Explore 381 cruise vacations

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,546

per Cabin

Departing on:

Sat, Apr 19 - Sun, Apr 27

from (US$)$2,546

Riviera Maya

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

Insider cabins from

$1,590

per Cabin

5 nights

Valiant Lady, Scarlet Lady & Resilient Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$1,590

per Cabin

Departing on:

Sun, Jan 11 - Fri, Jan 16

Sun, Apr 20 - Fri, Apr 25

from (US$)$1,790

Sun, Jun 01 - Fri, Jun 06

from (US$)$2,250

Dominican Daze

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

Insider cabins from

$1,490

per Cabin

5 nights

Valiant Lady, Scarlet Lady, Resilient Lady & Brilliant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$1,490

per Cabin

Departing on:

Mon, Aug 31 - Sat, Sep 05

from (US$)$1,490

Fri, Apr 25 - Wed, Apr 30

from (US$)$1,790

Fri, May 09 - Wed, May 14

from (US$)$2,090

Western Caribbean Charm

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

Insider cabins from

$1,790

per Cabin

6 nights

Scarlet Lady & Resilient Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$1,790

per Cabin

Departing on:

Sun, Nov 09 - Sat, Nov 15

from (US$)$1,790

Sun, Apr 27 - Sat, May 03

from (US$)$2,148

* Port changes in place on select sailings — see full cruise details

Fire & Sunset Soirées

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

Insider cabins from

$1,192

per Cabin

4 nights

Valiant Lady, Scarlet Lady, Resilient Lady & Brilliant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$1,192

per Cabin

Departing on:

Thu, Sep 24 - Mon, Sep 28

from (US$)$1,192

Wed, Apr 30 - Sun, May 04

from (US$)$2,240

Wed, May 14 - Sun, May 18

from (US$)$1,674

* Port changes in place on select sailings — see full cruise details

A Virgin Celebration Voyage (Miami)

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

Sea View cabins from

$2,090

per Cabin

5 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Sea View cabins from

$2,090

per Cabin

Departing on:

Sun, May 04 - Fri, May 09

from (US$)$2,090

Mayan Sol

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

Insider cabins from

$1,590

per Cabin

5 nights

Valiant Lady, Resilient Lady & Scarlet Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$1,590

per Cabin

Departing on:

Mon, Jan 04 - Sat, Jan 09

Sun, May 18 - Fri, May 23

from (US$)$1,892

Sun, Jun 15 - Fri, Jun 20

from (US$)$2,092

Grand Cayman, Costa Maya & More

Miami, Florida • George Town • Costa Maya • The Beach Club at Bimini • Miami, Florida

Insider cabins from

$2,926

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,926

per Cabin

Departing on:

Sun, Jul 13 - Sun, Jul 20

from (US$)$2,926

Grand Turk, Puerto Plata & More

Miami, Florida • Puerto Plata • Grand Turk • The Beach Club at Bimini • Miami, Florida

Insider cabins from

$3,206

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$3,206

per Cabin

Departing on:

Sun, Jul 20 - Sun, Jul 27

from (US$)$3,206

Virgin Voyages Comedy Fest from Miami

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

Insider cabins from

$1,890

per Cabin

5 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$1,890

per Cabin

Departing on:

Sun, Aug 10 - Fri, Aug 15

from (US$)$1,890

Scarlet's Haunted Halloween Soirée

Barcelona • Palma de Mallorca • Casablanca • Funchal, Madeira • Santa Cruz de Tenerife • Miami, Florida

Sea View cabins from

$2,670

per Cabin

15 nights

Scarlet Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Sea View cabins from

$2,670

per Cabin

Departing on:

Thu, Oct 16 - Fri, Oct 31

from (US$)$2,670

RED HOT

Brilliant Lady Miami MerMaiden

Miami, Florida • Philipsburg • Tortola • The Beach Club at Bimini • Miami, Florida

Insider cabins from

$3,184

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

$3,184

per Cabin

Departing on:

Fri, Oct 17 - Sat, Oct 25

from (US$)$3,184

Riviera Maya: Halloween Edition

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

Insider cabins from

$1,700

per Cabin

5 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$1,700

per Cabin

Departing on:

Sun, Oct 19 - Fri, Oct 24

from (US$)$1,700

Dominican Daze: Halloween Edition

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

Sea View cabins from

$2,102

per Cabin

5 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Sea View cabins from

$2,102

per Cabin

Departing on:

Fri, Oct 24 - Wed, Oct 29

from (US$)$2,102

Valiant's Haunted Halloween Soirée

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

Sea Terrace cabins from

$2,200

per Cabin

4 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Sea Terrace cabins from

$2,200

per Cabin

Departing on:

Wed, Oct 29 - Sun, Nov 02

from (US$)$2,200

Honduras, Mexico & Bahamas

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

Insider cabins from

$2,450

per Cabin

7 nights

Scarlet Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,450

per Cabin

Departing on:

Fri, Oct 31 - Fri, Nov 07

from (US$)$2,450

Western Caribbean: From Miami to Bimini

Miami, Florida • Ocho Rios • George Town • The Beach Club at Bimini • Miami, Florida

Insider cabins from

$2,226

per Cabin

7 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,226

per Cabin

Departing on:

Sat, Nov 01 - Sat, Nov 08

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

Miami, Florida • Puerto Plata • Philipsburg • Tortola • San Juan, Puerto Rico

Insider cabins from

$2,100

per Cabin

6 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,100

per Cabin

Departing on:

Sun, Nov 02 - Sat, Nov 08

from (US$)$2,100

Colorful Curaçao to the Charming Caymans

Miami, Florida • Oranjestad • Willemstad • Cartagena • Ocho Rios • George Town • Miami, Florida

Insider cabins from

$3,096

per Cabin

12 nights

Brilliant Lady

Brilliant Lady's Inaugural Season

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$3,096

per Cabin

Departing on:

Sat, Nov 08 - Thu, Nov 20

from (US$)$3,096

Saint (Isles) & Seas of the Caribbean

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

Insider cabins from

$2,228

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,228

per Cabin

Departing on:

Sat, Mar 21 - Sat, Mar 28

Sat, Nov 08 - Sat, Nov 15

from (US$)$3,290

Sat, Jan 02 - Sat, Jan 09

San Juan Sunrises & Dominican Dreams

Miami, Florida • San Juan, Puerto Rico • Puerto Plata • The Beach Club at Bimini • Miami, Florida

Insider cabins from

$1,946

per Cabin

7 nights

Resilient Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$1,946

per Cabin

Departing on:

Sat, Nov 15 - Sat, Nov 22

Sat, Jan 31 - Sat, Feb 07

Sat, Feb 28 - Sat, Mar 07

Sunny Miles of Tropical Isles

San Juan, Puerto Rico • Philipsburg • Bridgetown • Castries • Fort-de-France • Basseterre • San Juan, Puerto Rico

Insider cabins from

$1,946

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$1,946

per Cabin

Departing on:

Sat, Nov 15 - Sat, Nov 22

Sat, Feb 28 - Sat, Mar 07

from (US$)$2,086

Sat, Nov 07 - Sat, Nov 14

from (US$)$2,366

Sunny San Juan & Isles of Beach Miles

Miami, Florida • Puerto Plata • San Juan, Puerto Rico • Philipsburg • St. Croix • Miami, Florida

Insider cabins from

$2,384

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

$2,384

per Cabin

Departing on:

Thu, Nov 20 - Fri, Nov 28

from (US$)$2,384

Thu, Feb 12 - Fri, Feb 20

from (US$)$2,386

Miami, Grand Turk (& back)

Miami, Florida • Grand Turk • The Beach Club at Bimini • Miami, Florida

Insider cabins from

$1,490

per Cabin

5 nights

Scarlet Lady & Resilient Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$1,490

per Cabin

Departing on:

Sat, Sep 19 - Thu, Sep 24

from (US$)$1,490

Fri, Nov 21 - Wed, Nov 26

from (US$)$1,850

Sun, Nov 30 - Fri, Dec 05

from (US$)$1,500

Cayman Coves & Jamaican Waterfalls

Miami, Florida • Ocho Rios • George Town • The Beach Club at Bimini • Miami, Florida

Insider cabins from

$1,946

per Cabin

7 nights

Resilient Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$1,946

per Cabin

Departing on:

Sat, Jan 24 - Sat, Jan 31

Sat, Nov 22 - Sat, Nov 29

Sat, Dec 06 - Sat, Dec 13

from (US$)$2,086

Thanksgiving in the Lesser Antilles

San Juan, Puerto Rico • Tortola • Basseterre • St. John's • Castries • St. Thomas • San Juan, Puerto Rico

Insider cabins from

$2,088

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,088

per Cabin

Departing on:

Sat, Nov 22 - Sat, Nov 29

Antigua Waves & Grand Turk Caves

Miami, Florida • Grand Turk • St. John's • Basseterre • San Juan, Puerto Rico • Miami, Florida

Insider cabins from

$2,322

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

$2,322

per Cabin

Departing on:

Fri, Nov 28 - Sun, Dec 07

from (US$)$2,322

Fri, Feb 20 - Sun, Mar 01

from (US$)$2,324

San Juan to Barbados & the St. Isles

San Juan, Puerto Rico • Philipsburg • Basseterre • Roseau • Bridgetown • San Juan, Puerto Rico

Insider cabins from

$1,550

per Cabin

6 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$1,550

per Cabin

Departing on:

Sat, Nov 29 - Fri, Dec 05

from (US$)$1,550

San Juan, Samaná & Bimini

Miami, Florida • San Juan, Puerto Rico • Samaná • The Beach Club at Bimini • Miami, Florida

Insider cabins from

$1,946

per Cabin

7 nights

Resilient Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$1,946

per Cabin

Departing on:

Sat, Jan 17 - Sat, Jan 24

Sat, Nov 29 - Sat, Dec 06

Aruba, Curaçao and the Lesser Antilles

San Juan, Puerto Rico • Willemstad • Oranjestad • Roseau • St. John's • Philipsburg • San Juan, Puerto Rico

Insider cabins from

$2,064

per Cabin

8 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,064

per Cabin

Departing on:

Fri, Dec 05 - Sat, Dec 13

from (US$)$2,064

Aruban Sunsets & Calm Cayman Days

Miami, Florida • Oranjestad • Cartagena • Ocho Rios • George Town • Miami, Florida

Insider cabins from

$2,838

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

$2,838

per Cabin

Departing on:

Sun, Dec 07 - Thu, Dec 18

from (US$)$2,838

Sun, Mar 01 - Thu, Mar 12

from (US$)$2,838

St. Lucia, St. Maarten, Barbados & More

San Juan, Puerto Rico • Basseterre • Castries • Roseau • Bridgetown • Philipsburg • San Juan, Puerto Rico

Insider cabins from

$2,086

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,086

per Cabin

Departing on:

Sat, Dec 13 - Sat, Dec 20

from (US$)$2,086

Brilliant Caribbean Holidays

Miami, Florida • Grand Turk • Puerto Plata • San Juan, Puerto Rico • Samaná • Miami, Florida

Insider cabins from

$3,184

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

$3,184

per Cabin

Departing on:

Thu, Dec 18 - Fri, Dec 26

from (US$)$3,184

Resilient Caribbean Holidays

Miami, Florida • San Juan, Puerto Rico • Puerto Plata • The Beach Club at Bimini • Miami, Florida

Insider cabins from

$2,786

per Cabin

7 nights

Resilient Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,786

per Cabin

Departing on:

Sat, Dec 20 - Sat, Dec 27

from (US$)$2,786

Sun, Dec 20 - Sun, Dec 27

from (US$)$2,786

Valiant Caribbean Holidays

San Juan, Puerto Rico • Philipsburg • Basseterre • St. John's • Castries • Tortola • San Juan, Puerto Rico

Insider cabins from

$2,368

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,368

per Cabin

Departing on:

Sat, Dec 20 - Sat, Dec 27

Scarlet Caribbean Holidays

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

Insider cabins from

$1,762

per Cabin

4 nights

Scarlet Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$1,762

per Cabin

Departing on:

Wed, Dec 24 - Sun, Dec 28

from (US$)$1,762

Mon, Dec 21 - Sat, Dec 26

from (US$)$1,992

* Port changes in place on select sailings — see full cruise details

Brilliant New Year's Ahoy!

Miami, Florida • Grand Turk • St. John's • Basseterre • San Juan, Puerto Rico • Miami, Florida

Insider cabins from

$4,662

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

$4,662

per Cabin

Departing on:

Fri, Dec 26 - Sun, Jan 04

from (US$)$4,662

Resilient New Year's Ahoy!

Miami, Florida • Ocho Rios • George Town • The Beach Club at Bimini • Miami, Florida

Insider cabins from

$3,766

per Cabin

7 nights

Resilient Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$3,766

per Cabin

Departing on:

Sat, Dec 27 - Sat, Jan 03

from (US$)$3,766

Sun, Dec 27 - Sun, Jan 03

from (US$)$3,906

Valiant New Year’s Ahoy!

San Juan, Puerto Rico • Philipsburg • Basseterre • Castries • Bridgetown • St. Croix • San Juan, Puerto Rico

Insider cabins from

$3,768

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$3,768

per Cabin

Departing on:

Sat, Dec 27 - Sat, Jan 03

from (US$)$3,768

Scarlet New Year's Ahoy!

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

Insider cabins from

$2,890

per Cabin

5 nights

Scarlet Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,890

per Cabin

Departing on:

Sun, Dec 28 - Fri, Jan 02

from (US$)$2,890

Wed, Dec 30 - Mon, Jan 04

from (US$)$3,092

* Port changes in place on select sailings — see full cruise details

Aruban Sights & Antiguan Nights

San Juan, Puerto Rico • Oranjestad • Willemstad • St. John's • Philipsburg • San Juan, Puerto Rico

Insider cabins from

$2,088

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,088

per Cabin

Departing on:

Sat, Jan 03 - Sat, Jan 10

Sat, Feb 06 - Sat, Feb 13

from (US$)$2,366

Cozumel, Grand Cayman & Bimini

Miami, Florida • George Town • Cozumel • The Beach Club at Bimini • Miami, Florida

Insider cabins from

$1,948

per Cabin

7 nights

Resilient Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$1,948

per Cabin

Departing on:

Sat, Jan 03 - Sat, Jan 10

Aruba, Bonaire, Colombia, Jamaica & More

Miami, Florida • Oranjestad • Kralendijk • Cartagena • Ocho Rios • George Town • Miami, Florida

Insider cabins from

$2,840

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

$2,840

per Cabin

Departing on:

Sun, Jan 04 - Thu, Jan 15

from (US$)$2,840

Cayman Isles & Jamaican Miles

Miami, Florida • George Town • Ocho Rios • The Beach Club at Bimini • Miami, Florida

Insider cabins from

$1,946

per Cabin

7 nights

Resilient Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$1,946

per Cabin

Departing on:

Sat, Jan 10 - Sat, Jan 17

Sat, Mar 07 - Sat, Mar 14

Sun, Nov 01 - Sun, Nov 08

from (US$)$2,366

Virgin Island Views & Saint Isle Blues

San Juan, Puerto Rico • Tortola • Bridgetown • Kingstown • Basseterre • St. Croix • San Juan, Puerto Rico

Insider cabins from

$1,946

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$1,946

per Cabin

Departing on:

Sat, Jan 10 - Sat, Jan 17

St. Kitts, Barbados, Martinique & More

San Juan, Puerto Rico • Basseterre • Bridgetown • Fort-de-France • St. John's • Philipsburg • San Juan, Puerto Rico

Insider cabins from

$1,946

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$1,946

per Cabin

Departing on:

Sat, Jan 17 - Sat, Jan 24

Barbados, Antigua, BVI & More

San Juan, Puerto Rico • Tortola • Bridgetown • Fort-de-France • St. John's • Philipsburg • San Juan, Puerto Rico

Insider cabins from

$1,948

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$1,948

per Cabin

Departing on:

Sat, Jan 24 - Sat, Jan 31

Antigua & the St. Isles

San Juan, Puerto Rico • Philipsburg • Basseterre • St. John's • Castries • St. Thomas • San Juan, Puerto Rico

Insider cabins from

$1,808

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$1,808

per Cabin

Departing on:

Sat, Jan 31 - Sat, Feb 07

from (US$)$1,808

Magnetic Miami to Gorgeous George Town

Miami, Florida • Willemstad • Oranjestad • Cartagena • Ocho Rios • George Town • Miami, Florida

Insider cabins from

$2,840

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

$2,840

per Cabin

Departing on:

Sun, Feb 01 - Thu, Feb 12

from (US$)$2,840

St. Lucia, Barbados & More

San Juan, Puerto Rico • Philipsburg • Basseterre • Castries • Bridgetown • St. Thomas • San Juan, Puerto Rico

Insider cabins from

$1,948

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$1,948

per Cabin

Departing on:

Sat, Feb 07 - Sat, Feb 14

Aruba, Curaçao and the St. Isles

San Juan, Puerto Rico • Oranjestad • Willemstad • St. Croix • Philipsburg • San Juan, Puerto Rico

Insider cabins from

$1,948

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$1,948

per Cabin

Departing on:

Sat, Feb 14 - Sat, Feb 21

Antigua, Martinique, & Barbados & More

San Juan, Puerto Rico • Philipsburg • Bridgetown • Fort-de-France • St. John's • Tortola • San Juan, Puerto Rico

Insider cabins from

$2,450

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,450

per Cabin

Departing on:

Sat, Feb 21 - Sat, Feb 28

from (US$)$2,450

Quaint Castries to Elegant Antigua

San Juan, Puerto Rico • Basseterre • Castries • Fort-de-France • St. John's • Tortola • San Juan, Puerto Rico

Insider cabins from

$2,226

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,226

per Cabin

Departing on:

Sat, Mar 07 - Sat, Mar 14

Gorgeous Antigua, St. Kitts & Bimini

Miami, Florida • Puerto Plata • St. John's • Basseterre • The Beach Club at Bimini • Miami, Florida

Insider cabins from

$2,324

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

$2,324

per Cabin

Departing on:

Thu, Mar 12 - Sat, Mar 21

from (US$)$2,324

Costa Mayan Caves & Honduran Waves

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

Insider cabins from

$2,028

per Cabin

6 nights

Resilient Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,028

per Cabin

Departing on:

Sat, Mar 14 - Fri, Mar 20

from (US$)$2,028

Sunsets in the Lesser Antilles

San Juan, Puerto Rico • Oranjestad • Willemstad • Fort-de-France • Basseterre • San Juan, Puerto Rico

Insider cabins from

$2,226

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,226

per Cabin

Departing on:

Sat, Jan 09 - Sat, Jan 16

Sat, Mar 14 - Sat, Mar 21

Sat, Dec 05 - Sat, Dec 12

RED HOT

Puerto Rican Nights & St. Croix Delights

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

Insider cabins from

$2,546

per Cabin

8 nights

Resilient Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,546

per Cabin

Departing on:

Fri, Mar 20 - Sat, Mar 28

from (US$)$2,546

Puerto Plata, San Juan & Tortola

Miami, Florida • Puerto Plata • San Juan, Puerto Rico • Tortola • Miami, Florida

Insider cabins from

$2,226

per Cabin

7 nights

Scarlet Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,226

per Cabin

Departing on:

Sun, Apr 19 - Sun, Apr 26

Cayman Isles & Bimini Beach Miles

Miami, Florida • George Town • The Beach Club at Bimini • Miami, Florida

Insider cabins from

$1,590

per Cabin

5 nights

Resilient Lady & Scarlet Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$1,590

per Cabin

Departing on:

Mon, Nov 09 - Sat, Nov 14

Mon, Jun 08 - Sat, Jun 13

from (US$)$1,992

Sat, Jan 23 - Thu, Jan 28

Miami to Grand Turk: Halloween Edition

Miami, Florida • Grand Turk • Puerto Plata • The Beach Club at Bimini • Miami, Florida

Insider cabins from

$1,908

per Cabin

6 nights

Scarlet Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$1,908

per Cabin

Departing on:

Sun, Oct 25 - Sat, Oct 31

from (US$)$1,908

Mexico & Bimini: Halloween Edition

Miami, Florida • Cozumel • Costa Maya • The Beach Club at Bimini • Miami, Florida

Insider cabins from

$2,028

per Cabin

6 nights

Resilient Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,028

per Cabin

Departing on:

Mon, Oct 26 - Sun, Nov 01

from (US$)$2,028

Scarlet's Haunted Halloween Soirée

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

Insider cabins from

$1,690

per Cabin

5 nights

Scarlet Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$1,690

per Cabin

Departing on:

Sat, Oct 31 - Thu, Nov 05

from (US$)$1,690

Valiant's Haunted Halloween Soirée

San Juan, Puerto Rico • Willemstad • Oranjestad • Fort-de-France • Basseterre • San Juan, Puerto Rico

Insider cabins from

$2,368

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,368

per Cabin

Departing on:

Sat, Oct 31 - Sat, Nov 07

November Nights in the Eastern Caribbean

Miami, Florida • Puerto Plata • San Juan, Puerto Rico • Tortola • The Beach Club at Bimini • Miami, Florida

Insider cabins from

$2,544

per Cabin

8 nights

Resilient Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,544

per Cabin

Departing on:

Sun, Nov 08 - Mon, Nov 16

from (US$)$2,544

Caribbean East: Virgin & Saint Isles

San Juan, Puerto Rico • Tortola • Basseterre • St. John's • Castries • San Juan, Puerto Rico

Insider cabins from

$1,908

per Cabin

6 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$1,908

per Cabin

Departing on:

Sat, Jan 23 - Fri, Jan 29

from (US$)$1,908

Sat, Nov 14 - Fri, Nov 20

from (US$)$2,028

Sat, Mar 13 - Fri, Mar 19

from (US$)$2,148

St. Isles & Sun-soaked Seas

Miami, Florida • Philipsburg • Tortola • Basseterre • St. John's • The Beach Club at Bimini • Miami, Florida

Insider cabins from

$2,780

per Cabin

10 nights

Brilliant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,780

per Cabin

Departing on:

Sun, Nov 15 - Wed, Nov 25

from (US$)$2,780

Mon, Jan 25 - Thu, Feb 04

from (US$)$2,780

Mon, Feb 22 - Thu, Mar 04

from (US$)$2,980

Captivating Costa Maya & Cozumel Charm

Miami, Florida • Costa Maya • Cozumel • The Beach Club at Bimini • Miami, Florida

Insider cabins from

$1,908

per Cabin

6 nights

Resilient Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$1,908

per Cabin

Departing on:

Mon, Nov 16 - Sun, Nov 22

from (US$)$1,908

Thanksgiving: St. Isles, Aruba & Curaçao

San Juan, Puerto Rico • St. Thomas • Willemstad • Oranjestad • Basseterre • Philipsburg • San Juan, Puerto Rico

Insider cabins from

$2,866

per Cabin

8 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,866

per Cabin

Departing on:

Fri, Nov 20 - Sat, Nov 28

from (US$)$2,866

Jamaican Waves & Bimini Breeze

Miami, Florida • Ocho Rios • The Beach Club at Bimini • Miami, Florida

Insider cabins from

$1,690

per Cabin

5 nights

Scarlet Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$1,690

per Cabin

Departing on:

Mon, Feb 15 - Sat, Feb 20

from (US$)$1,690

Mon, Nov 23 - Sat, Nov 28

from (US$)$1,892

Antiguan Elegance & Sunny St. Isles

San Juan, Puerto Rico • St. Thomas • Tortola • Basseterre • St. John's • Philipsburg • San Juan, Puerto Rico

Insider cabins from

$2,368

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,368

per Cabin

Departing on:

Sat, Nov 28 - Sat, Dec 05

St. Maarten, Tortola, San Juan & more

Miami, Florida • Philipsburg • Tortola • St. Croix • San Juan, Puerto Rico • Puerto Plata • The Beach Club at Bimini • Miami, Florida

Insider cabins from

$2,780

per Cabin

10 nights

Brilliant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,780

per Cabin

Departing on:

Mon, Nov 30 - Thu, Dec 10

from (US$)$2,780

Mon, Jan 11 - Thu, Jan 21

from (US$)$2,782

Mon, Mar 08 - Thu, Mar 18

from (US$)$3,182

Pre-Holiday Caribbean Getaway

Miami, Florida • Philipsburg • Tortola • San Juan, Puerto Rico • The Beach Club at Bimini • Miami, Florida

Insider cabins from

$2,322

per Cabin

9 nights

Brilliant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,322

per Cabin

Departing on:

