MARCH 4-9 2026 - Miami - Key West - Nassau

Key West, Florida

In 2026, Cruise to the Edge returns to sunny Key West!

We’re thrilled to return to a fan-favorite stop that always hits the right note, Key West, Florida. Known for its quirky charm, conch houses, crystal-clear waters, and sun-drenched streets, this vibrant island brings personality, color, and calm to your festival cruise destinations experience. As one of CTTE’s most beloved music cruise port stops, Key West adds a laid-back rhythm to your otherwise high-energy adventure live music at sea.

Marching to Its Own Beat

Step off the ship and into a town that dances to its own soundtrack. Whether you’re up for beach hopping, exploring Hemingway history, or just craving a cold margarita by the water, this Key West concert cruise stop delivers the tempo you’re after.

From pastel storefronts to towering coconut palms, every corner of Key West feels like a postcard, and the music never really stops.

Island Highlights to Explore

Duval Street

The heart of the action! Duval Street is a vibrant stretch packed with live music, unique shops, art galleries, and lively bars. Stop in for a drink at the renowned Sloppy Joe’s, grab a Cuban coffee, or simply stroll and people-watch. It’s pure Key West energy.

The Southernmost Point

Snap a photo at the iconic Southernmost Point Buoy, just 90 miles from Cuba. It’s one of the most photographed spots on any Key West concert cruise.

Sunset Sails & Snorkel Trips

Surrounded by turquoise waters, Key West begs to be explored. Hop aboard a catamaran for a scenic sunset sail or dive into the reef for an unforgettable snorkeling adventure. Keep your eyes peeled, dolphins often join the show!

The Ernest Hemingway House

Literary lovers shouldn’t miss the Ernest Hemingway Home and Museum. Wander lush gardens, meet the famous six-toed cats, and step into the world where Hemingway created some of his greatest works.

Chill Island-Style

Sometimes the best plan is no plan. Find a hammock, sip a frozen drink, and let the island’s laid-back rhythm carry you through your progressive rock Florida escape.

Taste the Island

From fresh conch fritters to the perfect slice of Key Lime pie, Key West is a feast for the senses. Pair it all with a mojito, or two, and toast to your adventure.

Shore Excursions & More

Set your sights on adventure-snorkel vibrant reefs, ride the waves, or wander historic streets. Explore the full lineup of unforgettable Key West excursions HERE.

Note: Shore excursions, availability, and pricing are subject to change.

A Perfect Interlude at Sea

Whether you’re relaxing by the shore or exploring colorful corners between sets, Key West proves that live music at sea is about more than concerts. It's about rhythm, connection, and unforgettable experiences. On this stop, time slows down, the sun shines brighter, and the music follows you ashore.
Book Your Cabin for CTTE 2026