35 days in Florida Keys Itinerary

35 days in Florida Keys Itinerary

Created using Inspirock Florida Keys vacation planner

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Route & dates

35 days in Florida Keys Itinerary

Start: Detroit
Fly + Shuttle:  7​h
1
Key Largo
— 8 nights
Drive:  45​min
2
Islamorada
— 9 nights
Drive:  45​min
3
Marathon
— 7 nights
Bus:  1​h 15​min
4
Key West
— 10 nights
Fly:  7​h 15​min
End: Detroit

8
nights
Key Largo

Key Largo ©
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.
Go for a jaunt from Key Largo to Key Colony Beach to see Coffins Patch about 1h 15 min away. There's lots more to do: discover the deep blue sea with a scuba or snorkeling tour, paddle through the water with a kayaking and canoeing tour, pause for some serene contemplation at Saint Justin Martyr Catholic Church, and see what you can catch with a fishing tour.

To find reviews, photos, ratings, and more tourist information, go to the Key Largo trip builder app .

Detroit to Key Largo is an approximately 7-hour combination of flight and shuttle. You can also drive; or take a bus. Plan for much warmer temperatures traveling from Detroit in December, with highs in Key Largo at 79°F and lows at 66°F. Wrap up your sightseeing on the 3rd (Fri) early enough to drive to Islamorada.

Things to do in Key Largo

Wildlife Parks Outdoors

Side Trip

Coffins Patch
Highlights from your plan
Island Dolphin Care ©
Island Dolphin Care
Scuba & Snorkeling

9
nights
Islamorada

Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
Take a break from Islamorada with a short trip to American Shoal Lighthouse in Sugarloaf Key, about 1h 30 min away. And it doesn't end there: cast your line with a fishing tour, discover the deep blue sea with a scuba or snorkeling tour, admire the majestic nature at Lignumvitae Key Botanical State Park, and appreciate the extensive heritage of Indian Key State Historic Site.

For ratings, other places to visit, reviews, and tourist information, use the Islamorada online trip itinerary maker .

Traveling by car from Key Largo to Islamorada takes an hour. Alternatively, you can do a combination of taxi and bus. In January in Islamorada, expect temperatures between 77°F during the day and 66°F at night. Finish your sightseeing early on the 12th (Sun) so you can drive to Marathon.

Things to do in Islamorada

Outdoors Wildlife Tours

Side Trips

Dooda Charters, American Shoal Lighthouse
Highlights from your plan
Fishing Charters & Tours
Scuba & Snorkeling
Lignumvitae Key Botanical State Park ©

7
nights
Marathon

Marathon ©
A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
Venture out of the city with trips to Big Pine Key (Grimal Grove, Artists in Paradise Gallery, & more). Next up on the itinerary: kick back and relax at Bahia Honda State Park, see the interesting displays at Crane Point Museum & Nature Center, identify plant and animal life at Marathon Garden Club, and get outside with Gemini Dream Charters.

To see more things to do, reviews, maps, and other tourist information, use the Marathon route planner.

Traveling by car from Islamorada to Marathon takes an hour. Alternatively, you can take a bus. In January, daily temperatures in Marathon can reach 77°F, while at night they dip to 66°F. Finish your sightseeing early on the 19th (Sun) to allow enough time to take a bus to Key West.

Things to do in Marathon

Parks Outdoors Wildlife

Side Trips

Big Pine Key, Sunset Park Beach, Veterans Memorial Park
Highlights from your plan
Bahia Honda State Park ©
Bahia Honda State Park
National Key Deer Refuge ©
National Key Deer Refuge
The Turtle Hospital ©
The Turtle Hospital

10
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.
Spend the 23rd (Thu) exploring nature at Dry Tortugas National Park. And it doesn't end there: examine the collection at The Ernest Hemingway Home and Museum, make a trip to Duval Street, glide through the air with a parasailing or paragliding tour, and take a tour by water with Boat Tours & Water Sports.

To see maps, photos, ratings, and tourist information, read our Key West trip itinerary builder website .

Traveling by bus from Marathon to Key West takes 1.5 hours. Alternatively, you can drive. January in Key West sees daily highs of 76°F and lows of 66°F at night. Finish your sightseeing early on the 29th (Wed) to allow enough time to travel back home.

Things to do in Key West

Outdoors Tours Wildlife
Highlights from your plan
The Ernest Hemingway Home and Museum ©
Mallory Square ©
Mallory Square

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