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Explore 408 cruise vacations
Showing Loading cruise vacations: All Destinations, September 2025 - April 2027
Sails Brilliant Lady
Showing 61 cruise vacations that match your search
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★
UP TO $600 OFF
Brilliant Lady Miami MerMaiden
- Miami, Florida
- Philipsburg, St. Maarten
- Tortola, British Virgin Islands
- The Beach Club at Bimini, Bahamas
- Miami, Florida
Insider cabins from
$2,384$3,436
per Cabin
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70% off second Sailor
Insider cabins from
$2,384$3,436
per Cabin
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Departing on:

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UP TO $600 OFF
Western Caribbean: From Miami to Bimini
- Miami, Florida
- Ocho Rios, Jamaica
- George Town, Grand Cayman
- The Beach Club at Bimini, Bahamas
- Miami, Florida
Sea View cabins from
$2,088$2,958
per Cabin
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70% off second Sailor
Sea View cabins from
$2,088$2,958
per Cabin
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Departing on:

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UP TO $600 OFF
Colorful Curaçao to the Charming Caymans
- Miami, Florida
- Oranjestad, Aruba
- Willemstad, Curaçao
- Cartagena, Colombia
- Ocho Rios, Jamaica
- George Town, Grand Cayman
- Miami, Florida
Insider cabins from
$2,604
per Cabin
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70% off second Sailor
Insider cabins from
$2,604
per Cabin
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Departing on:

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UP TO $600 OFF
Sunny San Juan & Isles of Beach Miles
- Miami, Florida
- Puerto Plata, Dominican Republic
- San Juan, Puerto Rico
- Philipsburg, St. Maarten
- St. Croix, U.S. Virgin Islands
- Miami, Florida
Insider cabins from
$2,720$3,982
per Cabin
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70% off second Sailor
Insider cabins from
$2,720$3,982
per Cabin
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Departing on:

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UP TO $600 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
$1,952
per Cabin
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70% off second Sailor
Insider cabins from
$1,952
per Cabin
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Departing on:

★
UP TO $600 OFF
Aruban Sunsets & Calm Cayman Days
- Miami, Florida
- Oranjestad, Aruba
- Cartagena, Colombia
- Ocho Rios, Jamaica
- George Town, Grand Cayman
- Miami, Florida
Insider cabins from
$2,386
per Cabin
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70% off second Sailor
Insider cabins from
$2,386
per Cabin
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Departing on:

★
UP TO $600 OFF
Brilliant Caribbean Holidays
- Miami, Florida
- Grand Turk, Turks and Caicos
- Puerto Plata, Dominican Republic
- San Juan, Puerto Rico
- Samaná, Dominican Republic
- Miami, Florida
Sea View cabins from
$2,864$4,206
per Cabin
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70% off second Sailor
Sea View cabins from
$2,864$4,206
per Cabin
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Departing on:

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UP TO $600 OFF
Brilliant New Year's Ahoy!
- Miami, Florida
- Grand Turk, Turks and Caicos
- Philipsburg, St. Maarten
- Basseterre, St. Kitts and Nevis
- San Juan, Puerto Rico
- Miami, Florida
Insider cabins from
$4,304$6,434
per Cabin
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70% off second Sailor
Insider cabins from
$4,304$6,434
per Cabin
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Departing on:

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UP TO $600 OFF
Aruba, Bonaire, Colombia, Jamaica & More
- Miami, Florida
- Oranjestad, Aruba
- Kralendijk, Bonaire
- Cartagena, Colombia
- Ocho Rios, Jamaica
- George Town, Grand Cayman
- Miami, Florida
Sea View cabins from
$3,720$5,470
per Cabin
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70% off second Sailor
Sea View cabins from
$3,720$5,470
per Cabin
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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
70% off second Sailor
Insider cabins from
$2,520$3,650
per Cabin
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UP TO $600 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
$3,720$5,466
per Cabin
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70% off second Sailor
Sea View cabins from
$3,720$5,466
per Cabin
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Departing on:

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UP TO $600 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
$3,026$4,458
per Cabin
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70% off second Sailor
Insider cabins from
$3,026$4,458
per Cabin
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Departing on:

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UP TO $600 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
Sea View cabins from
$3,584$5,274
per Cabin
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70% off second Sailor
Sea View cabins from
$3,584$5,274
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
$7,008$10,074
per Cabin
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70% off second Sailor
Insider cabins from
$7,008$10,074
per Cabin
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Departing on:

