Explore 421 cruise vacations

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SAIL INTO DEEPER SAVINGS: 75% 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

Sea View cabins from

per Cabin

5 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Sea View 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

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% 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

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% 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

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Fri, Oct 03 - Thu, Oct 16

RED HOT

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

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Fri, Oct 17 - Sat, Oct 25

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

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Sat, Nov 01 - Sat, Nov 08

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

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Sat, Nov 08 - Thu, Nov 20

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

Thu, Nov 20 - Fri, Nov 28

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

2025Best Rate

Thu, Feb 12 - Fri, Feb 20

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

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

2025Best Rate

Fri, Feb 20 - Sun, Mar 01

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

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Sun, Mar 01 - Thu, Mar 12

Sun, Dec 07 - Thu, Dec 18

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

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Thu, Dec 18 - Fri, Dec 26

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

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Fri, Dec 26 - Sun, Jan 04

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

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% 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

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Mon, Jan 26 - Sun, Feb 01

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

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Sun, Feb 01 - Thu, Feb 12

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

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Thu, Mar 12 - Sat, Mar 21

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

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Sat, Mar 21 - 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

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% 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

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% 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

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% 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

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Sun, May 03 - Mon, May 11

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

Insider cabins from

per Cabin

10 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Mon, May 11 - Thu, May 21

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

per Cabin

7 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Thu, May 21 - Thu, May 28

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

Insider cabins from

per Cabin

7 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Thu, Aug 20 - Thu, Aug 27

Thu, May 28 - Thu, Jun 04

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

per Cabin

7 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Thu, Aug 27 - Thu, Sep 03

Thu, Jun 04 - Thu, Jun 11

Thu, Jul 30 - Thu, Aug 06

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

per Cabin

12 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Thu, Jun 11 - Tue, Jun 23

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

per Cabin

9 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Tue, Jun 23 - Thu, Jul 02

Inside Passage: Eat & Drink Edition

Seattle, Washington • Inside Passage (Cruising), Alaska • Ketchikan, Alaska • Sitka, Alaska • Tracy Arm Fjord (Cruising), Alaska • Prince Rupert, British Columbia • Seattle, Washington

Insider cabins from

per Cabin

7 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Thu, Jul 02 - Thu, Jul 09

Thu, Jul 09 - Thu, Jul 16

Thu, Jul 16 - Thu, Jul 23

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

per Cabin

8 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Thu, Sep 03 - Fri, Sep 11

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

Insider cabins from

per Cabin

8 nights

Brilliant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Fri, Sep 11 - Sat, Sep 19

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

Insider cabins from

per Cabin

17 nights

Brilliant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Thu, Oct 29 - Sun, Nov 15

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

Insider cabins from

per Cabin

10 nights

Brilliant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Sun, Nov 15 - Wed, Nov 25

Mon, Jan 25 - Thu, Feb 04

Mon, Feb 22 - Thu, Mar 04

Dominican Daze

Miami, Florida • Puerto Plata, Dominican Republic • The Beach Club at Bimini, Bahamas • Miami, Florida

Insider cabins from

per Cabin

5 nights

Brilliant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Wed, Nov 25 - Mon, Nov 30

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

Insider cabins from

per Cabin

10 nights

Brilliant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Mon, Nov 30 - Thu, Dec 10

Mon, Jan 11 - Thu, Jan 21

Mon, Mar 08 - Thu, Mar 18

Fire & Sunset Soirées

Miami, Florida • Key West, Florida • The Beach Club at Bimini, Bahamas • Miami, Florida

Insider cabins from

per Cabin

4 nights

Brilliant Lady

Thu, Jan 07 - Mon, Jan 11

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

2027Best Rate

Thu, Dec 10 - Mon, Dec 14

Thu, Jan 21 - Mon, Jan 25

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

Insider cabins from

per Cabin

9 nights

Brilliant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Mon, Dec 14 - Wed, Dec 23

Brilliant Caribbean Holidays

Miami, Florida • The Beach Club at Bimini, Bahamas • Puerto Plata, Dominican Republic • Miami, Florida

Insider cabins from

per Cabin

5 nights

Brilliant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Wed, Dec 23 - Mon, Dec 28

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

Insider cabins from

per Cabin

10 nights

Brilliant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Mon, Dec 28 - Thu, Jan 07

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

Insider cabins from

per Cabin

10 nights

Brilliant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Mon, Feb 08 - Thu, Feb 18