Explore 423 cruise vacations

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Fri, Dec 05 - Sat, Dec 13

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, Dec 13 - Sat, Dec 20

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

2025Best Rate

Sat, Dec 06 - Sat, Dec 13

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

Fire & Sunset Soirées

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

Insider cabins from

per Cabin

4 nights

Scarlet Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Wed, Dec 10 - Sun, Dec 14

St. Lucia, St. Maarten, Barbados & More

San Juan, Puerto Rico • Basseterre, St. Kitts and Nevis • Castries, St. Lucia • Roseau, Dominica • Bridgetown, Barbados • Philipsburg, St. Maarten • San Juan, Puerto Rico

Sea View cabins from

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Sea View cabins from

per Cabin

Departing on:

Sat, Dec 13 - Sat, Dec 20

Riviera Maya

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

Insider cabins from

per Cabin

5 nights

Scarlet Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Sun, Dec 14 - Fri, Dec 19

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

Valiant Caribbean Holidays

San Juan, Puerto Rico • Philipsburg, St. Maarten • Basseterre, St. Kitts and Nevis • St. John's, Antigua • Castries, St. Lucia • Tortola, British Virgin Islands • San Juan, Puerto Rico

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:

Sat, Dec 20 - Sat, Dec 27

Scarlet Caribbean Holidays

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

Insider cabins from

per Cabin

4 nights

Scarlet Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Wed, Dec 24 - Sun, Dec 28

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

Resilient New Year's Ahoy!

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

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Sat, Dec 27 - Sat, Jan 03

Valiant New Year’s Ahoy!

San Juan, Puerto Rico • Philipsburg, St. Maarten • Basseterre, St. Kitts and Nevis • Castries, St. Lucia • Bridgetown, Barbados • St. Croix, U.S. Virgin Islands • San Juan, Puerto Rico

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: