The Cruise You've
Been Waiting For
Seven nights with the people who made cruising unforgettable — Matt Mitcham, Schwartz, and Cookie. May 15–22, 2027 aboard the Margaritaville at Sea Beachcomber.
Learn MoreEverything You Need to Know
Seven nights, three legends, and everything that makes this cruise unlike anything you've ever been on. Here's what to expect.
More Than a Cruise. A Reunion.
Seven nights of hanging out, laughing, and connecting with the people who made cruising unforgettable — Matt Mitcham, Schwartz, and Cookie. Live shows, fan-favorite games, meet-and-greets, and those unexpected moments that become your best stories.
A Ship Unlike Anything Before.
Legends at Sea sails aboard the Margaritaville at Sea Beachcomber — the newest and largest ship in the fleet, completely reimagined. Every venue, restaurant, and space is brand new, and you'll be among the first guests to experience it.
Seven Nights. Four Incredible Stops.
Departing Miami on May 15, 2027 — Key West, Grand Cayman, Ocho Rios, and Nassau. Iconic beaches, crystal-clear water, and world-class ports, all between nights of unforgettable onboard memories with the Legends.
Where We're Going
From the moment we leave Miami to the last night at sea, every stop is part of the experience. Four iconic Caribbean ports, two full days of onboard Legends programming, and memories that start the second you board.
Day 1 · May 15, 2027
PortMiami, Florida
Departs 4:00 PM
Board the Margaritaville at Sea Beachcomber and kick off seven nights of Legends programming from the moment you step on deck.
Day 2 · May 16, 2027
Key West, Florida
7:00 AM – 3:00 PM
The Conch Republic awaits — explore Duval Street, catch a sunset at Mallory Square, or soak up the most laid-back vibe in America.
Day 3 · May 17, 2027
Day at Sea
A full day of Legends programming — live shows, onboard games, meet-and-greets, and moments you won't find on any other cruise.
Day 4 · May 18, 2027
Grand Cayman
8:00 AM – 4:00 PM
Crystal-clear water, Seven Mile Beach, and the exclusive Legends Beach Day at Kaibo — one of the island's best beach clubs.
Day 5 · May 19, 2027
Ocho Rios, Jamaica
8:00 AM – 4:00 PM
Waterfalls, jerk chicken, and good vibes. One of the Caribbean's most iconic stops — lush mountains, turquoise water, and an energy that matches the Legends perfectly.
Day 6 · May 20, 2027
Day at Sea
Another full day on deck with the Legends. More shows, more memories, more of what makes this cruise unlike anything else.
Day 7 · May 21, 2027
Nassau, Bahamas
9:00 AM – 5:00 PM
Colonial charm meets Caribbean color. Stroll the waterfront, explore the markets, or hit the beach for one last afternoon in paradise.
Day 8 · May 22, 2027
PortMiami, Florida
Arrives 7:00 AM
Back in Miami — but the Legends at Sea experience doesn't end when you step off the ship.
Official Legends at Sea Merch
You're going on the cruise of a lifetime, you might as well look the part. The official Legends at Sea collection is here. Wear it on the ship, wear it back home, wear it everywhere you want people to ask where you got it. Please allow 2–3 weeks for delivery.
