Explore 406 cruise vacations

Showing cruise vacations: North America & Caribbean, June 2025 - October 2026

UP TO $300 IN ONBOARD CREDIT

On Caribbean sailings 7 nights or longer

On top of 70% off 2nd Sailor + balcony upgrades

70% off 2nd Sailor + Free balcony upgrade ends in…

Showing 21 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

Sea Terrace cabins from

per Cabin

5 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ free balcony upgrade

SWING INTO SUMMER: 70% off 2nd Sailor

Sea Terrace cabins from

per Cabin

Departing on:

Fri, Sep 05 - Wed, Sep 10

The Big Apple to Bermuda

New York City, New York
Royal Naval Dockyard, Bermuda
New York City, New York

Insider cabins from

per Cabin

5 nights

Brilliant Lady & Valiant Lady

Brilliant Lady's Inaugural Season

+ free balcony upgrade

SWING INTO SUMMER: 70% off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Sun, Sep 27 - Fri, Oct 02

Wed, Sep 10 - Mon, Sep 15

Mon, Apr 06 - Sat, Apr 11

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

Insider cabins from

per Cabin

8 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ free balcony upgrade

SWING INTO SUMMER: 70% off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Mon, Sep 15 - Tue, Sep 23

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

Sea View cabins from

per Cabin

10 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ free balcony upgrade

SWING INTO SUMMER: 70% off 2nd Sailor

Sea View cabins from

per Cabin

Departing on:

Tue, Sep 23 - Fri, Oct 03

Fall Leaves to Miami Scenes

Quebec City, Quebec
Halifax, Nova Scotia
Saint John, New Brunswick
Eastport, Maine
Boston, Massachusetts
Charleston, South Carolina
Miami, Florida

Insider cabins from

per Cabin

13 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ free balcony upgrade

SWING INTO SUMMER: 70% off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Fri, Oct 03 - Thu, Oct 16

DEAL

Brilliant Lady Miami MerMaiden

Miami, Florida
Philipsburg, St. Maarten
Tortola, British Virgin Islands
The Beach Club at Bimini, Bahamas
Miami, Florida

Insider cabins from

per Cabin

8 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ free balcony upgrade

SWING INTO SUMMER: 70% off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Fri, Oct 17 - Sat, Oct 25

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

per Cabin

16 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ free balcony upgrade

SWING INTO SUMMER: 70% off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Sat, Mar 21 - Mon, Apr 06

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

per Cabin

9 nights

Valiant Lady

+ free balcony upgrade

SWING INTO SUMMER: 70% off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Sat, Mar 28 - Mon, Apr 06

Brilliant Lady LA MerMaiden

Los Angeles, California
Santa Barbara, California
San Diego, California
Ensenada, Mexico
Los Angeles, California

Insider cabins from

per Cabin

5 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ free balcony upgrade

SWING INTO SUMMER: 70% off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Tue, Apr 07 - Sun, Apr 12

California (and Mexico) Dreamin'

Los Angeles, California
Cabo San Lucas, Mexico
Mazatlàn, Mexico
Los Angeles, California

Insider cabins from

per Cabin

6 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ free balcony upgrade

SWING INTO SUMMER: 70% off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Sun, Apr 12 - Sat, Apr 18

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

Insider cabins from

per Cabin

9 nights

Valiant Lady

+ free balcony upgrade

SWING INTO SUMMER: 70% off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Thu, Apr 16 - Sat, Apr 25

Hollywood Sunsets & Mexican Horizons

Los Angeles, California
Cabo San Lucas, Mexico
Mazatlàn, Mexico
Puerto Vallarta, Mexico
Los Angeles, California

Insider cabins from

per Cabin

7 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ free balcony upgrade

SWING INTO SUMMER: 70% off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Sat, Sep 19 - Sat, Sep 26

Sun, Apr 26 - Sun, May 03

Sat, Sep 26 - Sat, Oct 03

LA Lights & Vancouver Vistas

Los Angeles, California
Catalina Island, California
San Francisco, California
Astoria, Oregon
Victoria, British Columbia
Vancouver, British Columbia

Insider cabins from

per Cabin

8 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ free balcony upgrade

SWING INTO SUMMER: 70% off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Sun, May 03 - Mon, May 11