Key West Walking and Boat Tour Experience

Experience the best of Key West on our guided walking and boat tour, where you'll delve into the island's rich history and explore its stunning coastline. Begin your journey by strolling through the charming streets, learning about the indigenous peoples, Spanish settlers, and famous residents who shaped the island's identity. Visit iconic landmarks like the Truman Little White House and Hemingway's former home, soaking in their stories and architectural splendor. Then, step aboard our boat to cruise along the crystal-clear waters, where you'll enjoy panoramic views and spot vibrant marine life through the glass bottom. Whether you're captivated by history, mesmerized by nature, or simply seeking adventure, our walking and boat tour offers an immersive and unforgettable Key West experience.

Meeting Point

Southernmost Point of the Continental U.S.A.

1400 Whitehead St, Key West, FL 33040, USA

Please meet your guide at the southernmost point of the Continental U.S.A. to begin your tour. The guide will be standing next to the buoy monument, and they will be wearing a Tripshepherd shirt.

What's included:

• Skip the ticket lines for select attractions
• Admission to Earnest Hemingway House and Museum
• Admission to Truman Little White House
• Walking Tour of Key West
• Admission to Glass Bottom Boat Cruise

Not included:

• Gratuities
• Food & Drinks - Chips, crackers, and cookies are available for purchase on the boat cruise for $1-$2

What to expect:

Duration: 5 hours

The Ernest Hemingway Home and Museum

907 Whitehead Street, 33040-7473, Florida

Cure your writers block with a visit to the Ernest Hemingway Home and Museum. Guests will have the opportunity to explore this museum, taking in the beautiful gardens still on the estate today. As well, guests will see the descendants of Ernest Hemingway's six-toed cat.

1 hour • Admission Ticket Included

Truman Little White House

111 Front St, Naval Air Station , 33040-8311, Florida

Feel Presidential at the Truman Little White House, Florida's only presidential museum. Guests will have time to explore the museum, which houses presidential artefacts and displays. This house was used by President Harry S. Truman as the winter White House, between 1946 and 1952.

1 hour • Admission Ticket Included

Fury Water Adventures Key West

0 Duval St, Key West, FL 33040, USA

Experience Marine life from a Glass Bottom Boat. Enjoy a narrated boat cruise through the crystal waters of the Gulf of Mexico.

2 hours • Admission Ticket Included

Southernmost Point

1300 Whitehead Street, , 33040, Florida

Go to the Southernmost point of the continental USA and view the modest monument. This is a great opportunity for photos, and guests will have a few minutes to explore the area.

15 minutes • Admission Ticket Included

Fort Zachary Taylor Historic State Park

601 Howard England Way, , 33040-8395, Florida

Take a walk-through Fort Zachary Taylor Historic State Park and walk by Fort Zachary Taylor. Guests will have time to walk through the park and past the fort.

30 minutes