Explore 400 cruise vacations

+ Balcony upgrades

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

Brilliant Lady's Inaugural Season

+ Balcony upgrades

70% off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Wed, Sep 10 - Mon, Sep 15

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

+ Balcony upgrades

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

+ Balcony upgrades

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

+ Balcony upgrades

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

+ Balcony upgrades

70% off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Fri, Oct 17 - Sat, Oct 25

DEAL

Western Caribbean: From Miami to Bimini

Miami, Florida
Ocho Rios, Jamaica
George Town, Grand Cayman
The Beach Club at Bimini, Bahamas
Miami, Florida

Insider cabins from

per Cabin

7 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ Balcony upgrades

70% off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Sat, Nov 01 - Sat, Nov 08

DEAL

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

per Cabin

12 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ Balcony upgrades

70% off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Sat, Nov 08 - Thu, Nov 20

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

Insider cabins from

per Cabin

8 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ Balcony upgrades

70% off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Thu, Nov 20 - Fri, Nov 28

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

Insider cabins from

per Cabin

9 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

Fri, Nov 28 - Sun, Dec 07

+ Balcony upgrades

70% off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

2025Best Rate

Fri, Feb 20 - Sun, Mar 01

DEAL

Aruban Sunsets & Calm Cayman Days

Miami, Florida
Oranjestad, Aruba
Cartagena, Colombia
Ocho Rios, Jamaica
George Town, Grand Cayman
Miami, Florida

Insider cabins from

per Cabin

11 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

Sun, Mar 01 - Thu, Mar 12

+ Balcony upgrades

70% off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

2026Best Rate

Sun, Dec 07 - Thu, Dec 18

DEAL

Brilliant Caribbean Holidays

Miami, Florida
Grand Turk, Turks and Caicos
Puerto Plata, Dominican Republic
San Juan, Puerto Rico
Samaná, Dominican Republic
Miami, Florida

Insider cabins from

per Cabin

8 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ Balcony upgrades

70% off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Thu, Dec 18 - Fri, Dec 26

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

Insider cabins from

per Cabin

9 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ Balcony upgrades

70% off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Fri, Dec 26 - Sun, Jan 04

DEAL

Aruba, Bonaire, Colombia, Jamaica & More

Miami, Florida
Oranjestad, Aruba
Kralendijk, Bonaire
Cartagena, Colombia
Ocho Rios, Jamaica
George Town, Grand Cayman
Miami, Florida

Insider cabins from

per Cabin

11 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ Balcony upgrades

70% off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Sun, Jan 04 - Thu, Jan 15

Grand Turk, Puerto Plata & Bimini

Miami, Florida
The Beach Club at Bimini, Bahamas
Puerto Plata, Dominican Republic
Grand Turk, Turks and Caicos
Miami, Florida

Insider cabins from

per Cabin

6 nights

Brilliant Lady

+ Balcony upgrades

70% off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Mon, Jan 26 - Sun, Feb 01

DEAL

Magnetic Miami to Gorgeous George Town

Miami, Florida
Willemstad, Curaçao
Oranjestad, Aruba
Cartagena, Colombia
Ocho Rios, Jamaica
George Town, Grand Cayman
Miami, Florida

Insider cabins from

per Cabin

11 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ Balcony upgrades

70% off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Sun, Feb 01 - Thu, Feb 12

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

Sea View cabins from

per Cabin

8 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ Balcony upgrades

70% off 2nd Sailor

Sea View cabins from

per Cabin

Departing on:

Thu, Feb 12 - Fri, Feb 20

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

Insider cabins from

per Cabin

9 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ Balcony upgrades

70% off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Thu, Mar 12 - Sat, Mar 21

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

+ Balcony upgrades

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

+ Balcony upgrades

70% off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Sun, Apr 12 - Sat, Apr 18

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

+ Balcony upgrades

70% off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Sun, Apr 26 - Sun, May 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

+ Balcony upgrades

70% off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Sun, May 03 - Mon, May 11