Brilliant Lady LA MerMaiden
- Los Angeles, California
- Santa Barbara, California
- San Diego, California
- Ensenada, Mexico
- Los Angeles, California
Sea View cabins from
$2,190$3,132
per Cabin
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70% off second Sailor
Sea View cabins from
$2,190$3,132
per Cabin
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Departing on:

California (and Mexico) Dreamin'
- Los Angeles, California
- Cabo San Lucas, Mexico
- Mazatlàn, Mexico
- Los Angeles, California
Insider cabins from
$3,000$4,388
per Cabin
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70% off second Sailor
Insider cabins from
$3,000$4,388
per Cabin
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Departing on:

Hollywood Sunsets & Mexican Horizons
- Los Angeles, California
- Cabo San Lucas, Mexico
- Mazatlàn, Mexico
- Puerto Vallarta, Mexico
- Los Angeles, California
Insider cabins from
$2,226$3,160
per Cabin
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70% off second Sailor
Insider cabins from
$2,226$3,160
per Cabin
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Departing on:

LA Lights & Vancouver Vistas
- Los Angeles, California
- Catalina Island, California
- San Francisco, California
- Astoria, Oregon
- Victoria, British Columbia
- Vancouver, British Columbia
Insider cabins from
$2,544$3,620
per Cabin
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70% off second Sailor
Insider cabins from
$2,544$3,620
per Cabin
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Departing on:

Alaska Awe from Vancouver to Seattle
- Vancouver, British Columbia
- Inside Passage (Cruising), Alaska
- Ketchikan, Alaska
- Sitka, Alaska
- Hubbard Glacier (Cruising), Alaska
- Skagway, Alaska
- Juneau, Alaska
- Icy Strait Point, Alaska
- Seattle, Washington
Sea View cabins from
$4,382$6,432
per Cabin
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70% off second Sailor
Sea View cabins from
$4,382$6,432
per Cabin
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Departing on:

Brilliant Lady Seattle MerMaiden
- Seattle, Washington
- Inside Passage (Cruising), Alaska
- Ketchikan, Alaska
- Sitka, Alaska
- Tracy Arm Fjord (Cruising), Alaska
- Prince Rupert, British Columbia
- Seattle, Washington
Insider cabins from
$2,646$3,758
per Cabin
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70% off second Sailor
Insider cabins from
$2,646$3,758
per Cabin
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Departing on:

Seattle, Juneau & Canadian Coasts
- Seattle, Washington
- Inside Passage (Cruising), Alaska
- Ketchikan, Alaska
- Juneau, Alaska
- Tracy Arm Fjord (Cruising), Alaska
- Prince Rupert, British Columbia
- Seattle, Washington
Sea View cabins from
$3,488$5,038
per Cabin
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70% off second Sailor
Sea View cabins from
$3,488$5,038
per Cabin
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Departing on:

Alaskan Glacier Blues & Coastal Views
- Seattle, Washington
- Inside Passage (Cruising), Alaska
- Ketchikan, Alaska
- Sitka, Alaska
- Tracy Arm Fjord (Cruising), Alaska
- Prince Rupert, British Columbia
- Seattle, Washington
Insider cabins from
$2,788$3,974
per Cabin
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70% off second Sailor
Insider cabins from
$2,788$3,974
per Cabin
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Departing on:

Inside Passage Alaska & Canadian Coasts
- Seattle, Washington
- Inside Passage (Cruising), Alaska
- Ketchikan, Alaska
- Sitka, Alaska
- Hubbard Glacier (Cruising), Alaska
- Skagway, Alaska
- Icy Strait Point, Alaska
- Haines, Alaska
- Prince Rupert, British Columbia
- Victoria, British Columbia
- Seattle, Washington
Insider cabins from
$5,978$8,764
per Cabin
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70% off second Sailor
Insider cabins from
$5,978$8,764
per Cabin
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Departing on:

Alaskan Inside Passage & Canadian Coasts
- Seattle, Washington
- Inside Passage (Cruising), Alaska
- Ketchikan, Alaska
- Icy Strait Point, Alaska
- Hubbard Glacier (Cruising), Alaska
- Sitka, Alaska
- Victoria, British Columbia
- Seattle, Washington
Insider cabins from
$4,484$6,560
per Cabin
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70% off second Sailor
Insider cabins from
$4,484$6,560
per Cabin
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Departing on:

