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ROAD BAY, ANGUILLA cruises 77 ROAD BAY, ANGUILLA cruises

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77 cruises found

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Ports

  • Marigot, Saint Martin
  • Gustavia, St. Barthelemy
  • SOUTH FRIARS BAY, ST. KITTS
  • Charlestown, Nevis
  • ROAD BAY, ANGUILLA
  • Spanish Town, Virgin Gorda, B.V.I.
  • Norman Island, B.V.I.
  • WHITE BAY, JOST VAN DYKE, B.V.I.
  • Charlotte Amalie, St. Thomas
View more ports

Ports

Marigot, Saint Martin - Gustavia, St. Barthelemy - SOUTH FRIARS BAY, ST. KITTS - Charlestown, Nevis - ROAD BAY, ANGUILLA - Spanish Town, Virgin Gorda, B.V.I. - Norman Island, B.V.I. - WHITE BAY, JOST VAN DYKE, B.V.I. - Charlotte Amalie, St. Thomas - View more ports

SeaDream II S

4.3
(7 Reviews)

2025 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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$7999*

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$3999*

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$7999*

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$3999*

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$7999*

 

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$3999*

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$7999*

Ports

  • Charlotte Amalie, St. Thomas
  • CANE GARDEN BAY, TORTOLA
  • Prickly Pear Island, B.V.I.
  • Gustavia, St. Barthelemy
  • SOUTH FRIARS BAY, ST. KITTS
  • ROAD BAY, ANGUILLA
  • Spanish Town, Virgin Gorda, B.V.I.
  • Norman Island, B.V.I.
View more ports

Ports

Charlotte Amalie, St. Thomas - CANE GARDEN BAY, TORTOLA - Prickly Pear Island, B.V.I. - Gustavia, St. Barthelemy - SOUTH FRIARS BAY, ST. KITTS - ROAD BAY, ANGUILLA - Spanish Town, Virgin Gorda, B.V.I. - Norman Island, B.V.I. - View more ports

SeaDream II S

4.3
(7 Reviews)

2025 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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$3999*

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$7999*

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$7999*

 

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$3999*

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$7999*

Ports

  • San Juan, Puerto Rico
  • Vieques, Puerto Rico
  • Culebra, Puerto Rico
  • Prickly Pear Island, B.V.I.
  • ROAD BAY, ANGUILLA
  • Gustavia, St. Barthelemy
  • St. Eustatius, Netherlands Special Municipality
  • SOUTH FRIARS BAY, ST. KITTS
  • Falmouth Harbour,Antigua
  • Philipsburg, St. Maarten
View more ports

Ports

San Juan, Puerto Rico - Vieques, Puerto Rico - Culebra, Puerto Rico - Prickly Pear Island, B.V.I. - ROAD BAY, ANGUILLA - Gustavia, St. Barthelemy - St. Eustatius, Netherlands Special Municipality - SOUTH FRIARS BAY, ST. KITTS - Falmouth Harbour,Antigua - Philipsburg, St. Maarten - View more ports

SeaDream I S

4.9
(3 Reviews)

2025 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*

See Offers

N/A

$3999*

N/A

$7999*

See Offers

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$3999*

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$7999*

 

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$3999*

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$7999*

Ports

  • Philipsburg, St. Maarten
  • ROAD BAY, ANGUILLA
  • SOUTH FRIARS BAY, ST. KITTS
  • Charlestown, Nevis
  • Gustavia, St. Barthelemy
  • Prickly Pear Island, B.V.I.
  • LOVANGO CAY, ST. JOHN, U.S.V.I.
  • San Juan, Puerto Rico
View more ports

Ports

Philipsburg, St. Maarten - ROAD BAY, ANGUILLA - SOUTH FRIARS BAY, ST. KITTS - Charlestown, Nevis - Gustavia, St. Barthelemy - Prickly Pear Island, B.V.I. - LOVANGO CAY, ST. JOHN, U.S.V.I. - San Juan, Puerto Rico - View more ports

SeaDream I S

4.9
(3 Reviews)

2025 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*

See Offers

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$7999*

 

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Ports

  • Charlotte Amalie, St. Thomas
  • LOVANGO CAY, ST. JOHN, U.S.V.I.
  • Prickly Pear Island, B.V.I.
  • Gustavia, St. Barthelemy
  • ROAD BAY, ANGUILLA
  • 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 - LOVANGO CAY, ST. JOHN, U.S.V.I. - Prickly Pear Island, B.V.I. - Gustavia, St. Barthelemy - ROAD BAY, ANGUILLA - 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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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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Ports

