Offers

$746*

$767*

$1010*

$1499*

 

$736*

$757*

$1000*

$1489*

See Offers

$746*

$767*

$1010*

$1499*

 

$743*

$757*

$1010*

$1489*

See Offers

$737*

$757*

$1000*

$1490*

 

$804*

$874*

$1126*

$1716*

 

$804*

$874*

$1126*

$1716*

 

$804*

$874*

$1126*

$1716*

See Offers

$808*

$878*

$1130*

$1720*

 

$804*

$874*

$1126*

$1716*

See Offers

$807*

$877*

$1129*

$1719*

 

$804*

$874*

$1126*

$1716*

See Offers

$804*

$874*

$1126*

$1716*

 

$673*

$804*

$977*

$1526*

 

$673*

$804*

$977*

$1526*

 

$673*

$804*

$977*

$1526*

See Offers

$677*

$808*

$981*

$1530*

 

$673*

$804*

$977*

$1526*

See Offers

$677*

$807*

$980*

$1530*

 

$680*

$804*

$977*

$1526*

See Offers

$674*

$804*

$977*

$1527*

 

$654*

$743*

$1086*

$1566*

 

$654*

$743*

$1086*

$1566*

 

$654*

$743*

$1086*

$1566*

See Offers

$658*

$747*

$1090*

$1570*

 

$654*

$743*

$1086*

$1566*

See Offers

$657*

$747*

$1089*

$1570*

 

$654*

$750*

$1086*

$1566*

See Offers

$654*

$744*

$1086*

$1567*

 

$654*

$673*

$1016*

$1556*

 

$654*

$673*

$1016*

$1556*

 

$654*

$673*

$1016*

$1556*

See Offers

$658*

$677*

$1020*

$1560*

 

$654*

$673*

$1016*

$1556*

See Offers

$657*

$677*

$1019*

$1560*

 

$661*

$680*

$1016*

$1556*

See Offers

$654*

$674*

$1016*

$1557*

 

$654*

$783*

$1007*

$1726*

 

$654*

$783*

$1007*

$1726*

 

$654*

$783*

$1007*

$1726*

See Offers

$658*

$787*

$1011*

$1730*

 

$654*

$783*

$1007*

$1726*

See Offers

$658*

$787*

$1011*

$1730*

 

$661*

$783*

$1007*

$1726*

See Offers

$654*

$784*

$1007*

$1727*

 

$734*

$780*

$1286*

$1906*

 

$734*

$780*

$1286*

$1906*

 

$734*

$780*

$1286*

$1906*

See Offers

$738*

$784*

$1290*

$1910*

 

$734*

$780*

$1286*

$1906*

See Offers

$738*

$784*

$1290*

$1910*

 

$734*

$780*

$1286*

$1906*

See Offers

$734*

$781*

$1287*

$1907*

 

$664*

$703*

$1066*

$1666*

 

$664*

$703*

$1066*

$1666*

 

$664*

$703*

$1066*

$1666*

See Offers

$668*

$707*

$1070*

$1670*

 

$664*

$703*

$1066*

$1666*

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$668*

$707*

$1070*

$1670*

 

$671*

$710*

$1077*

$1666*

See Offers

$664*

$704*

$1067*

$1667*

 

$694*

$743*

$1036*

$1586*

 

$694*

$743*

$1036*

$1586*

 

$694*

$743*

$1036*

$1586*

See Offers

$698*

$747*

$1040*

$1590*

 

$694*

$743*

$1036*

$1586*

See Offers

$698*

$747*

$1040*

$1590*

 

$694*

$743*

$1036*

$1586*

See Offers

$694*

$744*

$1037*

$1587*

 

$764*

$853*

$1296*

$1806*

 

$764*

$853*

$1296*

$1806*

 

$764*

$853*

$1296*

$1806*

See Offers

$767*

$856*

$1299*

$1809*

 

$764*

$853*

$1296*

$1806*

See Offers

$767*

$856*

$1299*

$1809*

 

$764*

$853*

$1296*

$1806*

See Offers

$764*

$854*

$1296*

$1807*

 

$773*

$843*

$1186*

$1806*

 

$773*

$843*

$1186*

$1806*

 

$773*

$843*

$1186*

$1806*

See Offers

$776*

$846*

$1189*

$1809*

 

$773*

$843*

$1186*

$1806*

See Offers

$776*

$846*

$1189*

$1809*

 

$773*

$843*

$1186*

$1806*

See Offers

$774*

$844*

$1187*

$1807*

 

$804*

$894*

$1096*

$1746*

 

$804*

$894*

$1096*

$1746*

 

$804*

$894*

$1096*

$1746*

See Offers

$807*

$897*

$1099*

$1749*

 

$804*

$894*

$1096*

$1746*

See Offers

$807*

$897*

$1099*

$1749*

 

$804*

$894*

$1096*

$1746*

See Offers

$804*

$894*

$1096*

$1746*

 

$934*

$1004*

$1316*

$1926*

 

$934*

$1004*

$1316*

$1926*

 

$934*

$1004*

$1316*

$1926*

See Offers

$937*

$1007*

$1319*

$1929*

 

$934*

$1004*

$1316*

$1926*

See Offers

$937*

$1007*

$1319*

$1929*

 

$934*

$1004*

$1316*

$1926*

See Offers

$934*

$1004*

$1317*

$1926*

 

$953*

$1123*

$1466*

$1736*

 

$953*

$1123*

$1466*

$1736*

 

$953*

$1123*

$1466*

$1736*

See Offers

$956*

$1128*

$1471*

$1741*

 

$953*

$1123*

$1466*

$1736*

See Offers

$958*

$1128*

$1471*

$1741*

 

$953*

$1123*

$1466*

$1736*

See Offers

$954*

$1124*

$1467*

$1737*

 

$993*

$1004*

$1396*

$1976*

 

$993*

$1004*

$1396*

$1976*

 

$993*

$1004*

$1396*

$1976*

See Offers

$941*

$1009*

$1401*

$1981*

 

$993*

$1004*

$1396*

$1976*

See Offers

$998*

$1009*

$1401*

$1981*

 

$993*

$1004*

$1396*

$1976*

See Offers

$994*

$1004*

$1397*

$1977*

Ports

  • Philipsburg, St. Maarten
  • Falmouth Harbour,Antigua
  • ROAD BAY, ANGUILLA
  • Soper's Hole, Tortola, B.V.I.
  • Jost Van Dyke, B.V.I.
  • Spanish Town, Virgin Gorda, B.V.I.
  • Gustavia, St. Barthelemy
  • Charlestown, Nevis
  • Roseau, Dominica
  • Pigeon Island, St. Lucia
  • Terre-De-Haut, Iles Des Saintes, Guadeloupe
  • Basseterre, St. Kitts
View more ports

Ports

Philipsburg, St. Maarten - Falmouth Harbour,Antigua - ROAD BAY, ANGUILLA - Soper's Hole, Tortola, B.V.I. - Jost Van Dyke, B.V.I. - Spanish Town, Virgin Gorda, B.V.I. - Gustavia, St. Barthelemy - Charlestown, Nevis - Roseau, Dominica - Pigeon Island, St. Lucia - Terre-De-Haut, Iles Des Saintes, Guadeloupe - Basseterre, St. Kitts - View more ports

Wind Surf S

4.4
(78 Reviews)

2025 sail dates: Dec 14

2026 sail dates:

$3819*
$273/night*
Oceanview
View Deal
$3819* luxurycruiseconnections.com $3819* luxuryonly.com $3819* dreamvacations.com
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Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$4119*

N/A

$9819*

 

N/A

$4119*

N/A

$9819*

 

N/A

$4119*

N/A

$9819*

 

N/A

$3819*

N/A

$9519*

 

N/A

$3819*

N/A

$9519*

 

