Explore 311 cruise vacations

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Sea View cabins from

$3,200

per Cabin

‌

Departing on:

Sat, Mar 22 - Sun, Mar 30

from (US$)$3,200

Sat, Jan 25 - Sun, Feb 02

from (US$)$3,842

Sat, Feb 22 - Sun, Mar 02

from (US$)$4,160

Dominican Daze

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

Insider cabins from

$1,288

per Cabin

‌

5 nights

Valiant Lady

+ up to $100 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,288

per Cabin

‌

Departing on:

Fri, Jan 31 - Wed, Feb 05

from (US$)$1,288

Fri, Feb 28 - Wed, Mar 05

from (US$)$2,100

Fri, Mar 14 - Wed, Mar 19

from (US$)$2,450

Sunsets in the Lesser Antilles

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

Insider cabins from

$2,520

per Cabin

‌

7 nights

Resilient Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,520

per Cabin

‌

Departing on:

Sat, Feb 01 - Sat, Feb 08

from (US$)$2,520

Sat, Feb 15 - Sat, Feb 22

from (US$)$2,968

Sat, Mar 15 - Sat, Mar 22

Fire & Sunset Soirées

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

Sea View cabins from

$1,682

per Cabin

‌

4 nights

Valiant Lady

+ up to $100 in drinks — on us

Getaways for 80% off 2nd Sailor

Sea View cabins from

$1,682

per Cabin

‌

Departing on:

Wed, Mar 05 - Sun, Mar 09

from (US$)$1,682

Wed, Feb 05 - Sun, Feb 09

from (US$)$2,080

Wed, Feb 19 - Sun, Feb 23

from (US$)$2,122

Scarlet Valentine's Voyage

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

Sea View cabins from

$2,800

per Cabin

‌

8 nights

Scarlet Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Sea View cabins from

$2,800

per Cabin

‌

Departing on:

Sat, Feb 08 - Sun, Feb 16

Riviera Maya

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

Insider cabins from

$1,702

per Cabin

‌

5 nights

Valiant Lady

+ up to $100 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,702

per Cabin

‌

Departing on:

Sun, Mar 23 - Fri, Mar 28

from (US$)$1,702

Sun, Feb 09 - Fri, Feb 14

from (US$)$1,990

Sun, Feb 23 - Fri, Feb 28

from (US$)$2,002

Valiant Valentine's Voyage

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

Sea View cabins from

$2,150

per Cabin

‌

5 nights

Valiant Lady

+ up to $100 in drinks — on us

Getaways for 80% off 2nd Sailor

Sea View cabins from

$2,150

per Cabin

‌

Departing on:

Fri, Feb 14 - Wed, Feb 19

from (US$)$2,150

Western Caribbean Charm

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

Sea View cabins from

$2,148

per Cabin

‌

6 nights

Scarlet Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Sea View cabins from

$2,148

per Cabin

‌

Departing on:

Sun, Mar 30 - Sat, Apr 05

from (US$)$2,148

Sun, Feb 16 - Sat, Feb 22

from (US$)$2,640

Sun, Mar 02 - Sat, Mar 08

from (US$)$3,300

Saint (Isles) & Seas of the Caribbean

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

Sea View cabins from

$3,416

per Cabin

‌

7 nights

Resilient Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Sea View cabins from

$3,416

per Cabin

‌

Departing on:

Sat, Mar 08 - Sat, Mar 15

from (US$)$3,416

Puerto Rican Daze & Caribbean Nights

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

Insider cabins from

$2,700

per Cabin

‌

10 nights

Resilient Lady

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,700

per Cabin

‌

Departing on:

Sat, Mar 22 - Tue, Apr 01

from (US$)$2,700

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Showing 27 cruise vacations that match your search

Eastern Caribbean Antilles

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

Sea View cabins from

$3,200

per Cabin

‌

8 nights

Scarlet Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Sea View cabins from

$3,200

per Cabin

‌

Departing on:

Sat, Mar 22 - Sun, Mar 30

from (US$)$3,200

Sat, Jan 25 - Sun, Feb 02

from (US$)$3,842

Sat, Feb 22 - Sun, Mar 02

from (US$)$4,160

Dominican Daze

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

Insider cabins from

$1,288

per Cabin

‌

5 nights

Valiant Lady

+ up to $100 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,288

per Cabin

‌

Departing on:

Fri, Jan 31 - Wed, Feb 05

from (US$)$1,288

Fri, Feb 28 - Wed, Mar 05

from (US$)$2,100

Fri, Mar 14 - Wed, Mar 19

from (US$)$2,450

Sunsets in the Lesser Antilles

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

Insider cabins from

$2,520

per Cabin

‌

7 nights

Resilient Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,520

per Cabin

‌

Departing on:

Sat, Feb 01 - Sat, Feb 08

from (US$)$2,520

Sat, Feb 15 - Sat, Feb 22

from (US$)$2,968

Sat, Mar 15 - Sat, Mar 22

Fire & Sunset Soirées

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

Sea View cabins from

$1,682

per Cabin

‌

4 nights

Valiant Lady

+ up to $100 in drinks — on us

Getaways for 80% off 2nd Sailor

Sea View cabins from

$1,682

per Cabin

‌

Departing on:

Wed, Mar 05 - Sun, Mar 09

from (US$)$1,682

Wed, Feb 05 - Sun, Feb 09

from (US$)$2,080

Wed, Feb 19 - Sun, Feb 23

from (US$)$2,122

Scarlet Valentine's Voyage

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

Sea View cabins from

$2,800

per Cabin

‌

8 nights

Scarlet Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Sea View cabins from

$2,800

per Cabin

‌

Departing on:

Sat, Feb 08 - Sun, Feb 16

Riviera Maya

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

Insider cabins from

$1,702

per Cabin

‌

5 nights

Valiant Lady

+ up to $100 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,702

per Cabin

‌

Departing on:

Sun, Mar 23 - Fri, Mar 28

from (US$)$1,702

Sun, Feb 09 - Fri, Feb 14

from (US$)$1,990

Sun, Feb 23 - Fri, Feb 28

from (US$)$2,002

Valiant Valentine's Voyage

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

Sea View cabins from

$2,150

per Cabin

‌

5 nights

Valiant Lady

+ up to $100 in drinks — on us

Getaways for 80% off 2nd Sailor

Sea View cabins from

$2,150

per Cabin

‌

Departing on:

Fri, Feb 14 - Wed, Feb 19

from (US$)$2,150

Western Caribbean Charm

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

Sea View cabins from

$2,148

per Cabin

‌

6 nights

Scarlet Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Sea View cabins from

$2,148

per Cabin

‌

Departing on:

Sun, Mar 30 - Sat, Apr 05

from (US$)$2,148

Sun, Feb 16 - Sat, Feb 22

from (US$)$2,640

Sun, Mar 02 - Sat, Mar 08

from (US$)$3,300

Saint (Isles) & Seas of the Caribbean

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

Sea View cabins from

$3,416

per Cabin

‌

7 nights

Resilient Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Sea View cabins from

$3,416

per Cabin

‌

Departing on:

Sat, Mar 08 - Sat, Mar 15

from (US$)$3,416

Puerto Rican Daze & Caribbean Nights

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

Insider cabins from

$2,700

per Cabin

‌

10 nights

Resilient Lady

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,700

per Cabin

‌

Departing on: