Explore 392 cruise vacations

Showing cruise vacations: All Destinations, October 2025 - April 2027

Quick find:

Sails Brilliant Lady

Last chance: 70% off 2nd Sailor + Instant Savings

★

UP TO $700 OFF

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

$1,806~~$2,526~~

per Cabin

7 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ Instant Savings

70% off second Sailor

Insider cabins from

$1,806~~$2,526~~

per Cabin

Departing on:

Sat, Nov 01 - Sat, Nov 08

from (US$)$1,806

★

UP TO $700 OFF

Colorful Curaçao to the Charming Caymans

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

Sea View cabins from

$3,336~~$4,866~~

per Cabin

12 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ Instant Savings

70% off second Sailor

Sea View cabins from

$3,336~~$4,866~~

per Cabin

Departing on:

Sat, Nov 08 - Thu, Nov 20

from (US$)$3,336

EPIC SAVINGS ON ALL VOYAGES THROUGH 2027

70% off 2nd Sailor + up to $700* off

★

UP TO $700 OFF

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

$2,064~~$2,972~~

per Cabin

8 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ Instant Savings

70% off second Sailor

Insider cabins from

$2,064~~$2,972~~

per Cabin

Departing on:

Thu, Nov 20 - Fri, Nov 28

from (US$)$2,064

★

UP TO $700 OFF

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

$1,962~~$2,800~~

per Cabin

9 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ Instant Savings

70% off second Sailor

Insider cabins from

$1,962~~$2,800~~

per Cabin

Departing on:

Fri, Nov 28 - Sun, Dec 07

from (US$)$1,962

Fri, Feb 20 - Sun, Mar 01

from (US$)$3,554

★

UP TO $700 OFF

Aruban Sunsets & Calm Cayman Days

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

Insider cabins from

$2,530~~$3,648~~

per Cabin

11 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ Instant Savings

70% off second Sailor

Insider cabins from

$2,530~~$3,648~~

per Cabin

Departing on:

Sun, Dec 07 - Thu, Dec 18

from (US$)$2,530

Sun, Mar 01 - Thu, Mar 12

from (US$)$3,092

★

UP TO $700 OFF

Brilliant Caribbean Holidays

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

Sea View cabins from

$2,726~~$3,992~~

per Cabin

8 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ Instant Savings

70% off second Sailor

Sea View cabins from

$2,726~~$3,992~~

per Cabin

Departing on:

Thu, Dec 18 - Fri, Dec 26

from (US$)$2,726

★

UP TO $700 OFF

Brilliant New Year's Ahoy!

Miami, Florida
Grand Turk, Turks and Caicos
Philipsburg, St. Maarten
Basseterre, St. Kitts and Nevis
San Juan, Puerto Rico
Miami, Florida

Insider cabins from

$4,758~~$7,134~~

per Cabin

9 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ Instant Savings

70% off second Sailor

Insider cabins from

$4,758~~$7,134~~

per Cabin

Departing on:

Fri, Dec 26 - Sun, Jan 04

from (US$)$4,758

★

UP TO $700 OFF

Aruba, Bonaire, Colombia, Jamaica & More

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

Sea View cabins from

$4,226~~$6,248~~

per Cabin

11 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ Instant Savings

70% off second Sailor

Sea View cabins from

$4,226~~$6,248~~

per Cabin

Departing on:

Sun, Jan 04 - Thu, Jan 15

from (US$)$4,226

Grand Turk, Puerto Plata & Bimini

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

Sea View cabins from

$2,552~~$3,700~~

per Cabin

6 nights

Brilliant Lady

+ Instant Savings

70% off second Sailor

Sea View cabins from

$2,552~~$3,700~~

per Cabin

Departing on:

Mon, Jan 26 - Sun, Feb 01

from (US$)$2,552

★

UP TO $700 OFF

Magnetic Miami to Gorgeous George Town

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

Sea View cabins from

$3,512~~$5,148~~

per Cabin

11 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ Instant Savings

70% off second Sailor

Sea View cabins from

$3,512~~$5,148~~

per Cabin

Departing on:

Sun, Feb 01 - Thu, Feb 12

from (US$)$3,512

★

UP TO $700 OFF

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

Insider cabins from

$2,900~~$4,264~~

per Cabin

8 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ Instant Savings

70% off second Sailor

Insider cabins from

$2,900~~$4,264~~

per Cabin

Departing on:

