Arrival & the Keys
The Overseas Highway alone is worth the trip — 113 miles of road over open water, island to island, until Key West appears at the end. Settle in and take your first walk down Duval Street.
Key West is the end of the road in every sense — the last island at the tip of the Florida Keys, where the Overseas Highway finally gives out and life slows to a salt-air crawl. Hemingway lived here. Presidents escaped here. And the sunsets at Mallory Square are among the most celebrated in America. Four days of warm water, colorful old town streets, world-class seafood, and the laid-back energy that only Key West delivers.
Tour Highlights
- The Overseas Highway — one of the great American drives
- Hemingway Home and Museum
- Truman Little White House
- Sunset celebration at Mallory Square
- Duval Street and the colorful Key West historic district
- Southernmost Point of the Continental US
What to Expect
Hemingway, History & Old Town
Morning at the Hemingway Home, where six-toed cats still roam the grounds. Afternoon free to explore the historic district at your own pace — galleries, shops, and some of the best seafood in Florida.
Truman & Sunset
Visit the Truman Little White House, where seven presidents worked and vacationed. Evening at Mallory Square for the famous sunset celebration — street performers, local artists, and one of the most spectacular sunsets anywhere.
Departure
Morning at leisure before heading home, with the memory of those colors still in your eyes.
What's Included
Included
- Roundtrip transportation
- Hotel accommodations
- Professional tour director
- All admissions listed
Not Included
- Meals (unless specified)
- Personal purchases
- Travel insurance (recommended)
Frequently Asked Questions
How do we get to Key West?
Details on transportation — motorcoach or fly-and-drive — will be confirmed upon booking. Call us and we'll walk through the options.
When is the best time to visit Key West?
January is excellent — warm, dry, and before the spring break crowds.