Seattle to Alaska & British Columbia
- Seattle, Washington
- Sitka, Alaska
- Icy Strait Point, Alaska
- Skagway, Alaska
- Tracy Arm Fjord (Cruising), Alaska
- Ketchikan, Alaska
- Vancouver, British Columbia
Insider cabins from
$3,184$4,556
per Cabin
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70% off second Sailor
Insider cabins from
$3,184$4,556
per Cabin
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Departing on:

Vancouver Down the Cali Coast
- Vancouver, British Columbia
- Astoria, Oregon
- San Francisco, California
- Santa Barbara, California
- Catalina Island, California
- San Diego, California
- Los Angeles, California
70% off second Sailor
Sea View cabins from
$3,024$4,346
per Cabin
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Departing on:

SoCal & Ensenada: Halloween Edition
- Los Angeles, California
- Catalina Island, California
- San Diego, California
- Ensenada, Mexico
- Los Angeles, California
70% off second Sailor
Sea View cabins from
$1,690$2,348
per Cabin
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Departing on:

Picturesque Panama Canal Collective
- Los Angeles, California
- Cabo San Lucas, Mexico
- Puerto Quetzal, Guatemala
- Puntarenas, Costa Rica
- Panama City, Panama
- Panama Canal (Cruising), Panama
- Cartagena, Colombia
- Miami, Florida
70% off second Sailor
Insider cabins from
$5,408$7,484
per Cabin
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Departing on:

St. Isles & Sun-soaked Seas
- Miami, Florida
- Philipsburg, St. Maarten
- Tortola, British Virgin Islands
- Basseterre, St. Kitts and Nevis
- St. John's, Antigua
- The Beach Club at Bimini, Bahamas
- Miami, Florida
70% off second Sailor
Insider cabins from
$2,980$4,218
per Cabin
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Dominican Daze
- Miami, Florida
- Puerto Plata, Dominican Republic
- The Beach Club at Bimini, Bahamas
- Miami, Florida
70% off second Sailor
Insider cabins from
$1,992$2,866
per Cabin
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St. Maarten, Tortola, San Juan & more
- Miami, Florida
- Philipsburg, St. Maarten
- Tortola, British Virgin Islands
- St. Croix, U.S. Virgin Islands
- San Juan, Puerto Rico
- Puerto Plata, Dominican Republic
- The Beach Club at Bimini, Bahamas
- Miami, Florida
70% off second Sailor
Insider cabins from
$3,382$4,816
per Cabin
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Fire & Sunset Soirées
- Miami, Florida
- Key West, Florida
- The Beach Club at Bimini, Bahamas
- Miami, Florida
70% off second Sailor
Insider cabins from
$1,354$1,820
per Cabin
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Departing on:

Pre-Holiday Caribbean Getaway
- Miami, Florida
- Philipsburg, St. Maarten
- Tortola, British Virgin Islands
- San Juan, Puerto Rico
- The Beach Club at Bimini, Bahamas
- Miami, Florida
70% off second Sailor
Insider cabins from
$2,502$3,594
per Cabin
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Departing on:

Brilliant Caribbean Holidays
- Miami, Florida
- The Beach Club at Bimini, Bahamas
- Puerto Plata, Dominican Republic
- Miami, Florida
70% off second Sailor
Insider cabins from
$2,290$3,310
per Cabin
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Departing on:

Brilliant New Year's Ahoy!
- Miami, Florida
- Philipsburg, St. Maarten
- Basseterre, St. Kitts and Nevis
- Tortola, British Virgin Islands
- St. John's, Antigua
- The Beach Club at Bimini, Bahamas
- Miami, Florida
70% off second Sailor
Insider cabins from
$5,382$8,010
per Cabin
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Departing on:

San Juan & St. Isles: Valentine’s Voyage
- Miami, Florida
- Philipsburg, St. Maarten
- Tortola, British Virgin Islands
- St. Croix, U.S. Virgin Islands
- San Juan, Puerto Rico
- Puerto Plata, Dominican Republic
- The Beach Club at Bimini, Bahamas
- Miami, Florida
70% off second Sailor
Insider cabins from
$3,182$4,508
per Cabin
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