Key West and Caribbean Holiday Cruise - Key West, Bahamas, and Grand Turk

Time in port: noon to 6 p.m.
Grab a drink at the oldest bar on the key: The Green Parrot has been around since the late 19th century; today, the popular dive bar serves up ice-cold beer and live music.
Stroll down Duval Street to browse art studios, boutiques, and charmingly tacky bars.

Freeport, Bahamas

Time in port: noon to 6 p.m.
Stop in at the Port Lucaya Marketplace to find open-air boutiques, restaurants, and bars with outdoor stages that host live music.
Garden of the Groves: Part botanical garden and part wildlife refuge, it's a quiet oasis in northern Freeport.

Grand Turk, Turks and Caicos

Time in port: 8 a.m. to 6 p.m.
Historic Cockburn Town charms with its tiny whitewashed buildings and lighthouses; you can snorkel among more than 1,000 sunken ships just offshore.
Swim with stingrays on Gibbs Cay, a short boat ride from Grand Turk.