Explore 392 cruise vacations

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,682

per Cabin

‌

Departing on:

Mon, Jan 25 - Thu, Feb 04

from (US$)$2,682

Sun, Nov 15 - Wed, Nov 25

Mon, Feb 22 - Thu, Mar 04

from (US$)$2,982

Dominican Daze

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

Insider cabins from

$1,892

per Cabin

‌

5 nights

Brilliant Lady

+ up to $100 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,892

per Cabin

‌

Departing on:

Wed, Nov 25 - Mon, Nov 30

from (US$)$1,892

St. Maarten, Tortola, San Juan & more

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

Insider cabins from

$2,680

per Cabin

‌

10 nights

Brilliant Lady

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,680

per Cabin

‌

Departing on:

Mon, Jan 11 - Thu, Jan 21

from (US$)$2,680

Mon, Nov 30 - Thu, Dec 10

Mon, Mar 08 - Thu, Mar 18

from (US$)$3,082

Fire & Sunset Soirées

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

Insider cabins from

$1,274

per Cabin

‌

4 nights

Brilliant Lady

+ up to $50 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,274

per Cabin

‌

Departing on:

Thu, Jan 07 - Mon, Jan 11

from (US$)$1,274

Thu, Dec 10 - Mon, Dec 14

Thu, Jan 21 - Mon, Jan 25

Pre-Holiday Caribbean Getaway

Miami, Florida • Philipsburg, St. Maarten • Tortola • San Juan • Beach Club at Bimini • Miami, Florida

Insider cabins from

$2,322

per Cabin

‌

9 nights

Brilliant Lady

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,322

per Cabin

‌

Departing on:

Mon, Dec 14 - Wed, Dec 23

from (US$)$2,322

Brilliant Caribbean Holidays

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

Insider cabins from

$2,192

per Cabin

‌

5 nights

Brilliant Lady

+ up to $100 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,192

per Cabin

‌

Departing on:

Wed, Dec 23 - Mon, Dec 28

from (US$)$2,192

Brilliant New Year's Ahoy!

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

Insider cabins from

$5,380

per Cabin

‌

10 nights

Brilliant Lady

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$5,380

per Cabin

‌

Departing on:

Mon, Dec 28 - Thu, Jan 07

from (US$)$5,380

San Juan & St. Isles: Valentine’s Voyage

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

Insider cabins from

$2,980

per Cabin

‌

10 nights

Brilliant Lady

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,980

per Cabin

‌

Departing on:

Mon, Feb 08 - Thu, Feb 18

from (US$)$2,980

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Showing 18 cruise vacations that match your search

St. Isles & Sun-soaked Seas

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

Insider cabins from

$2,682

per Cabin

‌

10 nights

Brilliant Lady

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,682

per Cabin

‌

Departing on:

Mon, Jan 25 - Thu, Feb 04

from (US$)$2,682

Sun, Nov 15 - Wed, Nov 25

Mon, Feb 22 - Thu, Mar 04

from (US$)$2,982

Dominican Daze

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

Insider cabins from

$1,892

per Cabin

‌

5 nights

Brilliant Lady

+ up to $100 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,892

per Cabin

‌

Departing on:

Wed, Nov 25 - Mon, Nov 30

from (US$)$1,892

St. Maarten, Tortola, San Juan & more

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

Insider cabins from

$2,680

per Cabin

‌

10 nights

Brilliant Lady

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,680

per Cabin

‌

Departing on:

Mon, Jan 11 - Thu, Jan 21

from (US$)$2,680

Mon, Nov 30 - Thu, Dec 10

Mon, Mar 08 - Thu, Mar 18

from (US$)$3,082

Fire & Sunset Soirées

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

Insider cabins from

$1,274

per Cabin

‌

4 nights

Brilliant Lady

+ up to $50 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$1,274

per Cabin

‌

Departing on:

Thu, Jan 07 - Mon, Jan 11

from (US$)$1,274

Thu, Dec 10 - Mon, Dec 14

Thu, Jan 21 - Mon, Jan 25

Pre-Holiday Caribbean Getaway

Miami, Florida • Philipsburg, St. Maarten • Tortola • San Juan • Beach Club at Bimini • Miami, Florida

Insider cabins from

$2,322

per Cabin

‌

9 nights

Brilliant Lady

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,322

per Cabin

‌

Departing on:

Mon, Dec 14 - Wed, Dec 23

from (US$)$2,322

Brilliant Caribbean Holidays

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

Insider cabins from

$2,192

per Cabin

‌

5 nights

Brilliant Lady

+ up to $100 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,192

per Cabin

‌

Departing on:

Wed, Dec 23 - Mon, Dec 28

from (US$)$2,192

Brilliant New Year's Ahoy!

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

Insider cabins from

$5,380

per Cabin

‌

10 nights

Brilliant Lady

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$5,380

per Cabin

‌

Departing on:

Mon, Dec 28 - Thu, Jan 07

from (US$)$5,380

San Juan & St. Isles: Valentine’s Voyage

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

Insider cabins from

$2,980

per Cabin

‌

10 nights

Brilliant Lady

+ up to $300 in drinks — on us

Getaways for 80% off 2nd Sailor

Insider cabins from

$2,980

per Cabin

‌

Departing on: