19 days in Miami, Naples & Key West Itinerary

19 days in Miami, Naples & Key West Itinerary

Created using Inspirock Florida itinerary planner

Plan created by another user. Make it yours

Route & dates

1
Miami
— 13 nights
2
Naples
— 2 nights
3
Key West
— 3 nights

13
nights
Miami

Miami ©
Florida’s mecca of fun in the sun, the lively tropical metropolis of Miami is one of the world’s top vacation spots.
Your itinerary includes some good beach time at South Beach and Hollywood Beach. Take a break from the city and head to Scuba & Snorkeling and Shark Valley Visitor Center. Venture out of the city with trips to Sawgrass Mills (in Sunrise), Islamorada (Fishing Charters & Tours & History of Diving Museum) and Fort Lauderdale Beach (in Fort Lauderdale). There's still lots to do: buy something for everyone on your list at Lincoln Road, don't miss a visit to Bayside Marketplace, browse the exhibits of Wynwood Walls, and see the vivid underwater world at Spiegel Grove.

To find out how to plan a trip to Miami, use our trip itinerary maker.

If you are flying in from United Kingdom, the closest major aiports are Miami International Airport, Fort Lauderdale Hollywood International Airport and Palm Beach International Airport. September in Miami sees daily highs of 38°C and lows of 29°C at night. Wrap up your sightseeing on the 12th (Sat) early enough to drive to Naples.

Things to do in Miami

Parks · Outdoors · Shopping

Side Trips

Miami Beach, Key Largo, Islamorada, Everglades National Park, Aventura Mall
Find places to stay Sep 29 — Oct 12:
Highlights from your plan
Lincoln Road ©
Lincoln Road
Scuba & Snorkeling
Shark Valley Visitor Center ©
Shark Valley Visitor Center

2
nights
Naples

Kick off your visit on the 13th (Sun): get interesting insight from Tours, do a tasting at The Naples Winery, and then take a stroll through Fifth Avenue South. On the next day, enjoy the sand and surf at Lowdermilk Beach and then see majestic marine mammals with a dolphin and whale watching tour.

For other places to visit, traveler tips, and more tourist information, you can read our Naples trip planner.

Drive from Miami to Naples in 2.5 hours. Alternatively, you can take a bus. In October in Naples, expect temperatures between 36°C during the day and 25°C at night. Finish your sightseeing early on the 14th (Mon) to allow enough time to travel to Key West.

Things to do in Naples

Outdoors · Wildlife · Tours
Find places to stay Oct 12 — 14:
Highlights from your plan
Dolphin & Whale Watching
Fishing Charters & Tours
Lowdermilk Beach ©
Lowdermilk Beach

3
nights
Key West

Key West ©
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.
Start off your visit on the 15th (Tue): see the interesting displays at The Ernest Hemingway Home and Museum and then kick back and relax at Bahia Honda State Park. On your second day here, identify plant and animal life at Key West Butterfly & Nature Conservatory, view the masterpieces at Alan S. Maltz Gallery, then contemplate the long history of Truman Little White House, then get a taste of the local shopping with 7 Artists & Friends Gallery, and finally admire the majestic nature at Fort Zachary Taylor.

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

Traveling by combination of taxi and ferry from Naples to Key West takes 3.5 hours. Alternatively, you can drive; or take a bus. Traveling from Naples in October, you can expect nighttime temperatures to be a bit warmer in Key West, with lows of 29°C. On the 17th (Thu), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Key West

Outdoors · Parks · Beaches

Side Trip

Bahia Honda State Park
Find places to stay Oct 14 — 17:
Highlights from your plan
The Ernest Hemingway Home and Museum ©
The Ernest Hemingway Home and Museum
Key West Butterfly & Nature Conservatory ©
Key West Butterfly & Nature Conservatory
Bahia Honda State Park ©
Bahia Honda State Park

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