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Showing 19cruise vacations: Caribbean & North America,December 2024 - October 2026
Showing 19 cruise vacations that match your search
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Brilliant Lady New York MerMaiden
New York City, New York • Kings Wharf • New York City, New York
Insider cabins from
Price$2,090
per Cabin
5 nights
Brilliant Lady
BOOK NOW
+ $100 in drinks — on us
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$2,090
per Cabin
Departing on:
2025
Fri, Sep 05 - Wed, Sep 10
from Price$2,090
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The Big Apple to Bermuda
New York City, New York • Kings Wharf • New York City, New York
Insider cabins from
Price$1,790
per Cabin
5 nights
Brilliant Lady & Valiant Lady
BOOK NOW
+ $100 in drinks — on us
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$1,790
per Cabin
Departing on:
2026Best Rate
Mon, Apr 06 - Sat, Apr 11
from Price$1,790
2025
Wed, Sep 10 - Mon, Sep 15
from Price$2,090
2026
Sat, Apr 11 - Thu, Apr 16
from Price$1,790
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SAVINGS TO WRITE HOME ABOUT

80% off your 2nd Sailor + free drinks

Always Included Luxury covers your WiFi, tips & gratuities, all dining, & more.

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Northeast Atlantic Adventure
New York City, New York • Boston, Massachusetts • Eastport, Maine • Saint John, New Brunswick • Halifax, Nova Scotia • New York City, New York
Insider cabins from
Price$3,346
per Cabin
8 nights
Brilliant Lady
BOOK NOW
+ $200 in drinks — on us
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$3,346
per Cabin
Departing on:
2025
Mon, Sep 15 - Tue, Sep 23
from Price$3,346
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Nautical Northeast: NYC to Quebec
New York City, New York • Boston, Massachusetts • Eastport, Maine • Saint John, New Brunswick • Halifax, Nova Scotia • Quebec City
Insider cabins from
Price$3,182
per Cabin
10 nights
Brilliant Lady
BOOK NOW
+ $300 in drinks — on us
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$3,182
per Cabin
Departing on:
2025
Tue, Sep 23 - Fri, Oct 03
from Price$3,182
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Canada, Carolina, & Miami
Quebec City • Halifax, Nova Scotia • Saint John, New Brunswick • Eastport, Maine • Boston, Massachusetts • Charleston, South Carolina • Miami, Florida
Insider cabins from
Price$3,094
per Cabin
13 nights
Brilliant Lady
BOOK NOW
+ $300 in drinks — on us
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$3,094
per Cabin
Departing on:
2025
Fri, Oct 03 - Thu, Oct 16
from Price$3,094
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Brilliant Lady Miami MerMaiden
Miami, Florida • Philipsburg • Tortola • Beach Club at Bimini • Miami, Florida
Insider cabins from
Price$3,186
per Cabin
8 nights
Brilliant Lady
BOOK NOW
+ $200 in drinks — on us
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$3,186
per Cabin
Departing on:
2025
Fri, Oct 17 - Sat, Oct 25
from Price$3,186
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Panama Canal & Pacific Wonders
Miami, Florida • Cartagena • Colón • Panama Canal (Cruising) • Puntarenas • Puerto Quetzal • Cabo San Lucas • Los Angeles, California
Insider cabins from
Price$6,370
per Cabin
16 nights
Brilliant Lady
BOOK NOW
+ $300 in drinks — on us
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$6,370
per Cabin
Departing on:
2026
Sat, Mar 21 - Mon, Apr 06
from Price$6,370
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Tortola, Charleston, Newport & More
San Juan • Tortola • Puerto Plata • Charleston, South Carolina • Newport, Rhode Island • New York City, New York
Insider cabins from
Price$2,684
per Cabin
9 nights
Valiant Lady
BOOK NOW
+ $300 in drinks — on us
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$2,684
per Cabin
Departing on:
2026
Sat, Mar 28 - Mon, Apr 06
from Price$2,684
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Brilliant Lady LA MerMaiden
Los Angeles, California • Santa Barbara, California • San Diego, California • Ensenada • Los Angeles, California
Insider cabins from
Price$1,792
per Cabin
5 nights
Brilliant Lady
BOOK NOW
+ $100 in drinks — on us
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$1,792
per Cabin
Departing on:
2026
Tue, Apr 07 - Sun, Apr 12
from Price$1,792
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California (and Mexico) Dreamin'
Los Angeles, California • Cabo San Lucas • Mazatlàn • Los Angeles, California
Insider cabins from
Price$1,908
per Cabin
6 nights
Brilliant Lady
BOOK NOW
+ $200 in drinks — on us
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$1,908
per Cabin
Departing on:
2026
Sun, Apr 12 - Sat, Apr 18
from Price$1,908
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Bermuda Beauty to East Coast Elegance
New York City, New York • Kings Wharf • Nassau • Charleston, South Carolina • New York City, New York
Insider cabins from
Price$2,682
per Cabin
9 nights
Valiant Lady
BOOK NOW
+ $300 in drinks — on us
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$2,682
per Cabin
Departing on:
2026
Thu, Apr 16 - Sat, Apr 25
from Price$2,682
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Hollywood Sunsets & Mexican Horizons
Los Angeles, California • Cabo San Lucas • Mazatlàn • Puerto Vallarta • Los Angeles, California
Insider cabins from
Price$2,084
per Cabin
7 nights
Brilliant Lady
BOOK NOW
+ $200 in drinks — on us
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$2,084
per Cabin
Departing on:
2026Best Rate
Sat, Sep 19 - Sat, Sep 26
from Price$2,084
2026
Sun, Apr 26 - Sun, May 03
from Price$2,506
2026
Sat, Sep 26 - Sat, Oct 03
from Price$2,084
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LA Lights & Vancouver Vistas
Los Angeles, California • Catalina Island, California • San Francisco, California • Astoria, Oregon • Victoria • Vancouver
Insider cabins from
Price$2,384
per Cabin
8 nights
Brilliant Lady
BOOK NOW
+ $200 in drinks — on us
Getaways for 80% off 2nd Sailor
Insider cabins from
Price$2,384
per Cabin
Departing on:
2026
Sun, May 03 - Mon, May 11
from Price$2,384
Average starting price per cabin (incl. taxes & fees)