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Explore 413 cruise vacations
Showing Loading cruise vacations: North America, September 2025 - October 2026
Showing 40 cruise vacations that match your search
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Autumn Leaves: New York to Quebec
- New York City, New York
- Boston, Massachusetts
- Eastport, Maine
- Saint John, New Brunswick
- Halifax, Nova Scotia
- Québec City, Québec
Mega RockStar Quarters suites from
$15,580
per Cabin
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70% off second Sailor
Mega RockStar Quarters suites from
$15,580
per Cabin
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Departing on:
Tue, Sep 23 - Fri, Oct 03
from (US$)$15,580Brilliant Lady's Inaugural SeasonOnly suites remaining

Fall Leaves to Miami Scenes
- Québec City, Québec
- Halifax, Nova Scotia
- Saint John, New Brunswick
- Eastport, Maine
- Boston, Massachusetts
- Charleston, South Carolina
- Miami, Florida
Sea Terrace cabins from
$4,940$7,286
per Cabin
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70% off second Sailor
Sea Terrace cabins from
$4,940$7,286
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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70% off second Sailor
Insider cabins from
$6,368$9,088
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
70% off second Sailor
Insider cabins from
$1,964$2,800
per Cabin
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Departing on:

The Big Apple to Bermuda
- New York City, New York
- Royal Naval Dockyard, Bermuda
- New York City, New York
70% off second Sailor
Insider cabins from
$1,490$2,018
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
$1,990$2,824
per Cabin
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70% off second Sailor
Sea View cabins from
$1,990$2,824
per Cabin
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Departing on:

Virgin Voyages Comedy Fest New York
- New York City, New York
- Royal Naval Dockyard, Bermuda
- New York City, New York
70% off second Sailor
Insider cabins from
$1,590$2,172
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
$2,640$3,834
per Cabin
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70% off second Sailor
Insider cabins from
$2,640$3,834
per Cabin
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Departing on:

Bermuda Beauty to East Coast Elegance
- New York City, New York
- Royal Naval Dockyard, Bermuda
- Nassau, Bahamas
- Charleston, South Carolina
- New York City, New York
70% off second Sailor
Insider cabins from
$1,962$2,672
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
$1,946$2,730
per Cabin
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70% off second Sailor
Insider cabins from
$1,946$2,730
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
$2,224$3,128
per Cabin
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70% off second Sailor
Insider cabins from
$2,224$3,128
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
$3,980$5,816
per Cabin
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70% off second Sailor
Sea View cabins from
$3,980$5,816
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
$2,508$3,544
per Cabin
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70% off second Sailor
Insider cabins from
$2,508$3,544
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
$3,066$4,390
per Cabin
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70% off second Sailor
Sea View cabins from
$3,066$4,390
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
$2,646$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:

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
$5,256$7,654
per Cabin
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70% off second Sailor
Insider cabins from
$5,256$7,654
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
$3,942$5,728
per Cabin
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70% off second Sailor
Insider cabins from
$3,942$5,728
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
$2,704$3,816
per Cabin
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70% off second Sailor
Insider cabins from
$2,704$3,816
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
$2,704$3,854
per Cabin
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Departing on:

Fall Foliage in Canada & New England
- New York City, New York
- Boston, Massachusetts
- Portland, Maine
- Saint John, New Brunswick
- Halifax, Nova Scotia
- New York City, New York
70% off second Sailor
Insider cabins from
$2,544$3,548
per Cabin
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Departing on:

New York to Bermuda (& Back)
- New York City, New York
- Royal Naval Dockyard, Bermuda
- New York City, New York
70% off second Sailor
Insider cabins from
$2,028$2,836
per Cabin
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Departing on:

NY to San Juan: Bermuda & Caribbean
- New York City, New York
- Royal Naval Dockyard, Bermuda
- The Beach Club at Bimini, Bahamas
- St. Croix, U.S. Virgin Islands
- Philipsburg, St. Maarten
- Tortola, British Virgin Islands
- San Juan, Puerto Rico
70% off second Sailor
Insider cabins from
$2,856$4,016
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
$1,490$2,040
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
$4,726$6,436
per Cabin
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