Explore over 320 cruise vacations

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,980

per Cabin

‌

Departing on:

Sun, Mar 16 - Sat, Mar 22

from (US$)$1,980

Sun, Jan 19 - Sat, Jan 25

from (US$)$10,192

Only suites remaining

Only suites left

Sun, Feb 16 - Sat, Feb 22

Eastern Caribbean Antilles

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

Sea View cabins from

$2,706

per Cabin

‌

8 nights

Scarlet Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Sea View cabins from

$2,706

per Cabin

‌

Departing on:

Sat, Mar 22 - Sun, Mar 30

from (US$)$2,706

Sat, Jan 25 - Sun, Feb 02

from (US$)$22,304

Only suites remaining

Only suites left

Sat, Feb 22 - Sun, Mar 02

from (US$)$4,160

Riviera Maya

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

Sea View cabins from

$1,690

per Cabin

‌

5 nights

Valiant Lady

+ up to $100 in drinks — on us

Getaways for 80% off 2nd Sailor

Sea View cabins from

$1,690

per Cabin

‌

Departing on:

Sun, Mar 23 - Fri, Mar 28

from (US$)$1,690

Sun, Jan 26 - Fri, Jan 31

from (US$)$2,250

Sun, Feb 09 - Fri, Feb 14

from (US$)$2,002

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

Sat, Feb 15 - Sat, Feb 22

from (US$)$2,968

Sat, Mar 15 - Sat, Mar 22

from (US$)$2,732

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$)$2,040

Wed, Feb 19 - Sun, Feb 23

from (US$)$2,080

Resilient Valentine's Voyage

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

Sea View cabins from

$3,710

per Cabin

‌

7 nights

Resilient Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Sea View cabins from

$3,710

per Cabin

‌

Departing on:

Sat, Feb 08 - Sat, Feb 15

from (US$)$3,710

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

from (US$)$2,800

Valiant Valentine's Voyage

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

Sea View cabins from

$2,050

per Cabin

‌

5 nights

Valiant Lady

+ up to $100 in drinks — on us

Getaways for 80% off 2nd Sailor

Sea View cabins from

$2,050

per Cabin

‌

Departing on:

Fri, Feb 14 - Wed, Feb 19

from (US$)$2,050

San Juan, Barbados & Beyond

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

Sea View cabins from

$3,430

per Cabin

‌

7 nights

Resilient Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Sea View cabins from

$3,430

per Cabin

‌

Departing on:

Sat, Mar 01 - Sat, Mar 08

from (US$)$3,430

Saint (Isles) & Seas of the Caribbean

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

Sea View cabins from

$3,346

per Cabin

‌

7 nights

Resilient Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Sea View cabins from

$3,346

per Cabin

‌

Departing on:

Sat, Mar 08 - Sat, Mar 15

from (US$)$3,346

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 31 cruise vacations that match your search

Western Caribbean Charm

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

Insider cabins from

$1,980

per Cabin

‌

6 nights

Scarlet Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,980

per Cabin

‌

Departing on:

Sun, Mar 16 - Sat, Mar 22

from (US$)$1,980

Sun, Jan 19 - Sat, Jan 25

from (US$)$10,192

Only suites remaining

Only suites left

Sun, Feb 16 - Sat, Feb 22

Eastern Caribbean Antilles

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

Sea View cabins from

$2,706

per Cabin

‌

8 nights

Scarlet Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Sea View cabins from

$2,706

per Cabin

‌

Departing on:

Sat, Mar 22 - Sun, Mar 30

from (US$)$2,706

Sat, Jan 25 - Sun, Feb 02

from (US$)$22,304

Only suites remaining

Only suites left

Sat, Feb 22 - Sun, Mar 02

from (US$)$4,160

Riviera Maya

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

Sea View cabins from

$1,690

per Cabin

‌

5 nights

Valiant Lady

+ up to $100 in drinks — on us

Getaways for 80% off 2nd Sailor

Sea View cabins from

$1,690

per Cabin

‌

Departing on:

Sun, Mar 23 - Fri, Mar 28

from (US$)$1,690

Sun, Jan 26 - Fri, Jan 31

from (US$)$2,250

Sun, Feb 09 - Fri, Feb 14

from (US$)$2,002

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

Sat, Feb 15 - Sat, Feb 22

from (US$)$2,968

Sat, Mar 15 - Sat, Mar 22

from (US$)$2,732

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$)$2,040

Wed, Feb 19 - Sun, Feb 23

from (US$)$2,080

Resilient Valentine's Voyage

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

Sea View cabins from

$3,710

per Cabin

‌

7 nights

Resilient Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Sea View cabins from

$3,710

per Cabin

‌

Departing on:

Sat, Feb 08 - Sat, Feb 15

from (US$)$3,710

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

from (US$)$2,800

Valiant Valentine's Voyage

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

Sea View cabins from

$2,050

per Cabin

‌

5 nights

Valiant Lady

+ up to $100 in drinks — on us

Getaways for 80% off 2nd Sailor

Sea View cabins from

$2,050

per Cabin

‌

Departing on:

Fri, Feb 14 - Wed, Feb 19

from (US$)$2,050

San Juan, Barbados & Beyond

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

Sea View cabins from

$3,430

per Cabin

‌

7 nights

Resilient Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Sea View cabins from

$3,430

per Cabin

‌

Departing on:

Sat, Mar 01 - Sat, Mar 08

from (US$)$3,430

Saint (Isles) & Seas of the Caribbean

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

Sea View cabins from

$3,346

per Cabin

‌

7 nights

Resilient Lady

+ up to $200 in drinks — on us

Getaways for 80% off 2nd Sailor

Sea View cabins from

$3,346

per Cabin

‌

Departing on:

Sat, Mar 08 - Sat, Mar 15

from (US$)$3,346

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: