21 days in Southeast Florida Itinerary

21 days in Southeast Florida Itinerary

Created using Inspirock Southeast Florida holiday planner
Make it your trip
Fly
1
Miami Beach
— 1 night
Drive
2
Everglades National Park
— 4 nights
Fly
3
Key West
— 5 nights
Drive
4
Marathon
— 4 nights
Drive
5
Islamorada
— 2 nights
Drive
6
Key Largo
— 4 nights
Fly

S M T W T F S
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31
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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.
Kick off your visit on the 21st (Fri): take a tour by water with JP Outfitters Inc. and then take a tour by water with Boat Tours & Water Sports. On your second day here, get to know the fascinating history of Art Deco Historic District and then take a stroll through Lincoln Road.

To find other places to visit, more things to do, ratings, and tourist information, you can read our Miami Beach tour itinerary planner.

Toronto, Canada to Miami Beach is an approximately 6.5-hour flight. You can also drive; or take a bus. Prepare for much warmer weather when traveling from Toronto in October: high temperatures in Miami Beach hover around 36°C and lows are around 27°C. Cap off your sightseeing on the 22nd (Sat) early enough to travel to Everglades National Park.
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Tours · Wildlife · Outdoors · Historic Sites
Side Trip

Everglades National Park — 4 nights

A vast expanse of pristine wetlands, Everglades National Park holds the distinction of being the largest tropical wilderness in the U.S. Overflow from Lake Okeechobee into the Florida Bay formed these wetlands, which are home to manatees, American crocodiles, Florida panthers, and an array of wading birds, land birds, and birds of prey.
Get in touch with nature at Shark Valley Visitor Center and Anhinga Trail. The adventure continues: cast your line with Everglades City Fishing Charters, explore the activities along Slough Slog, stroll through Nine Mile Pond Canoe Trail, and hike along 99 Mile Wilderness Waterway.

To find maps, more things to do, traveler tips, and tourist information, you can read our Everglades National Park online day trip planner.

Explore your travel options from Miami Beach to Everglades National Park with the Route module. In October, daily temperatures in Everglades National Park can reach 36°C, while at night they dip to 29°C. Wrap up your sightseeing on the 26th (Wed) to allow time to fly to Key West.
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Parks · Outdoors · Wildlife · Trails

Key West — 5 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.
Get outdoors at Fort Zachary Taylor and Dry Tortugas National Park. Deepen your sense of the past at sights like Curry Mansion Inn and Truman Little White House. The adventure continues: see some colorful creatures with a scuba or snorkeling tour, take an in-depth tour of Key West Shipwreck Museum, take in the architecture and atmosphere at Saint Mary Star of the Sea, and explore the galleries of Key West Lighthouse and Keeper's Quarters Museum.

To find more things to do, reviews, and tourist information, you can read our Key West trip planning app.

You can fly from Everglades National Park to Key West in 2.5 hours. Other options are to take a bus; or take a bus. In October in Key West, expect temperatures between 35°C during the day and 29°C at night. Finish up your sightseeing early on the 31st (Mon) so you can go by car to Marathon.
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Historic Sites · Parks · Nature · Outdoors

Marathon — 4 nights

A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
Relax by the water at Bahia Honda State Park and Sombrero Beach. Get outdoors at Fishing Charters & Tours and Crane Point Museum & Nature Center. There's still lots to do: tour the pleasant surroundings at The Turtle Hospital, take in the architecture and atmosphere at San Pablo Catholic Church, see the vivid underwater world at Sombrero Reef, and look for gifts at Out of the Blue Gallery.

For more things to do, maps, traveler tips, and more tourist information, read Marathon trip itinerary maker site.

You can drive from Key West to Marathon in 1.5 hours. Another option is to take a bus. In October, daily temperatures in Marathon can reach 36°C, while at night they dip to 29°C. Finish your sightseeing early on the 4th (Fri) so you can drive to Islamorada.
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Parks · Wildlife · Outdoors · Beaches
Side Trips

Islamorada — 2 nights

Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
Kick off your visit on the 5th (Sat): stroll through Alligator Reef Light House, tour the pleasant surroundings at Anne's Beach, and then contemplate the long history of Indian Key State Historic Site. Keep things going the next day: take in the exciting artwork at Pasta Pantaleo Signature Gallery and then get a new perspective on things with Theater of the Sea.

To see other places to visit, maps, ratings, and more tourist information, use the Islamorada trip planner.

You can drive from Marathon to Islamorada in an hour. Another option is to take a bus. November in Islamorada sees daily highs of 32°C and lows of 26°C at night. Wrap up your sightseeing on the 6th (Sun) to allow time to drive to Key Largo.
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Historic Sites · Wildlife · Parks · Outdoors

Key Largo — 4 nights

The northernmost island of the Florida Keys, Key Largo provides stunning scenery, a number of watersports opportunities, and plenty of areas to relax on vacation.
Get in touch with nature at Scuba & Snorkeling and Spiegel Grove. Get some historical perspective at Key Largo Baptist Church and Saint Justin Martyr Catholic Church. Next up on the itinerary: stroll through Florida Keys Wild Bird Rehabilitation Center, explore the gorgeous colors at Grecian Rocks, get a dose of the wild on Capt. Sterling's Everglades Eco-Tours, and admire the majestic nature at John Pennekamp Coral Reef State Park.

To find photos, other places to visit, reviews, and tourist information, read Key Largo trip itinerary planning site.

Key Largo is very close to Islamorada. In November in Key Largo, expect temperatures between 32°C during the day and 23°C at night. Finish your sightseeing early on the 10th (Thu) so you can fly back home.
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Wildlife · Parks · Tours · Outdoors