Mon, Dec 14 - Wed, Dec 23

from (US$)$2,322

Valiant Caribbean Holidays

San Juan, Puerto Rico • Basseterre • Fort-de-France • Oranjestad • Willemstad • San Juan, Puerto Rico

Insider cabins from

$2,788

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,788

per Cabin

Departing on:

Sat, Dec 19 - Sat, Dec 26

from (US$)$2,788

Brilliant Caribbean Holidays

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

Insider cabins from

$2,192

per Cabin

5 nights

Brilliant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,192

per Cabin

Departing on:

Wed, Dec 23 - Mon, Dec 28

from (US$)$2,192

Valiant New Year's Ahoy!

San Juan, Puerto Rico • Philipsburg • Fort-de-France • Bridgetown • Castries • St. John's • San Juan, Puerto Rico

Insider cabins from

$4,186

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$4,186

per Cabin

Departing on:

Sat, Dec 26 - Sat, Jan 02

from (US$)$4,186

Brilliant New Year's Ahoy!

Miami, Florida • Philipsburg • Basseterre • Tortola • St. John's • The Beach Club at Bimini • Miami, Florida

Insider cabins from

$5,380

per Cabin

10 nights

Brilliant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$5,380

per Cabin

Departing on:

Mon, Dec 28 - Thu, Jan 07

from (US$)$5,380

Puerto Rico to Aruba, Bonaire & More

San Juan, Puerto Rico • Oranjestad • Willemstad • Kralendijk • Fort-de-France • Philipsburg • San Juan, Puerto Rico

Insider cabins from

$2,704

per Cabin

8 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,704

per Cabin

Departing on:

Fri, Jan 29 - Sat, Feb 06

from (US$)$2,704

San Juan & St. Isles: Valentine’s Voyage

Miami, Florida • Philipsburg • Tortola • St. Croix • San Juan, Puerto Rico • Puerto Plata • The Beach Club at Bimini • Miami, Florida

Insider cabins from

$2,982

per Cabin

10 nights

Brilliant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,982

per Cabin

Departing on:

Mon, Feb 08 - Thu, Feb 18

from (US$)$2,982

Key West & Bimini: Valentine’s Voyage

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

Insider cabins from

$1,432

per Cabin

4 nights

Scarlet Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$1,432

per Cabin

Departing on:

Thu, Feb 11 - Mon, Feb 15

from (US$)$1,432

Lesser Antilles: Valentine's Day

San Juan, Puerto Rico • Oranjestad • Willemstad • Fort-de-France • Basseterre • San Juan, Puerto Rico

Insider cabins from

$2,506

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,506

per Cabin

Departing on:

Sat, Feb 13 - Sat, Feb 20

from (US$)$2,506

PR, DR & Bimini: Valentine’s Voyage

Miami, Florida • San Juan, Puerto Rico • Puerto Plata • The Beach Club at Bimini • Miami, Florida

Insider cabins from

$2,660

per Cabin

7 nights

Resilient Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,660

per Cabin

Departing on:

Sun, Feb 14 - Sun, Feb 21

from (US$)$2,660

Saint Isles & The Greater Antilles

San Juan, Puerto Rico • Tortola • Castries • Bridgetown • Roseau • Philipsburg • San Juan, Puerto Rico

Insider cabins from

$2,368

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,368

per Cabin

Departing on:

Sat, Feb 20 - Sat, Feb 27

Barbados, Dominica & St. Isle Spring

San Juan, Puerto Rico • St. Thomas • Bridgetown • Kingstown • Roseau • Philipsburg • San Juan, Puerto Rico

Insider cabins from

$2,866

per Cabin

8 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,866

per Cabin

Departing on:

Fri, Mar 19 - Sat, Mar 27

from (US$)$2,866

Colorful Curaçao, Aruba & Antigua

San Juan, Puerto Rico • Willemstad • Oranjestad • St. John's • Philipsburg • San Juan, Puerto Rico

Insider cabins from

$2,506

per Cabin

7 nights

Valiant Lady

+ instant savings applied*

SAIL INTO DEEPER SAVINGS: 75% Off 2nd Sailor

Insider cabins from

$2,506

per Cabin

Departing on: