Explore 419 cruise vacations

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Sea View cabins from

per Cabin

Departing on:

Wed, Dec 10 - Sun, Dec 14

Wed, Jul 09 - Sun, Jul 13

Grand Cayman, Costa Maya & More

Miami, Florida
George Town, Grand Cayman
Costa Maya, Mexico
The Beach Club at Bimini, Bahamas
Miami, Florida

Insider cabins from

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Sun, Jul 13 - Sun, Jul 20

Grand Turk, Puerto Plata & More

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

Insider cabins from

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Sun, Jul 20 - Sun, Jul 27

Riviera Maya

Miami, Florida
Cozumel, Mexico
The Beach Club at Bimini, Bahamas
Miami, Florida

Insider cabins from

per Cabin

5 nights

Valiant Lady & Scarlet Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Sun, Nov 16 - Fri, Nov 21

Sun, Jul 27 - Fri, Aug 01

Sun, Aug 24 - Fri, Aug 29

Dominican Daze

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

Insider cabins from

per Cabin

5 nights

Valiant Lady & Scarlet Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Fri, Nov 07 - Wed, Nov 12

Fri, Aug 01 - Wed, Aug 06

Fri, Dec 05 - Wed, Dec 10

Virgin Voyages Comedy Fest from Miami

Miami, Florida
Costa Maya, Mexico
The Beach Club at Bimini, Bahamas
Miami, Florida

Insider cabins from

per Cabin

5 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Sun, Aug 10 - Fri, Aug 15

Mayan Sol

Miami, Florida
Costa Maya, Mexico
The Beach Club at Bimini, Bahamas
Miami, Florida

Insider cabins from

per Cabin

5 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Sun, Sep 07 - Fri, Sep 12

Sun, Oct 05 - Fri, Oct 10

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

Riviera Maya: Halloween Edition

Miami, Florida
Cozumel, Mexico
The Beach Club at Bimini, Bahamas
Miami, Florida

Sea View cabins from

per Cabin

5 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Sea View cabins from

per Cabin

Departing on:

Sun, Oct 19 - Fri, Oct 24

One-way to SJ: DR, St. Maarten & BVI

Miami, Florida
Puerto Plata, Dominican Republic
Philipsburg, St. Maarten
Tortola, British Virgin Islands
San Juan, Puerto Rico

Insider cabins from

per Cabin

6 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Sun, Nov 02 - Sat, Nov 08

San Juan Sunrises & Dominican Dreams

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

Insider cabins from

per Cabin

7 nights

Resilient Lady

Sat, Jan 31 - Sat, Feb 07

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

2026Best Rate

Sat, Nov 15 - Sat, Nov 22

Sat, Feb 28 - Sat, Mar 07

Miami, Grand Turk (& back)

Miami, Florida
Grand Turk, Turks and Caicos
The Beach Club at Bimini, Bahamas
Miami, Florida

Sea View cabins from

per Cabin

5 nights

Scarlet Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Sea View cabins from

per Cabin

Departing on:

Sun, Nov 30 - Fri, Dec 05

Fri, Nov 21 - Wed, Nov 26

Fri, Dec 19 - Wed, Dec 24

Cayman Coves & Jamaican Waterfalls

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

Insider cabins from

per Cabin

7 nights

Resilient Lady

Sat, Jan 24 - Sat, Jan 31

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

2026Best Rate

Sat, Nov 22 - Sat, Nov 29

Sat, Dec 06 - Sat, Dec 13

San Juan, Samaná & Bimini

Miami, Florida
San Juan, Puerto Rico
Samaná, Dominican Republic
The Beach Club at Bimini, Bahamas
Miami, Florida

Insider cabins from

per Cabin

7 nights

Resilient Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Sat, Nov 29 - Sat, Dec 06

Sat, Jan 17 - Sat, Jan 24

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, 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

Resilient Caribbean Holidays

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

Insider cabins from

per Cabin

7 nights

Resilient Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Sat, Dec 20 - Sat, Dec 27

Scarlet Caribbean Holidays

Miami, Florida
Nassau, Bahamas
The Beach Club at Bimini, Bahamas
Miami, Florida

Sea View cabins from

per Cabin

4 nights

Scarlet Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Sea View cabins from

per Cabin

Departing on:

Wed, Dec 24 - Sun, Dec 28

Cozumel, Grand Cayman & Bimini

Miami, Florida
George Town, Grand Cayman
Cozumel, Mexico
The Beach Club at Bimini, Bahamas
Miami, Florida

Insider cabins from

per Cabin

7 nights

Resilient Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Sat, Jan 03 - Sat, Jan 10

Cayman Isles & Jamaican Miles

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

Insider cabins from

per Cabin

7 nights

Resilient Lady

Sat, Jan 10 - Sat, Jan 17

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

2026Best Rate

Sat, Mar 07 - Sat, Mar 14

RED HOT

Puerto Rican Nights & St. Croix Delights

Miami, Florida
Puerto Plata, Dominican Republic
San Juan, Puerto Rico
St. Croix, U.S. Virgin Islands
The Beach Club at Bimini, Bahamas
Miami, Florida

Insider cabins from

per Cabin

8 nights

Resilient Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Fri, Mar 20 - Sat, Mar 28