Thu, Feb 12 - Fri, Feb 20

from (US$)$2,900

★

UP TO $700 OFF

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

Sea View cabins from

$3,260~~$4,776~~

per Cabin

9 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ Instant Savings

70% off second Sailor

Sea View cabins from

$3,260~~$4,776~~

per Cabin

Departing on:

Thu, Mar 12 - Sat, Mar 21

from (US$)$3,260

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

$5,984~~$8,376~~

per Cabin

16 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ Instant Savings

70% off second Sailor

Insider cabins from

$5,984~~$8,376~~

per Cabin

Departing on:

Fri, Mar 26 - Sun, Apr 11

from (US$)$5,984

Sat, Mar 21 - Mon, Apr 06

from (US$)$6,790

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

5 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ Instant Savings

70% off second Sailor

Sea View cabins from

$1,990~~$2,824~~

per Cabin

Departing on:

Tue, Apr 07 - Sun, Apr 12

from (US$)$1,990

California (and Mexico) Dreamin'

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

Insider cabins from

$2,644~~$3,838~~

per Cabin

6 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ Instant Savings

70% off second Sailor

Insider cabins from

$2,644~~$3,838~~

per Cabin

Departing on:

Sun, Apr 12 - Sat, Apr 18

from (US$)$2,644

Hollywood Sunsets & Mexican Horizons

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

Insider cabins from

$2,068~~$2,916~~

per Cabin

7 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ Instant Savings

70% off second Sailor

Insider cabins from

$2,068~~$2,916~~

per Cabin

Departing on:

Sat, Sep 26 - Sat, Oct 03

from (US$)$2,068

Sun, Apr 26 - Sun, May 03

from (US$)$3,206

Sat, Sep 19 - Sat, Sep 26

from (US$)$2,220

LA Lights & Vancouver Vistas

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

Insider cabins from

$2,364~~$3,344~~

per Cabin

8 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ Instant Savings

70% off second Sailor

Insider cabins from

$2,364~~$3,344~~

per Cabin

Departing on:

Sun, May 03 - Mon, May 11

from (US$)$2,364

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

$4,138~~$6,058~~

per Cabin

10 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ Instant Savings

70% off second Sailor

Insider cabins from

$4,138~~$6,058~~

per Cabin

Departing on:

Mon, May 11 - Thu, May 21

from (US$)$4,138

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

$3,538~~$5,128~~

per Cabin

7 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ Instant Savings

70% off second Sailor

Insider cabins from

$3,538~~$5,128~~

per Cabin

Departing on:

Thu, May 21 - Thu, May 28

from (US$)$3,538

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

$3,322~~$4,782~~

per Cabin

7 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ Instant Savings

70% off second Sailor

Insider cabins from

$3,322~~$4,782~~

per Cabin

Departing on:

Thu, Aug 20 - Thu, Aug 27

from (US$)$3,322

Thu, May 28 - Thu, Jun 04

from (US$)$3,576

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

$2,668~~$3,790~~

per Cabin

7 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ Instant Savings

70% off second Sailor

Insider cabins from

$2,668~~$3,790~~

per Cabin

Departing on:

Thu, Jul 16 - Thu, Jul 23

from (US$)$2,668

Thu, Jun 04 - Thu, Jun 11

from (US$)$3,274

Thu, Jul 02 - Thu, Jul 09

from (US$)$3,538

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

$5,888~~$8,626~~

per Cabin

12 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ Instant Savings

70% off second Sailor

Insider cabins from

$5,888~~$8,626~~

per Cabin

Departing on:

Thu, Jun 11 - Tue, Jun 23

from (US$)$5,888

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

$4,414~~$6,454~~

per Cabin

9 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ Instant Savings

70% off second Sailor

Insider cabins from

$4,414~~$6,454~~

per Cabin

Departing on:

Tue, Jun 23 - Thu, Jul 02

from (US$)$4,414

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

$3,050~~$4,348~~

per Cabin

8 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ Instant Savings

70% off second Sailor

Insider cabins from

$3,050~~$4,348~~

per Cabin

Departing on:

Thu, Sep 03 - Fri, Sep 11

from (US$)$3,050

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

$2,816~~$4,026~~

per Cabin

8 nights

Brilliant Lady

+ Instant Savings

70% off second Sailor

Insider cabins from

$2,816~~$4,026~~

per Cabin

Departing on:

Fri, Sep 11 - Sat, Sep 19

from (US$)$2,816

Mexican Riviera Halloween Cruise

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

Insider cabins from

$2,074~~$2,964~~

per Cabin

7 nights

Brilliant Lady

+ Instant Savings

70% off second Sailor

Insider cabins from

$2,074~~$2,964~~

per Cabin

Departing on:

Sat, Oct 17 - Sat, Oct 24

from (US$)$2,074

SoCal & Ensenada: Halloween Edition

Los Angeles, California
Catalina Island, California
San Diego, California
Ensenada, Mexico
Los Angeles, California

Insider cabins from

$1,550~~$2,130~~

per Cabin

5 nights

Brilliant Lady

+ Instant Savings

70% off second Sailor

Insider cabins from

$1,550~~$2,130~~

per Cabin

Departing on:

Sat, Oct 24 - Thu, Oct 29

from (US$)$1,550

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

$4,992~~$6,844~~

per Cabin

17 nights

Brilliant Lady

+ Instant Savings

70% off second Sailor

Insider cabins from

$4,992~~$6,844~~

per Cabin

Departing on:

Thu, Oct 29 - Sun, Nov 15

from (US$)$4,992

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

$2,580~~$3,602~~

per Cabin

10 nights

Brilliant Lady

+ Instant Savings

70% off second Sailor

Insider cabins from

$2,580~~$3,602~~

per Cabin

Departing on:

Mon, Jan 25 - Thu, Feb 04

from (US$)$2,580

Sun, Nov 15 - Wed, Nov 25

from (US$)$3,062

Mon, Feb 22 - Thu, Mar 04

from (US$)$2,780

Dominican Daze

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

Insider cabins from

$1,910~~$2,740~~

per Cabin

5 nights

Brilliant Lady

+ Instant Savings

70% off second Sailor

Insider cabins from

$1,910~~$2,740~~

per Cabin

Departing on:

Wed, Nov 25 - Mon, Nov 30

from (US$)$1,910

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

$2,978~~$4,196~~

per Cabin

10 nights

Brilliant Lady

+ Instant Savings

70% off second Sailor

Insider cabins from

$2,978~~$4,196~~

per Cabin

Departing on:

Mon, Jan 11 - Thu, Jan 21

from (US$)$2,978

Mon, Nov 30 - Thu, Dec 10

from (US$)$3,064

Mon, Mar 08 - Thu, Mar 18

from (US$)$2,980

Fire & Sunset Soirées

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

Insider cabins from

$1,252~~$1,664~~

per Cabin

4 nights

Brilliant Lady

+ Instant Savings

70% off second Sailor

Insider cabins from

$1,252~~$1,664~~

per Cabin

Departing on:

Thu, Jan 07 - Mon, Jan 11

from (US$)$1,252

Thu, Dec 10 - Mon, Dec 14

from (US$)$1,344

Thu, Jan 21 - Mon, Jan 25

from (US$)$1,338

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

$2,282~~$3,254~~

per Cabin

9 nights

Brilliant Lady

+ Instant Savings

70% off second Sailor

Insider cabins from

$2,282~~$3,254~~

per Cabin

Departing on:

Mon, Dec 14 - Wed, Dec 23

from (US$)$2,282

Brilliant Caribbean Holidays

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

Insider cabins from

$2,232~~$3,220~~

per Cabin

5 nights

Brilliant Lady

+ Instant Savings

70% off second Sailor

Insider cabins from

$2,232~~$3,220~~

per Cabin

Departing on:

Wed, Dec 23 - Mon, Dec 28

from (US$)$2,232

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

$4,980~~$7,394~~

per Cabin

10 nights

Brilliant Lady

+ Instant Savings

70% off second Sailor

Insider cabins from

$4,980~~$7,394~~

per Cabin

Departing on:

Mon, Dec 28 - Thu, Jan 07

from (US$)$4,980

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

$2,780~~$3,892~~

per Cabin

10 nights

Brilliant Lady

+ Instant Savings

70% off second Sailor

Insider cabins from

$2,780~~$3,892~~

per Cabin

Departing on:

Mon, Feb 08 - Thu, Feb 18

from (US$)$2,780

Bahamas & Bimini Beach Club

Miami, Florida
Freeport, Grand Bahama Island, Bahamas
The Beach Club at Bimini, Bahamas
Miami, Florida

Insider cabins from

$1,644~~$2,308~~

per Cabin

4 nights

Brilliant Lady

+ Instant Savings

70% off second Sailor

Insider cabins from

$1,644~~$2,308~~

per Cabin

Departing on:

Mon, Mar 22 - Fri, Mar 26

from (US$)$1,644