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ROAD BAY, ANGUILLA cruises 66 ROAD BAY, ANGUILLA cruises

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66 cruises found

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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
  • Basseterre, St. Kitts
  • Little Bay, Montserrat
  • Deshaies, Guadeloupe
  • Roseau, Dominica
  • Pigeon Island, St. Lucia
  • Bridgetown, Barbados
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 - Basseterre, St. Kitts - Little Bay, Montserrat - Deshaies, Guadeloupe - Roseau, Dominica - Pigeon Island, St. Lucia - Bridgetown, Barbados - View more ports

Wind Surf S

4.4
(77 Reviews)

2026 sail dates:

$3799*
$271/night*
Oceanview
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$3799* luxurycruiseconnections.com $3799* luxuryonly.com $3799* cruisesonly.com $3799* cruises.com $3799* dreamvacations.com
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$3799*

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$9499*

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$3799*

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$9499*

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$3799*

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$9499*

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$3799*

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$9499*

 

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$3799*

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$9499*

Ports

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

Ports

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

Wind Surf S

4.4
(77 Reviews)

2025 sail dates:

$2699*
$386/night*
Oceanview
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$2699* luxurycruiseconnections.com $2699* luxuryonly.com $2699* cruisesonly.com $2699* cruises.com $2699* dreamvacations.com
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Partners Bonus Offers Inside Oceanview Balcony Suite
 

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$2699*

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$5699*

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$2699*

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$5699*

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$2699*

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$5699*

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$2699*

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$5699*

 

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$2699*

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$5699*

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
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 - View more ports

Wind Surf S

4.4
(77 Reviews)

2026 sail dates:

$7899*
$282/night*
Oceanview
View Deal
$7899* luxurycruiseconnections.com $7899* luxuryonly.com $7899* cruisesonly.com $7899* cruises.com $7899* dreamvacations.com
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Partners Bonus Offers Inside Oceanview Balcony Suite
 

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$7899*

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$19399*

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$7899*

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$19399*

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$7899*

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$19399*

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$7899*

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$19399*

 

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$7899*

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$19399*

Ports

  • Marigot, Saint Martin
  • St. Eustatius, Netherlands Special Municipality
  • Charlestown, Nevis
  • SOUTH FRIARS BAY, ST. KITTS
  • Falmouth Harbour,Antigua
  • ROAD BAY, ANGUILLA
  • Gustavia, St. Barthelemy
  • Spanish Town, Virgin Gorda, B.V.I.
  • LEVERICK BAY, VIRGIN GORDA, B.V.I
  • WHITE BAY, JOST VAN DYKE, B.V.I.
View more ports

Ports

Marigot, Saint Martin - St. Eustatius, Netherlands Special Municipality - Charlestown, Nevis - SOUTH FRIARS BAY, ST. KITTS - Falmouth Harbour,Antigua - ROAD BAY, ANGUILLA - Gustavia, St. Barthelemy - Spanish Town, Virgin Gorda, B.V.I. - LEVERICK BAY, VIRGIN GORDA, B.V.I - WHITE BAY, JOST VAN DYKE, B.V.I. - View more ports

SeaDream I S

4.9
(3 Reviews)

2024 sail dates:

$4599*
$575/night*
Oceanview
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$4599* luxuryonly.com $4599* cruisesonly.com $4599* cruises.com $4599* dreamvacations.com
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Partners Bonus Offers Inside Oceanview Balcony Suite
See Offers

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$4599*

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$9199*

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$4599*

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$9199*

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$9199*

 

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$4599*

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$9199*

Ports

  • San Juan, Puerto Rico
  • WHITE BAY, JOST VAN DYKE, B.V.I.
  • Gustavia, St. Barthelemy
  • ROAD BAY, ANGUILLA
  • Terre-De-Haut, Iles Des Saintes, Guadeloupe
  • SOUTH FRIARS BAY, ST. KITTS
  • Charlestown, Nevis
  • St. Eustatius, Netherlands Special Municipality
  • St. John's, Antigua
View more ports

Ports

San Juan, Puerto Rico - WHITE BAY, JOST VAN DYKE, B.V.I. - Gustavia, St. Barthelemy - ROAD BAY, ANGUILLA - Terre-De-Haut, Iles Des Saintes, Guadeloupe - SOUTH FRIARS BAY, ST. KITTS - Charlestown, Nevis - St. Eustatius, Netherlands Special Municipality - St. John's, Antigua - View more ports

SeaDream II S

4.3
(7 Reviews)

2024 sail dates:

$3999*
$571/night*
Oceanview
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$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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$7999*

Ports

  • Miami, Florida
  • ROAD BAY, ANGUILLA
  • Roseau, Dominica
  • Basse Terre, Guadeloupe
  • Marigot, Saint Martin
  • San Juan, Puerto Rico
  • Gustavia, St. Barthelemy
  • St. John's, Antigua
  • Basseterre, St. Kitts
  • Spanish Town, Virgin Gorda, B.V.I.
View more ports

Ports

Miami, Florida - ROAD BAY, ANGUILLA - Roseau, Dominica - Basse Terre, Guadeloupe - Marigot, Saint Martin - San Juan, Puerto Rico - Gustavia, St. Barthelemy - St. John's, Antigua - Basseterre, St. Kitts - Spanish Town, Virgin Gorda, B.V.I. - View more ports

Explora II M

2024 sail dates:

$7600*
$543/night*
Suite
View Deal
$7600* luxurycruiseconnections.com $7600* luxuryonly.com $7600* cruisesonly.com $7600* cruises.com $7600* dreamvacations.com $7600* americandiscountvacations.com $7600* americandiscountcruises.com
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Partners Bonus Offers Inside Oceanview Balcony Suite
 

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$7600*

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$7600*

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$7600*

Ports

  • Miami, Florida
  • ROAD BAY, ANGUILLA
  • Roseau, Dominica
  • Basse Terre, Guadeloupe
  • Marigot, Saint Martin
  • San Juan, Puerto Rico
View more ports

Ports

Miami, Florida - ROAD BAY, ANGUILLA - Roseau, Dominica - Basse Terre, Guadeloupe - Marigot, Saint Martin - San Juan, Puerto Rico - View more ports

Explora II M

2024 sail dates:

$4050*
$579/night*
Suite
View Deal
$4050* luxurycruiseconnections.com $4275* luxuryonly.com $4275* cruisesonly.com $4275* cruises.com $4275* dreamvacations.com $4050* americandiscountvacations.com $4050* americandiscountcruises.com
Loading itinerary...
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Top positive review

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Partners Bonus Offers Inside Oceanview Balcony Suite
 

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$4050*

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$4275*

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$4275*

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$4275*

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Ports

  • San Juan, Puerto Rico
  • Gustavia, St. Barthelemy
  • St. John's, Antigua
  • Basseterre, St. Kitts
  • Spanish Town, Virgin Gorda, B.V.I.
  • Miami, Florida
  • Charlotte Amalie, St. Thomas
  • ROAD BAY, ANGUILLA
  • Roseau, Dominica
  • Fort-De-France, Martinique
  • Bridgetown, Barbados
View more ports

Ports

San Juan, Puerto Rico - Gustavia, St. Barthelemy - St. John's, Antigua - Basseterre, St. Kitts - Spanish Town, Virgin Gorda, B.V.I. - Miami, Florida - Charlotte Amalie, St. Thomas - ROAD BAY, ANGUILLA - Roseau, Dominica - Fort-De-France, Martinique - Bridgetown, Barbados - View more ports

Explora II M

2024 sail dates:

$7600*
$543/night*
Suite
View Deal
$7600* luxurycruiseconnections.com $7600* luxuryonly.com $7600* cruisesonly.com $7600* cruises.com $7600* dreamvacations.com $7600* americandiscountvacations.com $7600* americandiscountcruises.com
Loading itinerary...
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Top positive review

Top critical review

Partners Bonus Offers Inside Oceanview Balcony Suite
 

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$7600*

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$7600*

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$7600*

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$7600*

Ports

  • Miami, Florida
  • Charlotte Amalie, St. Thomas
  • ROAD BAY, ANGUILLA
  • Roseau, Dominica
  • Fort-De-France, Martinique
  • Bridgetown, Barbados
View more ports

Ports

Miami, Florida - Charlotte Amalie, St. Thomas - ROAD BAY, ANGUILLA - Roseau, Dominica - Fort-De-France, Martinique - Bridgetown, Barbados - View more ports

Explora II M

2024 sail dates:

$4050*
$579/night*
Suite
View Deal
$4050* luxurycruiseconnections.com $4275* luxuryonly.com $4275* cruisesonly.com $4275* cruises.com $4275* dreamvacations.com $4050* americandiscountvacations.com $4050* americandiscountcruises.com
Loading itinerary...
Loading reviews...

Top positive review

Top critical review

Partners Bonus Offers Inside Oceanview Balcony Suite
 

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N/A

N/A

$4050*

See Offers

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$4275*

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$4275*

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$4275*

 

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$4275*

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$4050*

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$4050*

Ports

  • Miami, Florida
  • Charlotte Amalie, St. Thomas
  • ROAD BAY, ANGUILLA
  • Roseau, Dominica
  • Fort-De-France, Martinique
  • Bridgetown, Barbados
  • Bequia, Grenadines
  • Castries, St. Lucia
  • Basseterre, St. Kitts
  • Spanish Town, Virgin Gorda, B.V.I.
View more ports

Ports

Miami, Florida - Charlotte Amalie, St. Thomas - ROAD BAY, ANGUILLA - Roseau, Dominica - Fort-De-France, Martinique - Bridgetown, Barbados - Bequia, Grenadines - Castries, St. Lucia - Basseterre, St. Kitts - Spanish Town, Virgin Gorda, B.V.I. - View more ports

Explora II M

2024 sail dates:

$8000*
$571/night*
Suite
View Deal
$8000* luxurycruiseconnections.com $8000* luxuryonly.com $8000* cruisesonly.com $8000* cruises.com $8000* dreamvacations.com $8000* americandiscountvacations.com $8000* americandiscountcruises.com
Loading itinerary...
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Top positive review

Top critical review

Partners Bonus Offers Inside Oceanview Balcony Suite
 

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$8000*

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$8000*

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11 - 20 of 66

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