  • Pointe-A-Pitre, Guadeloupe
  • Terre-De-Haut, Iles Des Saintes, Guadeloupe
  • Falmouth Harbour,Antigua
  • Barbuda, Barbuda
  • Charlestown, Nevis
  • Gustavia, St. Barthelemy
  • ROAD BAY, ANGUILLA
  • Prickly Pear Island, B.V.I.
  • Marigot, Saint Martin
View more ports

Ports

Pointe-A-Pitre, Guadeloupe - Terre-De-Haut, Iles Des Saintes, Guadeloupe - Falmouth Harbour,Antigua - Barbuda, Barbuda - Charlestown, Nevis - Gustavia, St. Barthelemy - ROAD BAY, ANGUILLA - Prickly Pear Island, B.V.I. - Marigot, Saint Martin - View more ports

Le Ponant S

2026 sail dates: Feb 07, Mar 07, Apr 04 More

$7460*
$1066/night*
Oceanview
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$7460* luxurycruiseconnections.com $7460* luxuryonly.com $7460* cruisesonly.com $7460* cruises.com $7460* dreamvacations.com $7460* americandiscountvacations.com $7460* americandiscountcruises.com
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Ports

  • San Juan, Puerto Rico
  • LOVANGO CAY, ST. JOHN, U.S.V.I.
  • Prickly Pear Island, B.V.I.
  • Gustavia, St. Barthelemy
  • ROAD BAY, ANGUILLA
  • Charlestown, Nevis
  • SOUTH FRIARS BAY, ST. KITTS
  • Terre-De-Haut, Iles Des Saintes, Guadeloupe
  • Port Elizabeth, Bequia, Grenadines
  • Tobago Cays, Grenadines
  • Bridgetown, Barbados
View more ports

Ports

San Juan, Puerto Rico - LOVANGO CAY, ST. JOHN, U.S.V.I. - Prickly Pear Island, B.V.I. - Gustavia, St. Barthelemy - ROAD BAY, ANGUILLA - Charlestown, Nevis - SOUTH FRIARS BAY, ST. KITTS - Terre-De-Haut, Iles Des Saintes, Guadeloupe - Port Elizabeth, Bequia, Grenadines - Tobago Cays, Grenadines - Bridgetown, Barbados - View more ports

SeaDream I S

4.9
(3 Reviews)

2026 sail dates:

$5699*
$570/night*
Oceanview
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$5699* luxuryonly.com $5699* cruisesonly.com $5699* cruises.com $5699* dreamvacations.com
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$5699*

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$11399*

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$5699*

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$11399*

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$11399*

 

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Ports

  • Charlotte Amalie, St. Thomas
  • Cruz Bay, St. John, U.S.V.I.
  • Prickly Pear Island, B.V.I.
  • Gustavia, St. Barthelemy
  • ROAD BAY, ANGUILLA
  • Charlestown, Nevis
  • SOUTH FRIARS BAY, ST. KITTS
  • Falmouth Harbour,Antigua
  • Philipsburg, St. Maarten
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 - ROAD BAY, ANGUILLA - Charlestown, Nevis - SOUTH FRIARS BAY, ST. KITTS - Falmouth Harbour,Antigua - Philipsburg, St. Maarten - View more ports

SeaDream II S

4.3
(7 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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Ports

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

Ports

Philipsburg, St. Maarten - Little Bay, Montserrat - Roseau, Dominica - Castries, St. Lucia - Mayreau, Grenadines - St. George's, Grenada - Bequia, Grenadines - Anse Mitan, Martinique - Terre-De-Haut, Iles Des Saintes, Guadeloupe - Gustavia, St. Barthelemy - Jost Van Dyke, B.V.I. - Soper's Hole, Tortola, 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:

$4799*
$282/night*
Oceanview
View Deal
$4799* luxurycruiseconnections.com $4799* luxuryonly.com $4799* cruisesonly.com $4799* cruises.com $4799* dreamvacations.com
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Partners Bonus Offers Inside Oceanview Balcony Suite
 

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$4799*

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$11699*

 

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$4799*

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$11699*

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$11699*

 

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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
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 - View more ports

Wind Spirit S

4.5
(20 Reviews)

2026 sail dates: Jan 31, Feb 14

$2499*
$357/night*
Oceanview
View Deal
$2499* luxurycruiseconnections.com $2499* luxuryonly.com $2499* cruisesonly.com $2499* cruises.com $2499* dreamvacations.com
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Read all 20 Wind Spirit reviews
Partners Bonus Offers Inside Oceanview Balcony Suite
 

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$2499*

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$5999*

 

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41 - 50 of 77

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