26 days in St. Augustine & Key West Itinerary

26 days in St. Augustine & Key West Itinerary

Created using Inspirock Florida travel planner

Make it your trip
1
St. Augustine
— 2 nights
Bus to Orlando, Fl, Fly to Key West
2
Key West
— 23 nights

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St. Augustine

— 2 nights
St. Kick off your visit on the 6th (Sat): take in the exciting artwork at High Tide Gallery Art & Gifts, see the interesting displays at Father Miguel O'Reilly House Museum, steep yourself in history at The Oldest House Museum Complex, then appreciate the extensive heritage of Bridge of Lions, then contemplate the long history of Plaza de la Constitucion, and finally do a tasting at Vino Del Grotto Winery. Here are some ideas for day two: tour the pleasant surroundings at Crescent Beach Public Beach, pause for some serene contemplation at Santa Maria del Mar Catholic Church, and then learn about winemaking at Flagler Beachfront Winery.

To find where to stay, more things to do, traveler tips, and more tourist information, use the St. Augustine trip planning tool.

Use the Route module to see travel options from your home to St. Augustine. In February, daytime highs in St. Augustine are 68°F, while nighttime lows are 51°F. Wrap up your sightseeing on the 8th (Mon) early enough to travel to Key West.

Things to do in St. Augustine

Historic Sites · Museums · Parks · Wineries

Side Trips

Key West

— 23 nights

Conch Republic

Located just 140 km (90 mi) from Cuba, Key West is an island only about 6.4 km (4 mi) long and 1.6 km (1 mi) wide.
Visit Sombrero Beach and South Beach for some beach relaxation. U.S. Coast Guard Cutter Ingham Maritime Museum and Key West Museum of Art & History at the Custom House are good opportunities to explore the local culture. You'll find plenty of places to visit near Key West: Islamorada (Old Road Gallery, History of Diving Museum, &more), Marathon (Sombrero Reef, The Turtle Hospital, &more) and Big Pine Key (Blue Hole, The Big Pine Key Flea Market, &more). The adventure continues: appreciate the extensive heritage of Key West Historic Seaport, see the interesting displays at Mel Fisher Maritime Heritage Museum, take in the pleasant sights at West Martello Tower, and observe the fascinating underwater world at Florida Keys Eco-Discovery Center.

To find maps, photos, where to stay, and tourist information, go to the Key West trip planner.

Getting from St. Augustine to Key West by combination of bus and flight takes about 7 hours. Other options: drive; or take a bus. Traveling from St. Augustine in February, expect Key West to be a bit warmer, temps between 78°F and 68°F.

Things to do in Key West

Parks · Museums · Shopping · Outdoors

Side Trips