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217 cruises found

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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
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 - View more ports

Wind Spirit S

4.5
(20 Reviews)

2026 sail dates:

$2617*
$374/night*
Oceanview
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$2617* luxurycruiseconnections.com $2617* luxuryonly.com $2617* cruisesonly.com $2617* cruises.com $2617* dreamvacations.com
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$2617*

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$6117*

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$2617*

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$6117*

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$6117*

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

Wind Spirit S

4.5
(20 Reviews)

2026 sail dates:

$4178*
$298/night*
Oceanview
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$4178* luxurycruiseconnections.com $4117* luxuryonly.com $4117* cruisesonly.com $4117* cruises.com $4117* dreamvacations.com
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$4178*

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$11078*

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$4117*

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$11017*

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$11017*

 

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$4117*

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$11017*

Ports

  • Charlotte Amalie, St. Thomas
  • Cruz Bay, St. John, U.S.V.I.
  • Prickly Pear Island, B.V.I.
  • Gustavia, St. Barthelemy
  • St. Eustatius, Netherlands Special Municipality
  • Charlestown, Nevis
  • Norman Island, B.V.I.
  • Spanish Town, Virgin Gorda, B.V.I.
  • San Juan, Puerto Rico
View more ports

Ports

Charlotte Amalie, St. Thomas - Cruz Bay, St. John, U.S.V.I. - Prickly Pear Island, B.V.I. - Gustavia, St. Barthelemy - St. Eustatius, Netherlands Special Municipality - Charlestown, Nevis - Norman Island, B.V.I. - Spanish Town, Virgin Gorda, B.V.I. - San Juan, Puerto Rico - View more ports

SeaDream I S

4.9
(3 Reviews)

2026 sail dates:

$3999*
$571/night*
Oceanview
View Deal
$3999* luxuryonly.com $3999* cruisesonly.com $3999* cruises.com $3999* dreamvacations.com
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$3999*

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$7999*

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$7999*

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Ports

  • Miami, Florida
  • Great Stirrup Cay (Cruise Line Private Island), Bahamas
  • San Juan, Puerto Rico
  • Tortola, British Virgin Islands
  • Gustavia, St. Barthelemy
  • St. John's, Antigua
  • Castries, St. Lucia
  • Philipsburg, St. Maarten
View more ports

Ports

Miami, Florida - Great Stirrup Cay (Cruise Line Private Island), Bahamas - San Juan, Puerto Rico - Tortola, British Virgin Islands - Gustavia, St. Barthelemy - St. John's, Antigua - Castries, St. Lucia - Philipsburg, St. Maarten - View more ports

Seven Seas Grandeur M

4.0
(6 Reviews)

2026 sail dates:

$7199*
$654/night*
Suite
View Deal
$7199* luxurycruiseconnections.com $7199* luxuryonly.com $7199* cruisesonly.com $7199* cruises.com $7199* gotosea.com $7199* americandiscountcruises.com $7199* dreamvacations.com $7199* americandiscountvacations.com
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$7199*

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Ports

  • Bridgetown, Barbados
  • Rodney Bay, St. Lucia
  • Cabrits, Dominica
  • Gustavia, St. Barthelemy
  • SOUTH FRIARS BAY, ST. KITTS
  • Charlestown, Nevis
  • Terre-De-Haut, Iles Des Saintes, Guadeloupe
  • Mayreau, Grenadines
  • Tobago Cays, Grenadines
  • Port Elizabeth, Bequia, Grenadines
View more ports

Ports

Bridgetown, Barbados - Rodney Bay, St. Lucia - Cabrits, Dominica - Gustavia, St. Barthelemy - SOUTH FRIARS BAY, ST. KITTS - Charlestown, Nevis - Terre-De-Haut, Iles Des Saintes, Guadeloupe - Mayreau, Grenadines - Tobago Cays, Grenadines - Port Elizabeth, Bequia, Grenadines - View more ports

SeaDream II S

4.3
(7 Reviews)

2026 sail dates:

$6299*
$573/night*
Oceanview
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$6299* luxuryonly.com $6299* cruisesonly.com $6299* cruises.com $6299* dreamvacations.com
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$6299*

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$12599*

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$6299*

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$12599*

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Ports

  • Bridgetown, Barbados
  • Fort-De-France, Martinique
  • Kingstown, St. Vincent
  • Roseau, Dominica
  • Gustavia, St. Barthelemy
  • St. John, U.S. Virgin Islands
  • St. John's, Antigua
  • Philipsburg, St. Maarten
View more ports

