7 days in Southeast Florida Itinerary

7 days in Southeast Florida Itinerary

Created using Inspirock Southeast Florida trip maker
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Miami Beach
— 1 night
— 2 nights
Key West
— 3 nights


Miami Beach — 1 night

Separated by water from the neighboring city of Miami, Miami Beach sits on a barrier island between Biscayne Bay and the Atlantic Ocean.
Start off your visit on the 6th (Sun): get to know the fascinating history of Art Deco Historic District, stroll through South Beach, and then wander the streets of Lincoln Road. On your second day here, stroll around Bayfront Park, kick back and relax at Bill Baggs Cape Florida State Park, and then gain insight at The Wolfsonian - Florida International University.

For where to stay, traveler tips, reviews, and other tourist information, use the Miami Beach trip planner.

Madison to Miami Beach is an approximately 6.5-hour flight. You can also drive; or do a combination of bus and subway. Due to the time zone difference, you'll lose 1 hour traveling from Madison to Miami Beach. Expect warmer temperatures when traveling from Madison in November; daily highs in Miami Beach reach 82°F and lows reach 70°F. Cap off your sightseeing on the 7th (Mon) early enough to go by car to Marathon.
Parks · Beaches · Outdoors · Historic Sites
Side Trips

Marathon — 2 nights

A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
Kick off your visit on the 8th (Tue): enjoy the sand and surf at Sombrero Beach, then browse the exhibits of Crane Point Museum & Nature Center, and then tour the pleasant surroundings at Bahia Honda State Park. Get ready for a full day of sightseeing on the 9th (Wed): stroll through Dolphin Research Center, indulge your thirst for a good beer at Florida Keys Brewing Company, and then fly like a bird with a parasailing or paragliding tour.

To find other places to visit, where to stay, and other tourist information, read our Marathon travel route planner.

Drive from Miami Beach to Marathon in 3 hours. Alternatively, you can do a combination of flight and bus; or take a bus. In November, daytime highs in Marathon are 82°F, while nighttime lows are 72°F. Finish up your sightseeing early on the 9th (Wed) so you can go by car to Key West.
Parks · Outdoors · Beaches · Wildlife
Side Trips

Key West — 3 nights

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.
Eschew the tourist crowds and head to Peppers of Key West and Key West Lighthouse and Keeper's Quarters Museum. There's still lots to do: take an in-depth tour of U.S. Coast Guard Cutter Ingham Maritime Museum, see the interesting displays at Mel Fisher Maritime Heritage Museum, take in nature's colorful creations at Audubon House & Tropical Gardens, and sample the fine beverages at Papa’s Pilar Rum Distillery, Hemingway Rum Company.

To find reviews, traveler tips, other places to visit, and other tourist information, you can read our Key West trip itinerary planning website.

Getting from Marathon to Key West by car takes about 1.5 hours. Other options: take a bus. In November, plan for daily highs up to 81°F, and evening lows to 73°F. Finish your sightseeing early on the 12th (Sat) so you can fly back home.
Museums · Wildlife · Parks · Outdoors