Explore 406 cruise vacations

Showing cruise vacations: All Destinations, November 2026 - March 2027

Sails Brilliant Lady

UP TO $300 IN ONBOARD CREDIT

On Caribbean sailings 7 nights or longer

On top of 70% off 2nd Sailor + balcony upgrades

70% off 2nd Sailor + Free balcony upgrade ends in…

Showing 19 cruise vacations that match your search

Picturesque Panama Canal Collective

Los Angeles, California
Cabo San Lucas, Mexico
Puerto Quetzal, Guatemala
Puntarenas, Costa Rica
Panama City, Panama
Panama Canal (Cruising), Panama
Cartagena, Colombia
Miami, Florida

Insider cabins from

per Cabin

17 nights

Brilliant Lady

+ free balcony upgrade

SWING INTO SUMMER: 70% off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Thu, Oct 29 - Sun, Nov 15

DEAL

St. Isles & Sun-soaked Seas

Miami, Florida
Philipsburg, St. Maarten
Tortola, British Virgin Islands
Basseterre, St. Kitts and Nevis
St. John's, Antigua
The Beach Club at Bimini, Bahamas
Miami, Florida

Insider cabins from

per Cabin

10 nights

Brilliant Lady

+ free balcony upgrade

SWING INTO SUMMER: 70% off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Sun, Nov 15 - Wed, Nov 25

Mon, Jan 25 - Thu, Feb 04

Mon, Feb 22 - Thu, Mar 04

Dominican Daze

Miami, Florida
Puerto Plata, Dominican Republic
The Beach Club at Bimini, Bahamas
Miami, Florida

Insider cabins from

per Cabin

5 nights

Brilliant Lady

+ free balcony upgrade

SWING INTO SUMMER: 70% off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Wed, Nov 25 - Mon, Nov 30

DEAL

St. Maarten, Tortola, San Juan & more

Miami, Florida
Philipsburg, St. Maarten
Tortola, British Virgin Islands
St. Croix, U.S. Virgin Islands
San Juan, Puerto Rico
Puerto Plata, Dominican Republic
The Beach Club at Bimini, Bahamas
Miami, Florida

Insider cabins from

per Cabin

10 nights

Brilliant Lady

+ free balcony upgrade

SWING INTO SUMMER: 70% off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Mon, Jan 11 - Thu, Jan 21

Mon, Nov 30 - Thu, Dec 10

Mon, Mar 08 - Thu, Mar 18

Fire & Sunset Soirées

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

Insider cabins from

per Cabin

4 nights

Brilliant Lady

+ free balcony upgrade

SWING INTO SUMMER: 70% off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Thu, Jan 07 - Mon, Jan 11

Thu, Dec 10 - Mon, Dec 14

Thu, Jan 21 - Mon, Jan 25

DEAL

Pre-Holiday Caribbean Getaway

Miami, Florida
Philipsburg, St. Maarten
Tortola, British Virgin Islands
San Juan, Puerto Rico
The Beach Club at Bimini, Bahamas
Miami, Florida

Insider cabins from

per Cabin

9 nights

Brilliant Lady

+ free balcony upgrade

SWING INTO SUMMER: 70% off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Mon, Dec 14 - Wed, Dec 23

Brilliant Caribbean Holidays

Miami, Florida
The Beach Club at Bimini, Bahamas
Puerto Plata, Dominican Republic
Miami, Florida

Insider cabins from

per Cabin

5 nights

Brilliant Lady

+ free balcony upgrade

SWING INTO SUMMER: 70% off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Wed, Dec 23 - Mon, Dec 28

DEAL

Brilliant New Year's Ahoy!

Miami, Florida
Philipsburg, St. Maarten
Basseterre, St. Kitts and Nevis
Tortola, British Virgin Islands
St. John's, Antigua
The Beach Club at Bimini, Bahamas
Miami, Florida

Insider cabins from

per Cabin

10 nights

Brilliant Lady

+ free balcony upgrade

SWING INTO SUMMER: 70% off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Mon, Dec 28 - Thu, Jan 07

DEAL

San Juan & St. Isles: Valentine’s Voyage

Miami, Florida
Philipsburg, St. Maarten
Tortola, British Virgin Islands
St. Croix, U.S. Virgin Islands
San Juan, Puerto Rico
Puerto Plata, Dominican Republic
The Beach Club at Bimini, Bahamas
Miami, Florida

Insider cabins from

per Cabin

10 nights

Brilliant Lady

+ free balcony upgrade

SWING INTO SUMMER: 70% off 2nd Sailor

Insider cabins from

per Cabin

Departing on:

Mon, Feb 08 - Thu, Feb 18