6-night Perfect Day Cococay & Bahamas Cruise
Nassau
Perfect Day at CocoCay
Key West
Aboard
Enchantment of the Seas
From
Tampa, Florida
1 Sailing
Oct 30, 2027
Key West, Florida
A quirky island with Caribbean flair.
A quirky island with Caribbean flair.
4.9/5 ⭐Google 600+ Reviews | A+ Better Business Bureau
Overview
Key West is a captivating island city located at the southernmost tip of the Florida Keys archipelago, just 90 miles from Cuba. Famous for its vibrant bohemian atmosphere, stunning sunsets, charming Victorian architecture, and a rich history intertwined with literary figures like Ernest Hemingway, pirates, and treasure hunters, Key West offers a unique blend of laid-back island life and lively cultural experiences. It's the end of the line for U.S. Highway 1, a place where American roads literally run out into the ocean.
The island city is characterized by its colorful conch houses, lush tropical foliage, and a welcoming, eccentric vibe. Despite its small size, Key West boasts a surprising array of attractions, from historic landmarks and quirky museums to lively bars and beautiful waters perfect for sailing, snorkeling, and fishing. It's a destination that invites visitors to embrace its unique "Conch Republic" spirit, relax, and soak in the sun-drenched, carefree atmosphere.
Experience the iconic Sunset Celebration at Mallory Square. Every evening, performers, artists, food vendors, and tourists gather to watch the spectacular Key West sunset over the Gulf of Mexico. Musicians, magicians, jugglers, and street artists create a lively, carnival-like atmosphere.
Tip: Arrive early to secure a good spot, especially during peak season. Bring cash for tips for performers and food vendors.
Explore the former residence of one of America's most celebrated authors at the Ernest Hemingway Home & Museum. Wander through his beautifully preserved house and gardens, and meet the famous polydactyl (six-toed) cats, descendants of Hemingway's own beloved felines.
Tip: Guided tours are informative and often provide humorous anecdotes about Hemingway's life in Key West. Allow at least an hour for your visit.
Take a photo at the iconic Southernmost Point Buoy, marking the southernmost point in the continental United States. It's a quintessential Key West photo opportunity, located at the corner of Whitehead and South Streets.
Tip: There's often a line, especially in the morning and around sunset. Be patient, or visit early in the day for fewer crowds.
Immerse yourself in the lively energy of Duval Street, Key West's most famous thoroughfare. Lined with bars, restaurants, shops, art galleries, and historic buildings, it's the heart of the island's nightlife and tourist activity.
Tip: Explore both day and night, as the atmosphere changes dramatically. Don't be afraid to venture off Duval to explore quieter side streets.
Wander along the Historic Seaport, also known as Harbor Walk. This picturesque area offers bustling marinas, seafood restaurants, charter fishing boats, and shops. It's a great place to watch boats, enjoy fresh seafood, and book water excursions.
Tip: Many snorkeling, diving, fishing, and sunset cruises depart from here. Enjoy a meal with a waterfront view.
Spend time at Fort Zachary Taylor Historic State Park. This park offers not only a historic Civil War-era fort but also one of Key West's best natural beaches (a mix of coral and sand) for swimming and snorkeling. It's also a great spot for birdwatching and picnicking.
Tip: Bring water shoes for the rocky beach. The park has good snorkeling directly from shore, especially around the rocks near the fort. There's an entrance fee per vehicle or person.
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