Ports

Bridgetown, Barbados - Fort-De-France, Martinique - Kingstown, St. Vincent - Roseau, Dominica - Gustavia, St. Barthelemy - St. John, U.S. Virgin Islands - St. John's, Antigua - Philipsburg, St. Maarten - View more ports

Silver Shadow S

3.8
(32 Reviews)

2026 sail dates:

$5700*
$814/night*
Suite
View Deal
$5700* luxurycruiseconnections.com $5700* luxuryonly.com $5700* cruisesonly.com $5700* cruises.com $5700* gotosea.com $5700* americandiscountcruises.com $5700* dreamvacations.com $5700* americandiscountvacations.com
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$5700*

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Ports

  • San Juan, Puerto Rico
  • LOVANGO CAY, ST. JOHN, U.S.V.I.
  • SOUTH FRIARS BAY, ST. KITTS
  • Charlestown, Nevis
  • Gustavia, St. Barthelemy
  • ROAD BAY, ANGUILLA
  • WHITE BAY, JOST VAN DYKE, B.V.I.
  • Norman Island, B.V.I.
  • Spanish Town, Virgin Gorda, B.V.I.
View more ports

Ports

San Juan, Puerto Rico - LOVANGO CAY, ST. JOHN, U.S.V.I. - SOUTH FRIARS BAY, ST. KITTS - Charlestown, Nevis - Gustavia, St. Barthelemy - ROAD BAY, ANGUILLA - WHITE BAY, JOST VAN DYKE, B.V.I. - Norman Island, B.V.I. - Spanish Town, Virgin Gorda, B.V.I. - View more ports

SeaDream I S

4.9
(3 Reviews)

2026 sail dates:

$3999*
$571/night*
Oceanview
View Deal
$3999* luxuryonly.com $3999* cruisesonly.com $3999* cruises.com $3999* dreamvacations.com
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Partners Bonus Offers Inside Oceanview Balcony Suite
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$3999*

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$7999*

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$3999*

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$7999*

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$7999*

 

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$3999*

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$7999*

Ports

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

Ports

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

Wind Spirit S

4.5
(20 Reviews)

2026 sail dates:

$6198*
$295/night*
Oceanview
View Deal
$6198* luxurycruiseconnections.com $6198* luxuryonly.com $6198* cruisesonly.com $6198* cruises.com $6198* dreamvacations.com
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Partners Bonus Offers Inside Oceanview Balcony Suite
 

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$6198*

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$16098*

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$6198*

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$16098*

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$6198*

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$16098*

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$6198*

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$16098*

 

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$6198*

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$16098*

Ports

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

Ports

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

Wind Spirit S

4.5
(20 Reviews)

2026 sail dates:

$2660*
$380/night*
Oceanview
View Deal
$2660* luxurycruiseconnections.com $2698* luxuryonly.com $2698* cruisesonly.com $2698* cruises.com $2698* dreamvacations.com
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Partners Bonus Offers Inside Oceanview Balcony Suite
 

N/A

$2660*

N/A

$6160*

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$2698*

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$6198*

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$2698*

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$6198*

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$2698*

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$6198*

 

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$2698*

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$6198*

Ports

  • San Juan, Puerto Rico
  • Culebra, Puerto Rico
  • Vieques, Puerto Rico
  • LOVANGO CAY, ST. JOHN, U.S.V.I.
  • Prickly Pear Island, B.V.I.
  • Gustavia, St. Barthelemy
  • Charlestown, Nevis
  • Norman Island, B.V.I.
  • Spanish Town, Virgin Gorda, B.V.I.
  • Charlotte Amalie, St. Thomas
View more ports

Ports

San Juan, Puerto Rico - Culebra, Puerto Rico - Vieques, Puerto Rico - LOVANGO CAY, ST. JOHN, U.S.V.I. - Prickly Pear Island, B.V.I. - Gustavia, St. Barthelemy - Charlestown, Nevis - Norman Island, B.V.I. - Spanish Town, Virgin Gorda, B.V.I. - Charlotte Amalie, St. Thomas - View more ports

SeaDream I S

4.9
(3 Reviews)

2026 sail dates: Mar 21

$3999*
$571/night*
Oceanview
View Deal
$3999* luxuryonly.com $3999* cruisesonly.com $3999* cruises.com $3999* dreamvacations.com
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Partners Bonus Offers Inside Oceanview Balcony Suite
See Offers

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$3999*

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$7999*

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$3999*

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$7999*

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161 - 170 of 217

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