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Explore 406 cruise vacations

Showing Loading cruise vacations: All Destinations, February 2026 - March 2026
Showing 38 cruise vacations that match your search
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Grand Turk, Puerto Plata & Bimini

  • Miami, Florida
  • The Beach Club at Bimini, Bahamas
  • Puerto Plata, Dominican Republic
  • Grand Turk, Turks and Caicos
  • Miami, Florida
Sea View cabins from
$2,388$3,448
per Cabin
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6 nights
Brilliant Lady
+ Instant Savings
70% off second Sailor
Sea View cabins from
$2,388$3,448
per Cabin
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Departing on:

Dominican Daze

  • Miami, Florida
  • Puerto Plata, Dominican Republic
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Sea View cabins from
$1,590$2,240
per Cabin
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5 nights
Scarlet Lady
+ Instant Savings
70% off second Sailor
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EPIC SAVINGS ON ALL VOYAGES THROUGH 2027
70% off 2nd Sailor + up to $700* off
UP TO $700 OFF

Antigua & the St. Isles

  • San Juan, Puerto Rico
  • Philipsburg, St. Maarten
  • Basseterre, St. Kitts and Nevis
  • St. John's, Antigua
  • Castries, St. Lucia
  • Charlotte Amalie, St. Thomas
  • San Juan, Puerto Rico
Insider cabins from
$1,812$2,620
per Cabin
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7 nights
Valiant Lady
+ Instant Savings
70% off second Sailor
Insider cabins from
$1,812$2,620
per Cabin
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Departing on:
UP TO $700 OFF

San Juan Sunrises & Dominican Dreams

  • Miami, Florida
  • Puerto Plata, Dominican Republic
  • San Juan, Puerto Rico
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
$1,386$1,904
per Cabin
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7 nights
Resilient Lady
+ Instant Savings
70% off second Sailor
UP TO $700 OFF

Magnetic Miami to Gorgeous George Town

  • Miami, Florida
  • Willemstad, Curaçao
  • Oranjestad, Aruba
  • Cartagena, Colombia
  • Ocho Rios, Jamaica
  • George Town, Grand Cayman
  • Miami, Florida
Sea View cabins from
$3,278$4,788
per Cabin
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11 nights
Brilliant Lady
Brilliant Lady's Inaugural Season
+ Instant Savings
70% off second Sailor
Sea View cabins from
$3,278$4,788
per Cabin
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Departing on:

Fire & Sunset Soirées

  • Miami, Florida
  • Key West, Florida
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Sea View cabins from
$1,432$1,996
per Cabin
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4 nights
Scarlet Lady
+ Instant Savings
70% off second Sailor
UP TO $700 OFF

Cayman Coves & Jamaican Waterfalls

  • Miami, Florida
  • Ocho Rios, Jamaica
  • George Town, Grand Cayman
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
$1,806$2,532
per Cabin
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7 nights
Resilient Lady
+ Instant Savings
70% off second Sailor
Insider cabins from
$1,806$2,532
per Cabin
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Departing on:
UP TO $700 OFF

St. Lucia, Barbados & More

  • San Juan, Puerto Rico
  • Philipsburg, St. Maarten
  • Basseterre, St. Kitts and Nevis
  • Castries, St. Lucia
  • Bridgetown, Barbados
  • Charlotte Amalie, St. Thomas
  • San Juan, Puerto Rico
Insider cabins from
$1,666$2,400
per Cabin
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7 nights
Valiant Lady
+ Instant Savings
70% off second Sailor
Insider cabins from
$1,666$2,400
per Cabin
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Departing on:

Riviera Maya

  • Miami, Florida
  • Cozumel, Mexico
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Sea View cabins from
$1,390$1,868
per Cabin
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5 nights
Scarlet Lady
+ Instant Savings
70% off second Sailor
UP TO $700 OFF

Brilliant Valentine's Voyage

  • Miami, Florida
  • Puerto Plata, Dominican Republic
  • San Juan, Puerto Rico
  • Philipsburg, St. Maarten
  • St. Croix, U.S. Virgin Islands
  • Miami, Florida
Insider cabins from
$2,704$3,964
per Cabin
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8 nights
Brilliant Lady
Brilliant Lady's Inaugural Season
+ Instant Savings
70% off second Sailor
Insider cabins from
$2,704$3,964
per Cabin
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Departing on:

