Explore 421 cruise vacations

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SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

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Departing on:

Sat, Jan 31 - Sat, Feb 07

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

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Sat, Jan 31 - Sat, Feb 07

Sat, Feb 28 - Sat, Mar 07

Sat, Mar 28 - Sat, Apr 04

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

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SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Sun, Feb 01 - Thu, Feb 12

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

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SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Wed, Feb 04 - Sun, Feb 08

Wed, Feb 18 - Sun, Feb 22

Wed, Mar 04 - Sun, Mar 08

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

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Sat, Feb 07 - Sat, Feb 14

Sat, Feb 14 - Sat, Feb 21

Sat, Feb 21 - Sat, Feb 28

St. Lucia, Barbados & More

San Juan, Puerto Rico • Philipsburg, St. Maarten • Basseterre, St. Kitts and Nevis • Castries, St. Lucia • Bridgetown, Barbados • Charlotte Amalie, St. Thomas • 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, Feb 07 - Sat, Feb 14

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, Feb 08 - Fri, Feb 13

Sun, Feb 22 - Fri, Feb 27

Sun, Mar 08 - Fri, Mar 13

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

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SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Thu, Feb 12 - Fri, Feb 20

Aruba, Curaçao and the St. Isles

San Juan, Puerto Rico • Oranjestad, Aruba • Willemstad, Curaçao • St. Croix, U.S. Virgin Islands • Philipsburg, St. Maarten • San Juan, Puerto Rico

Sea View cabins from

per Cabin

7 nights

Valiant Lady

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SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Sea View cabins from

per Cabin

Departing on:

Sat, Feb 14 - Sat, Feb 21

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

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SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Fri, Feb 20 - Sun, Mar 01

Antigua, Martinique, & Barbados & More

San Juan, Puerto Rico • Philipsburg, St. Maarten • Bridgetown, Barbados • Fort-de-France, Martinique • St. John's, Antigua • Tortola, British Virgin Islands • San Juan, Puerto Rico

Insider cabins from

per Cabin

7 nights

Valiant Lady

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SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Sat, Feb 21 - Sat, Feb 28

Miami, Grand Turk (& back)

Miami, Florida • Grand Turk, Turks and Caicos • 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:

Fri, Mar 27 - Wed, Apr 01

Fri, Feb 27 - Wed, Mar 04

Sunny Miles of Tropical Isles

San Juan, Puerto Rico • Philipsburg, St. Maarten • Bridgetown, Barbados • Castries, St. Lucia • Fort-de-France, Martinique • Basseterre, St. Kitts and Nevis • 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, Feb 28 - Sat, Mar 07

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

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

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Sat, Mar 07 - Sat, Mar 14

Quaint Castries to Elegant Antigua

San Juan, Puerto Rico • Basseterre, St. Kitts and Nevis • Castries, St. Lucia • Fort-de-France, Martinique • St. John's, Antigua • 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, Mar 07 - Sat, Mar 14

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

Costa Mayan Caves & Honduran Waves

Miami, Florida • Costa Maya, Mexico • Roatán, Honduras • Cozumel, Mexico • Miami, Florida

Insider cabins from

per Cabin

6 nights

Resilient Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Sat, Mar 14 - Fri, Mar 20

Sunsets in the Lesser Antilles

San Juan, Puerto Rico • Oranjestad, Aruba • Willemstad, Curaçao • Fort-de-France, Martinique • Basseterre, St. Kitts and Nevis • 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, Mar 14 - Sat, Mar 21

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

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

Saint (Isles) & Seas of the Caribbean

San Juan, Puerto Rico • Tortola, British Virgin Islands • Bridgetown, Barbados • Castries, St. Lucia • St. John's, Antigua • Philipsburg, St. Maarten • 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, Mar 21 - Sat, Mar 28

Tortola, Charleston, Newport & More

San Juan, Puerto Rico • Tortola, British Virgin Islands • Puerto Plata, Dominican Republic • Charleston, South Carolina • Newport, Rhode Island • New York City, New York

Insider cabins from

per Cabin

9 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Sat, Mar 28 - Mon, Apr 06