5 days in Florida Keys Itinerary

5 days in Florida Keys Itinerary

Created using Inspirock Florida Keys visit planner

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Route & dates

5 days in Florida Keys Itinerary

Start: Oakland
Fly:  10​h
1
Key West
— 1 night
bus:  1​h 15​min
2
Marathon
— 2 nights
shuttle + Fly:  11​h
End: Oakland

1
night
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.
Kick off your visit on the 25th (Thu): identify plant and animal life at Key West Butterfly & Nature Conservatory, examine the collection at The Ernest Hemingway Home and Museum, then take an in-depth tour of Truman Little White House, then stop by De La Gallery, and finally look for gifts at Uva Wine Shop & Bar. On the 26th (Fri), you'll have a packed day of sightseeing: look for gifts at Peppers of Key West, stop by Kermit's Key West Key Lime Shoppe, then admire the natural beauty at Audubon House & Tropical Gardens, then immerse yourself in nature at Fort Zachary Taylor, and finally stop by Tucker's Provisions.

To see other places to visit, where to stay, and more tourist information, you can read our Key West trip planner .

Oakland to Key West is an approximately 10-hour flight. You can also do a combination of subway and flight; or drive. You'll lose 3 hours traveling from Oakland to Key West due to the time zone difference. Traveling from Oakland in April, you will find days in Key West are a bit warmer (83°F), and nights are much warmer (74°F). Wrap up your sightseeing on the 26th (Fri) early enough to take a bus to Marathon.

Things to do in Key West

Historic Sites Parks Shopping
Highlights from your plan
The Ernest Hemingway Home and Museum ©
Truman Little White House ©
Truman Little White House

2
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.
On the 27th (Sat), look for gifts at Bayshore Clothing, take in the views from Seven Mile Bridge, then look for gifts at Out of the Blue Gallery, and finally immerse yourself in nature at Bahia Honda State Park. On the 28th (Sun), you'll have a packed day of sightseeing: take in the architecture and atmosphere at San Pablo Catholic Church, tour the pleasant surroundings at Sombrero Beach, and then identify plant and animal life at Crane Point Museum & Nature Center.

To see maps, photos, ratings, and more tourist information, use the Marathon travel planning website .

Traveling by bus from Key West to Marathon takes 1.5 hours. Alternatively, you can drive. April in Marathon sees daily highs of 86°F and lows of 75°F at night. Cap off your sightseeing on the 28th (Sun) early enough to travel back home.

Things to do in Marathon

Parks Outdoors Beaches

Side Trip

Big Pine Key
Highlights from your plan
Bahia Honda State Park ©
Bahia Honda State Park
Sombrero Beach ©
Sombrero Beach
Crane Point Museum & Nature Center ©

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