N/A

$3819*

N/A

$9519*

Ports

  • Philipsburg, St. Maarten
  • Roseau, Dominica
  • Pigeon Island, St. Lucia
  • Terre-De-Haut, Iles Des Saintes, Guadeloupe
  • Gustavia, St. Barthelemy
  • Basseterre, St. Kitts
  • Falmouth Harbour,Antigua
  • ROAD BAY, ANGUILLA
  • Soper's Hole, Tortola, B.V.I.
  • Jost Van Dyke, B.V.I.
View more ports

Ports

Philipsburg, St. Maarten - Roseau, Dominica - Pigeon Island, St. Lucia - Terre-De-Haut, Iles Des Saintes, Guadeloupe - Gustavia, St. Barthelemy - Basseterre, St. Kitts - Falmouth Harbour,Antigua - ROAD BAY, ANGUILLA - Soper's Hole, Tortola, B.V.I. - Jost Van Dyke, B.V.I. - View more ports

Wind Surf S

4.4
(78 Reviews)

2026 sail dates: Feb 28,

$3819*
$273/night*
Oceanview
View Deal
$3819* luxurycruiseconnections.com $3819* luxuryonly.com $3819* dreamvacations.com
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Read all 78 Wind Surf reviews
Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$4319*

N/A

$10019*

 

N/A

$4319*

N/A

$10019*

 

N/A

$4319*

N/A

$10019*

 

N/A

$3819*

N/A

$9519*

 

N/A

$3819*

N/A

$9519*

 

N/A

$3819*

N/A

$9519*

Ports

  • Philipsburg, St. Maarten
  • Charlestown, Nevis
  • Roseau, Dominica
  • Pigeon Island, St. Lucia
  • Terre-De-Haut, Iles Des Saintes, Guadeloupe
  • Basseterre, St. Kitts
  • Gustavia, St. Barthelemy
View more ports

Ports

Philipsburg, St. Maarten - Charlestown, Nevis - Roseau, Dominica - Pigeon Island, St. Lucia - Terre-De-Haut, Iles Des Saintes, Guadeloupe - Basseterre, St. Kitts - Gustavia, St. Barthelemy - View more ports

Wind Surf S

4.4
(78 Reviews)

2024 sail dates:

2025 sail dates: Jan 18, Feb 22

$2610*
$373/night*
Oceanview
View Deal
$2610* luxurycruiseconnections.com $2450* luxuryonly.com $2450* dreamvacations.com
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Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$2610*

N/A

$6151*

 

N/A

$2450*

N/A

$6151*

 

N/A

$2450*

N/A

$6151*

 

N/A

$3451*

N/A

$6251*

 

N/A

$3519*

N/A

$6319*

 

N/A

$3519*

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$6319*

 

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$3451*

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$6251*

 

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$3519*

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$6319*

 

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$3519*

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$6319*

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
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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 - View more ports

Enchanted Princess XL

4.4
(287 Reviews)

2024 sail dates:

$1619*
$162/night*
Inside
View Deal
$1619* princess.com $1619* cruisesonly.com $1619* dreamvacations.com $1619* americandiscountcruises.com $1619* cruises.com $1619* gotosea.com $1619* directlinecruises.com
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Ports

  • Ft. Lauderdale (Port Everglades), Florida
  • Basseterre, St. Kitts
  • St. John's, Antigua
  • Castries, St. Lucia
  • Roseau, Dominica
  • Charlotte Amalie, St. Thomas
  • Grand Turk Island
View more ports

Ports

Ft. Lauderdale (Port Everglades), Florida - Basseterre, St. Kitts - St. John's, Antigua - Castries, St. Lucia - Roseau, Dominica - Charlotte Amalie, St. Thomas - Grand Turk Island - View more ports

Enchanted Princess XL

4.4
(287 Reviews)

2025 sail dates:

$5183*
$518/night*
Suite
View Deal
$5183* princess.com $3132* cruisesonly.com $3132* dreamvacations.com $3132* cruises.com $3282* directlinecruises.com
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Partners Bonus Offers Inside Oceanview Balcony Suite
 

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$5183*

 

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$3132*

 

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$3132*

 

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$3132*

See Offers

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$3282*

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