Scarlet Valentine's Voyage

  • Miami, Florida
  • Puerto Plata, Dominican Republic
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
$1,690$2,394
per Cabin
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5 nights
Scarlet Lady
+ Instant Savings
70% off second Sailor
Insider cabins from
$1,690$2,394
per Cabin
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Departing on:
UP TO $700 OFF

Resilient Valentine's Voyage

  • Miami, Florida
  • Ocho Rios, Jamaica
  • George Town, Grand Cayman
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
$1,946$2,748
per Cabin
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7 nights
Resilient Lady
+ Instant Savings
70% off second Sailor
Insider cabins from
$1,946$2,748
per Cabin
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Departing on:

Valiant Valentine's Voyage

  • San Juan, Puerto Rico
  • Oranjestad, Aruba
  • Willemstad, Curaçao
  • St. Croix, U.S. Virgin Islands
  • Philipsburg, St. Maarten
  • San Juan, Puerto Rico
Insider cabins from
$1,942$2,844
per Cabin
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7 nights
Valiant Lady
+ Instant Savings
70% off second Sailor
Insider cabins from
$1,942$2,844
per Cabin
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Departing on:
UP TO $700 OFF

Antigua Waves & Grand Turk Caves

  • Miami, Florida
  • Grand Turk, Turks and Caicos
  • St. John's, Antigua
  • Basseterre, St. Kitts and Nevis
  • San Juan, Puerto Rico
  • Miami, Florida
Insider cabins from
$3,352$4,960
per Cabin
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9 nights
Brilliant Lady
Brilliant Lady's Inaugural Season
+ Instant Savings
70% off second Sailor
Insider cabins from
$3,352$4,960
per Cabin
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Departing on:
UP TO $700 OFF

Antigua, Martinique, & Barbados & More

  • San Juan, Puerto Rico
  • Philipsburg, St. Maarten
  • Bridgetown, Barbados
  • Fort-de-France, Martinique
  • St. John's, Antigua
  • Tortola, British Virgin Islands
  • San Juan, Puerto Rico
Insider cabins from
$1,806$2,630
per Cabin
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7 nights
Valiant Lady
+ Instant Savings
70% off second Sailor
Insider cabins from
$1,806$2,630
per Cabin
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Departing on:
UP TO $700 OFF

Cayman Coves & Jamaican Waterfalls

  • Miami, Florida
  • Ocho Rios, Jamaica
  • George Town, Grand Cayman
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
$1,806$2,532
per Cabin
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7 nights
Resilient Lady
+ Instant Savings
70% off second Sailor
Insider cabins from
$1,806$2,532
per Cabin
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Departing on:

Miami, Grand Turk (& back)

  • Miami, Florida
  • Grand Turk, Turks and Caicos
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
$2,204$3,186
per Cabin
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5 nights
Scarlet Lady
+ Instant Savings
70% off second Sailor
UP TO $700 OFF

Sunny Miles of Tropical Isles

  • San Juan, Puerto Rico
  • Philipsburg, St. Maarten
  • Bridgetown, Barbados
  • Castries, St. Lucia
  • Fort-de-France, Martinique
  • Basseterre, St. Kitts and Nevis
  • San Juan, Puerto Rico
Insider cabins from
$1,946$2,856
per Cabin
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7 nights
Valiant Lady
+ Instant Savings
70% off second Sailor
Insider cabins from
$1,946$2,856
per Cabin
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Departing on:
UP TO $700 OFF

Aruban Sunsets & Calm Cayman Days

  • Miami, Florida
  • Oranjestad, Aruba
  • Cartagena, Colombia
  • Ocho Rios, Jamaica
  • George Town, Grand Cayman
  • Miami, Florida
Insider cabins from
$3,050$4,454
per Cabin
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11 nights
Brilliant Lady
Brilliant Lady's Inaugural Season
+ Instant Savings
70% off second Sailor
Insider cabins from
$3,050$4,454
per Cabin
Loading
Departing on:
UP TO $700 OFF

Cayman Isles & Jamaican Miles

  • Miami, Florida
  • George Town, Grand Cayman
  • Ocho Rios, Jamaica
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
$2,086$2,962
per Cabin
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7 nights
Resilient Lady
+ Instant Savings
70% off second Sailor
Insider cabins from
$2,086$2,962
per Cabin
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Departing on:
UP TO $700 OFF

Quaint Castries to Elegant Antigua

  • San Juan, Puerto Rico
  • Basseterre, St. Kitts and Nevis
  • Castries, St. Lucia
  • Fort-de-France, Martinique
  • St. John's, Antigua
  • Tortola, British Virgin Islands
  • San Juan, Puerto Rico
Insider cabins from
$2,008$2,948
per Cabin
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7 nights
Valiant Lady
+ Instant Savings
70% off second Sailor
Insider cabins from
$2,008$2,948
per Cabin
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Departing on:
UP TO $700 OFF

Red Hot Sailing Club Voyage

  • Miami, Florida
  • Puerto Plata, Dominican Republic
  • St. John's, Antigua
  • Basseterre, St. Kitts and Nevis
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
$3,098$4,528
per Cabin
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9 nights
Brilliant Lady
Brilliant Lady's Inaugural Season
+ Instant Savings
70% off second Sailor
Insider cabins from
$3,098$4,528
per Cabin
Loading
Departing on:
UP TO $700 OFF

Sunsets in the Lesser Antilles

  • San Juan, Puerto Rico
  • Oranjestad, Aruba
  • Willemstad, Curaçao
  • Fort-de-France, Martinique
  • Basseterre, St. Kitts and Nevis
  • San Juan, Puerto Rico
Insider cabins from
$2,404$3,568
per Cabin
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7 nights
Valiant Lady
+ Instant Savings
70% off second Sailor
Insider cabins from
$2,404$3,568
per Cabin
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Departing on:

Western Caribbean Cruise

  • Miami, Florida
  • Roatán, Honduras
  • Costa Maya, Mexico
  • Cozumel, Mexico
  • Miami, Florida
Sea View cabins from
$2,268$3,224
per Cabin
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6 nights
Resilient Lady
+ Instant Savings
70% off second Sailor
Sea View cabins from
$2,268$3,224
per Cabin
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Departing on:
UP TO $700 OFF

Puerto Rican Nights & St. Croix Delights

  • Miami, Florida
  • Puerto Plata, Dominican Republic
  • San Juan, Puerto Rico
  • St. Croix, U.S. Virgin Islands
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
$2,834$4,122
per Cabin
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8 nights
Resilient Lady
+ Instant Savings
70% off second Sailor
Insider cabins from
$2,834$4,122
per Cabin
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Departing on:

Panama Canal & Pacific Wonders

  • Miami, Florida
  • Cartagena, Colombia
  • Colón, Panama
  • Panama Canal (Cruising), Panama
  • Puntarenas, Costa Rica
  • Puerto Quetzal, Guatemala
  • Cabo San Lucas, Mexico
  • Los Angeles, California
Insider cabins from
$6,368$9,088
per Cabin
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16 nights
Brilliant Lady
Brilliant Lady's Inaugural Season
+ Instant Savings
70% off second Sailor
Insider cabins from
$6,368$9,088
per Cabin
Loading
Departing on:
UP TO $700 OFF

Saint (Isles) & Seas of the Caribbean

  • San Juan, Puerto Rico
  • Tortola, British Virgin Islands
  • Bridgetown, Barbados
  • Castries, St. Lucia
  • St. John's, Antigua
  • Philipsburg, St. Maarten
  • San Juan, Puerto Rico
Insider cabins from
$2,474$3,656
per Cabin
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7 nights
Valiant Lady
+ Instant Savings
70% off second Sailor
Insider cabins from
$2,474$3,656
per Cabin
Loading
Departing on:
UP TO $700 OFF

San Juan Sunrises & Dominican Dreams

  • Miami, Florida
  • San Juan, Puerto Rico
  • Puerto Plata, Dominican Republic
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
$2,280$3,278
per Cabin
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7 nights
Resilient Lady
+ Instant Savings
70% off second Sailor
Insider cabins from
$2,280$3,278
per Cabin
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Departing on:

Tortola, Charleston, Newport & More

  • San Juan, Puerto Rico
  • Tortola, British Virgin Islands
  • Puerto Plata, Dominican Republic
  • Charleston, South Carolina
  • Newport, Rhode Island
  • New York City, New York
Insider cabins from
$1,782$2,522
per Cabin
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9 nights
Valiant Lady
+ Instant Savings
70% off second Sailor
Insider cabins from
$1,782$2,522
per Cabin
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Departing on: