Explore over 320 cruise vacations

+ free balcony upgrades

Get up to 70% off your 2nd Sailor

Insider cabins from

$2,510

per Cabin

Departing on:

Fri, Nov 15 - Thu, Nov 21

from $2,510

Riviera Maya

Miami, Florida • Cozumel (Playa del Carmen) • Beach Club at Bimini • Miami, Florida

Insider cabins from

$986

per Cabin

5 nights

Valiant Lady

Sun, Nov 17 - Fri, Nov 22

+ free balcony upgrades

Get up to 70% off your 2nd Sailor

Insider cabins from

$986

per Cabin

Departing on:

2024Best Rate

from $986

Sun, Dec 01 - Fri, Dec 06

from $986

Sun, Jan 12 - Fri, Jan 17

from $988

SWING INTO SAVINGS

70% off a 2nd Sailor + balcony upgrades

Always Included Luxury: Wi-Fi, tips & gratuities, all dining, entertainment, and more.

Dominican Daze

Miami, Florida • Puerto Plata • Beach Club at Bimini • Miami, Florida

Sea View cabins from

$1,692

per Cabin

5 nights

Valiant Lady

Fri, Jan 17 - Wed, Jan 22

+ free balcony upgrades

Get up to 70% off your 2nd Sailor

Sea View cabins from

$1,692

per Cabin

Departing on:

2025Best Rate

from $1,692

Fri, Nov 22 - Wed, Nov 27

from $3,092

Sun, Dec 15 - Fri, Dec 20

from $2,458

The Virgin Voyages Weekend w/ Sam Feldt

Miami, Florida • Miami, Florida

RockStar Quarters suites from

$2,536

per Cabin

2 nights

Resilient Lady

+ free balcony upgrades

Get up to 70% off your 2nd Sailor

RockStar Quarters suites from

$2,536

per Cabin

Departing on:

Sat, Nov 23 - Mon, Nov 25

from $2,536

Only suites remaining

From Rome to Miami

Civitavecchia (Rome) • Barcelona • Málaga • Funchal, Madeira • Santa Cruz de Tenerife • Miami, Florida

Insider cabins from

$3,150

per Cabin

16 nights

Scarlet Lady

+ free balcony upgrades

Get up to 70% off your 2nd Sailor

Insider cabins from

$3,150

per Cabin

Departing on:

Thu, Nov 28 - Sat, Dec 14

from $3,150

One-Way San Juan Sojourn

Miami, Florida • Grand Turk • Puerto Plata • Basseterre • San Juan

Insider cabins from

$2,096

per Cabin

6 nights

Resilient Lady

+ free balcony upgrades

Get up to 70% off your 2nd Sailor

Insider cabins from

$2,096

per Cabin

Departing on:

Sat, Nov 30 - Fri, Dec 06

from $2,096

Dominican Daze: Holiday Edition

Miami, Florida • Puerto Plata • Beach Club at Bimini • Miami, Florida

Insider cabins from

$986

per Cabin

5 nights

Valiant Lady

+ free balcony upgrades

Get up to 70% off your 2nd Sailor

Insider cabins from

$986

per Cabin

Departing on:

Fri, Dec 06 - Wed, Dec 11

from $986

San Juan to St. Lucia: Holiday Edition

San Juan • Tortola • Philipsburg • Bridgetown • Fort-de-France • Castries • Basseterre • San Juan

Insider cabins from

$3,014

per Cabin

8 nights

Resilient Lady

+ free balcony upgrades

Get up to 70% off your 2nd Sailor

Insider cabins from

$3,014

per Cabin

Departing on:

Fri, Dec 06 - Sat, Dec 14

from $3,014

Fire & Sunset Soirées: Holiday Edition

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

Insider cabins from

$1,478

per Cabin

4 nights

Valiant Lady

+ free balcony upgrades

Get up to 70% off your 2nd Sailor

Insider cabins from

$1,478

per Cabin

Departing on:

Wed, Dec 11 - Sun, Dec 15

from $1,478

Eastern Caribbean Antilles

Miami, Florida • Puerto Plata • San Juan • St. Croix • Beach Club at Bimini • Miami, Florida

Insider cabins from

$2,066

per Cabin

8 nights

Scarlet Lady

Sat, Dec 14 - Sun, Dec 22

+ free balcony upgrades

Get up to 70% off your 2nd Sailor

Insider cabins from

$2,066

per Cabin

Departing on:

2024Best Rate

from $2,066

Sat, Jan 11 - Sun, Jan 19

from $2,374

Sat, Jan 25 - Sun, Feb 02

from $2,372

Saint (Isles) & Seas of the Caribbean

San Juan • Tortola • Bridgetown • Castries • St. John's • Philipsburg • San Juan

Insider cabins from

$2,610

per Cabin

7 nights

Resilient Lady

+ free balcony upgrades

Get up to 70% off your 2nd Sailor

Insider cabins from

$2,610

per Cabin

Departing on:

Sat, Dec 14 - Sat, Dec 21

from $2,610

Valiant Caribbean Holidays

Miami, Florida • Nassau • Puerto Plata • Beach Club at Bimini • Miami, Florida

Insider cabins from

$2,270

per Cabin

6 nights

Valiant Lady

+ free balcony upgrades

Get up to 70% off your 2nd Sailor

Insider cabins from

$2,270

per Cabin

Departing on:

Fri, Dec 20 - Thu, Dec 26

from $2,270

Resilient Caribbean Holidays

San Juan • Philipsburg • Bridgetown • Castries • Fort-de-France • Basseterre • San Juan

Insider cabins from

$2,788

per Cabin

7 nights

Resilient Lady

+ free balcony upgrades

Get up to 70% off your 2nd Sailor

Insider cabins from

$2,788

per Cabin

Departing on:

Sat, Dec 21 - Sat, Dec 28

from $2,788

Scarlet Caribbean Holidays

Miami, Florida • Costa Maya • Roatán • Beach Club at Bimini • Miami, Florida

Sea View cabins from

$3,228

per Cabin

6 nights

Scarlet Lady

+ free balcony upgrades

Get up to 70% off your 2nd Sailor

Sea View cabins from

$3,228

per Cabin

Departing on:

Sun, Dec 22 - Sat, Dec 28

from $3,228

Fire & Sunset Soirées

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

Insider cabins from

$1,434

per Cabin

4 nights

Valiant Lady

Wed, Jan 22 - Sun, Jan 26

+ free balcony upgrades

Get up to 70% off your 2nd Sailor

Insider cabins from

$1,434

per Cabin

Departing on:

2025Best Rate

from $1,434

Thu, Dec 26 - Mon, Dec 30

from $1,834

Wed, Jan 08 - Sun, Jan 12

from $1,700

Resilient New Year's Ahoy

San Juan • Tortola • Bridgetown • Castries • St. John's • Philipsburg • San Juan

Insider cabins from

$3,488

per Cabin

7 nights

Resilient Lady

+ free balcony upgrades

Get up to 70% off your 2nd Sailor

Insider cabins from

$3,488

per Cabin

Departing on:

Sat, Dec 28 - Sat, Jan 04

from $3,488

Scarlet New Year's Ahoy!

Miami, Florida • Puerto Plata • San Juan • St. Croix • Beach Club at Bimini • Miami, Florida

Insider cabins from

$3,986

per Cabin

8 nights

Scarlet Lady

+ free balcony upgrades

Get up to 70% off your 2nd Sailor

Insider cabins from

$3,986

per Cabin

Departing on:

Sat, Dec 28 - Sun, Jan 05

from $3,986

Valiant New Year's Ahoy!

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

Insider cabins from

$2,714

per Cabin

4 nights

Valiant Lady

+ free balcony upgrades

Get up to 70% off your 2nd Sailor

Insider cabins from

$2,714

per Cabin

Departing on:

Mon, Dec 30 - Fri, Jan 03

from $2,714

Sunsets in the Lesser Antilles

San Juan • Oranjestad • Willemstad • Fort-de-France • Basseterre • San Juan

Insider cabins from

$2,878

per Cabin

7 nights

Resilient Lady

+ free balcony upgrades

Get up to 70% off your 2nd Sailor

Insider cabins from

$2,878

per Cabin

Departing on:

Sat, Jan 04 - Sat, Jan 11

from $2,878

Western Caribbean Charm

Miami, Florida • Roatán • Costa Maya • Beach Club at Bimini • Miami, Florida

Insider cabins from

$1,178

per Cabin

6 nights

Scarlet Lady

Sun, Jan 05 - Sat, Jan 11

+ free balcony upgrades

Get up to 70% off your 2nd Sailor

Insider cabins from

$1,178

per Cabin

Departing on:

2025Best Rate

from $1,178

Sun, Jan 19 - Sat, Jan 25

from $1,550

San Juan, St. Vincent, Barbados & More

San Juan • Tortola • Basseterre • St. John's • Fort-de-France • Bridgetown • Castries • Kingstown • San Juan

Insider cabins from

$1,962

per Cabin

10 nights

Resilient Lady

+ free balcony upgrades

Get up to 70% off your 2nd Sailor

Insider cabins from

$1,962

per Cabin

Departing on:

Sat, Jan 11 - Tue, Jan 21

from $1,962

Idyllic Caribbean Isles & Colombia

San Juan • Cartagena • Willemstad • Oranjestad • Castries • St. John's • Philipsburg • San Juan

Insider cabins from

$2,170

per Cabin

11 nights

Resilient Lady

+ free balcony upgrades

Get up to 70% off your 2nd Sailor

Insider cabins from

$2,170

per Cabin

Departing on: