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Explore 399 cruise vacations
Showing Loading cruise vacations: All Destinations, July 2025 - April 2027
Sails Brilliant Lady
Showing 65 cruise vacations that match your search
Showing 65 cruise vacations that match your search
Brilliant Lady New York MerMaiden
- New York City, New York
- Royal Naval Dockyard, Bermuda
- New York City, New York
70% off 2nd Sailor
Sea Terrace cabins from
per Cabin
Departing on:
The Big Apple to Bermuda
- New York City, New York
- Royal Naval Dockyard, Bermuda
- New York City, New York
70% off 2nd Sailor
Sea View cabins from
per Cabin
Departing on:
Fall Colors: Coastal Northeast & Canada
- New York City, New York
- Boston, Massachusetts
- Eastport, Maine
- Saint John, New Brunswick
- Halifax, Nova Scotia
- New York City, New York
70% off 2nd Sailor
Insider cabins from
per Cabin
Departing on:
Autumn Leaves: New York to Quebec
- New York City, New York
- Boston, Massachusetts
- Eastport, Maine
- Saint John, New Brunswick
- Halifax, Nova Scotia
- Quebec City, Quebec
70% off 2nd Sailor
Sea View cabins from
per Cabin
Departing on:
Fall Leaves to Miami Scenes
- Quebec City, Quebec
- Halifax, Nova Scotia
- Saint John, New Brunswick
- Eastport, Maine
- Boston, Massachusetts
- Charleston, South Carolina
- Miami, Florida
70% off 2nd Sailor
Insider cabins from
per Cabin
Departing on:
DEAL
Brilliant Lady Miami MerMaiden
- Miami, Florida
- Philipsburg, St. Maarten
- Tortola, British Virgin Islands
- The Beach Club at Bimini, Bahamas
- Miami, Florida
70% off 2nd Sailor
Insider cabins from
per Cabin
Departing on:
DEAL
Western Caribbean: From Miami to Bimini
- Miami, Florida
- Ocho Rios, Jamaica
- George Town, Grand Cayman
- The Beach Club at Bimini, Bahamas
- Miami, Florida
70% off 2nd Sailor
Insider cabins from
per Cabin
Departing on:
DEAL
Colorful Curaçao to the Charming Caymans
- Miami, Florida
- Oranjestad, Aruba
- Willemstad, Curaçao
- Cartagena, Colombia
- Ocho Rios, Jamaica
- George Town, Grand Cayman
- Miami, Florida
70% off 2nd Sailor
Insider cabins from
per Cabin
Departing on:
DEAL
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
70% off 2nd Sailor
Insider cabins from
per Cabin
Departing on:
DEAL
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
70% off 2nd Sailor
Sea View cabins from
per Cabin
Departing on:
DEAL
Aruban Sunsets & Calm Cayman Days
- Miami, Florida
- Oranjestad, Aruba
- Cartagena, Colombia
- Ocho Rios, Jamaica
- George Town, Grand Cayman
- Miami, Florida
70% off 2nd Sailor
Insider cabins from
per Cabin
Departing on:
DEAL
Brilliant Caribbean Holidays
- Miami, Florida
- Grand Turk, Turks and Caicos
- Puerto Plata, Dominican Republic
- San Juan, Puerto Rico
- Samaná, Dominican Republic
- Miami, Florida
70% off 2nd Sailor
Insider cabins from
per Cabin
Departing on:
DEAL
Brilliant New Year's Ahoy!
- Miami, Florida
- Grand Turk, Turks and Caicos
- St. John's, Antigua
- Basseterre, St. Kitts and Nevis
- San Juan, Puerto Rico
- Miami, Florida
70% off 2nd Sailor
Insider cabins from
per Cabin
Departing on:
DEAL
Aruba, Bonaire, Colombia, Jamaica & More
- Miami, Florida
- Oranjestad, Aruba
- Kralendijk, Bonaire
- Cartagena, Colombia
- Ocho Rios, Jamaica
- George Town, Grand Cayman
- Miami, Florida
70% off 2nd Sailor
Insider cabins from
per Cabin
Departing on:
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 2nd Sailor
DEAL
Magnetic Miami to Gorgeous George Town
- Miami, Florida
- Willemstad, Curaçao
- Oranjestad, Aruba
- Cartagena, Colombia
- Ocho Rios, Jamaica
- George Town, Grand Cayman
- Miami, Florida
70% off 2nd Sailor
Insider cabins from
per Cabin
Departing on:
DEAL
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
70% off 2nd Sailor
Sea View cabins from
per Cabin
Departing on:
DEAL
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
70% off 2nd Sailor
Insider cabins from
per Cabin
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
70% off 2nd Sailor
Insider cabins from
per Cabin
Departing on:
Brilliant Lady LA MerMaiden
- Los Angeles, California
- Santa Barbara, California
- San Diego, California
- Ensenada, Mexico
- Los Angeles, California
70% off 2nd Sailor
Insider cabins from
per Cabin
Departing on:
California (and Mexico) Dreamin'
- Los Angeles, California
- Cabo San Lucas, Mexico
- Mazatlàn, Mexico
- Los Angeles, California
70% off 2nd Sailor
Sea View cabins from
per Cabin
Departing on:
Hollywood Sunsets & Mexican Horizons
- Los Angeles, California
- Cabo San Lucas, Mexico
- Mazatlàn, Mexico
- Puerto Vallarta, Mexico
- Los Angeles, California
70% off 2nd Sailor
Insider cabins from
per Cabin
Departing on:
LA Lights & Vancouver Vistas
- Los Angeles, California
- Catalina Island, California
- San Francisco, California
- Astoria, Oregon
- Victoria, British Columbia
- Vancouver, British Columbia
70% off 2nd Sailor
Insider cabins from
per Cabin
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
70% off 2nd Sailor
Insider cabins from
per Cabin
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
70% off 2nd Sailor
Insider cabins from
per Cabin
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
70% off 2nd Sailor
Insider cabins from
per Cabin
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
70% off 2nd Sailor
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
70% off 2nd Sailor
Insider cabins from
per Cabin
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
70% off 2nd Sailor
Insider cabins from
per Cabin
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
70% off 2nd Sailor
Insider cabins from
per Cabin
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 2nd Sailor
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 2nd Sailor
DEAL
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 2nd Sailor
Insider cabins from
per Cabin
Departing on:
Dominican Daze
- Miami, Florida
- Puerto Plata, Dominican Republic
- The Beach Club at Bimini, Bahamas
- Miami, Florida
70% off 2nd Sailor
DEAL
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 2nd Sailor
Insider cabins from
per Cabin
Departing on:
Fire & Sunset Soirées
- Miami, Florida
- Key West, Florida
- The Beach Club at Bimini, Bahamas
- Miami, Florida
70% off 2nd Sailor
Insider cabins from
per Cabin
Departing on:
DEAL
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 2nd Sailor
Brilliant Caribbean Holidays
- Miami, Florida
- The Beach Club at Bimini, Bahamas
- Puerto Plata, Dominican Republic
- Miami, Florida
70% off 2nd Sailor
DEAL
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 2nd Sailor
DEAL
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 2nd Sailor