8 days in Florida Itinerary

8 days in Florida Itinerary

Created using Inspirock Florida tour planner

Make it your trip
Fly
1
Islamorada
— 1 day
Drive
2
Marathon
— 2 nights
Drive
3
Key West
— 2 nights
Fly
4
Orlando
— 3 nights
Fly

S M T W T F S
7
8
9
10
11
12
13
14
15
16
17
18
19
20

Islamorada

— 1 day

The Village of Islands

Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
On the 13th (Sat), indulge your thirst for a good beer at Florida Keys Brewing Company, then take a tour by water with Boat Tours & Water Sports, and then sample the tasty concoctions at Islamorada Brewery & Distillery.

For traveler tips, ratings, photos, and other tourist information, refer to the Islamorada travel route planner.

Boston to Islamorada is an approximately 5-hour flight. You can also drive; or do a combination of bus and shuttle. Prepare for warmer weather when traveling from Boston in November: high temperatures in Islamorada hover around 82°F and lows are around 72°F. Cap off your sightseeing on the 13th (Sat) early enough to go by car to Marathon.

Things to do in Islamorada

Breweries & Distilleries · Wildlife · Outdoors · Tours

Marathon

— 2 nights

Heart of the Florida Keys

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 14th (Sun): enjoy the sand and surf at Bahia Honda State Park, see the interesting displays at Crane Point Museum & Nature Center, and then tour the pleasant surroundings at The Turtle Hospital. Keep things going the next day: tour the pleasant surroundings at Dolphin Research Center, then tour the pleasant surroundings at Sombrero Beach, and then head outdoors with Outdoor Activities.

To find ratings, traveler tips, reviews, and tourist information, refer to the Marathon travel route planner.

You can drive from Islamorada to Marathon in an hour. Alternatively, you can take a bus. Expect a daytime high around 82°F in November, and nighttime lows around 72°F. Finish your sightseeing early on the 15th (Mon) so you can drive to Key West.

Things to do in Marathon

Parks · Wildlife · Outdoors · Beaches

Side Trip

Key West

— 2 nights

Conch Republic

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 16th (Tue): fly like a bird with a parasailing or paragliding tour, admire the natural beauty at Audubon House & Tropical Gardens, stroll through Key West Butterfly & Nature Conservatory, then examine the collection at The Ernest Hemingway Home and Museum, then take an in-depth tour of Key West Lighthouse and Keeper's Quarters Museum, and finally take in the exciting artwork at Key West Local Luxe -Jewelry Store. Here are some ideas for day two: explore the striking landscape of Dry Tortugas National Park.

For traveler tips, maps, photos, and tourist information, read our Key West sightseeing planning app.

You can drive from Marathon to Key West in 1.5 hours. Alternatively, you can take a bus. In November, plan for daily highs up to 81°F, and evening lows to 73°F. Cap off your sightseeing on the 17th (Wed) early enough to catch the flight to Orlando.

Things to do in Key West

Parks · Nature · Museums · Historic Sites

Orlando

— 3 nights

Theme Park Capital of the World

For most people, any mention of Orlando immediately conjures up images of sprawling theme parks filled with characters plucked right out of popular animated movies.
Change things up with a short trip to Stetson Mansion in DeLand (about 50 minutes away). Have a day of magic on the 18th (Thu) at Walt Disney World Resort. Pack the 20th (Sat) with family-friendly diversions at Universal Orlando Resort. There's more to do: find something for the whole family at SeaWorld.

To find maps, ratings, reviews, and more tourist information, go to the Orlando trip planner.

Fly from Key West to Orlando in 3 hours. Alternatively, you can drive; or take a bus. Expect little chillier evenings in Orlando when traveling from Key West in November, with lows around 62°F. Wrap up your sightseeing on the 20th (Sat) to allow time to fly back home.

Things to do in Orlando

Theme Parks · Historic Sites

Side Trip

Florida travel guide

4.4
Disney Parks & Activities · Beaches · Theme Parks
The Sunshine State
The “Sunshine State,” Florida became a favorite winter destination for the affluent crowd over a century ago. Today, the state attracts visitors from around the world with its golden beaches and modern theme parks. You can spend your entire vacation enjoying the state's highly developed seaside areas, but remember that some of Florida's best-kept secrets are in secluded locations. Visit the big cities and their comfortable resorts offering top-notch dining and nightlife, but leave some time to see the peninsula's swampy landscape, filled with wild creatures and native plants. Farther away from the tourist-packed urban areas, the untamed wetlands of Florida offer a selection of things to do, such as kayaking, boat rides, and numerous other outdoor activities.