27 days in Florida Itinerary

27 days in Florida Itinerary

Created using Inspirock Florida itinerary planner
Make it your trip
Fly
1
Orlando
— 4 nights
Drive
2
Merritt Island
— 1 night
Fly
3
Key West
— 4 nights
Drive
4
Big Pine Key
— 1 night
Drive
5
Islamorada
— 3 nights
Drive
6
Miami Beach
— 3 nights
Drive
7
Fort Myers Beach
— 1 night
Drive
8
Sarasota
— 1 night
Drive
9
Crystal River
— 4 nights
Drive
10
St. Augustine
— 4 nights
Fly

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Orlando — 4 nights

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.
Have a day of magic on the 12th (Sat) at Walt Disney World Resort. Pack the 14th (Mon) with family-friendly diversions at Universal's Islands of Adventure. There's still lots to do: get in on the family fun at Universal Orlando Resort, make an unforgettable trip to Magic Kingdom Park, and make a splash at Discovery Cove.

To see more things to do, traveler tips, and other tourist information, read our Orlando trip maker site.

Edinburgh, UK to Orlando is an approximately 11-hour flight. Traveling from Edinburgh to Orlando, you'll gain 5 hours due to the time zone difference. Traveling from Edinburgh in November, things will get much hotter in Orlando: highs are around 30°C and lows about 19°C. Finish up your sightseeing early on the 15th (Tue) so you can go by car to Merritt Island.
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Theme Parks

Merritt Island — 1 night

Start off your visit on the 16th (Wed): take an unforgettable tour with a helicopter tour, then get curious at Space Shuttle Atlantis, and then get curious at NASA Kennedy Space Center Visitor Complex.

For where to stay, ratings, maps, and more tourist information, read our Merritt Island road trip website.

You can drive from Orlando to Merritt Island in 1.5 hours. Another option is to take a shuttle. In November, plan for daily highs up to 29°C, and evening lows to 22°C. Wrap up your sightseeing on the 16th (Wed) early enough to fly to Key West.
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Museums · Childrens Museums · Tours

Key West — 4 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.
Key West is known for sightseeing, museums, and adventure. Your trip includes some of its best attractions: see the interesting displays at The Ernest Hemingway Home and Museum, tour the pleasant surroundings at Audubon House & Tropical Gardens, glide through the air with a parasailing or paragliding tour, and don't miss a visit to Duval Street.

To see maps, other places to visit, reviews, and other tourist information, read our Key West trip itinerary maker site.

Traveling by flight from Merritt Island to Key West takes 3 hours. Alternatively, you can drive; or do a combination of taxi, bus, and train. Expect a bit warmer evenings in Key West when traveling from Merritt Island in November, with lows around 26°C. Finish your sightseeing early on the 20th (Sun) to allow enough time to drive to Big Pine Key.
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Museums · Historic Sites · Shopping · Parks

Big Pine Key — 1 night

Big Pine Key is a census-designated place and unincorporated community in Monroe County, Florida, United States, on an island of the same name in the Florida Keys. On the 21st (Mon), indulge in some personalized pampering at SpaTerre at Little Palm Island Resort and then stroll through Bahia Honda State Park.

To find where to stay, maps, other places to visit, and more tourist information, refer to the Big Pine Key trip itinerary planner.

Getting from Key West to Big Pine Key by car takes about an hour. Other options: take a shuttle; or take a bus. Expect a daytime high around 32°C in November, and nighttime lows around 26°C. Finish your sightseeing early on the 21st (Mon) to allow enough time to drive to Islamorada.
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Beaches · Outdoors · Parks · Spas
Side Trip
Highlights from your trip

Islamorada — 3 nights

Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
Change things up with these side-trips from Islamorada: Marathon (Crane Point Museum & Nature Center, The Turtle Hospital, &more) and Sunset Park Beach (in Key Colony Beach). The adventure continues: sample the tasty concoctions at Florida Keys Brewing Company, stroll through Anne's Beach, relax and rejuvenate at Island Flow Yoga, and glide through the air with a parasailing or paragliding tour.

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

Traveling by car from Big Pine Key to Islamorada takes 1.5 hours. Alternatively, you can take a bus. Expect a daytime high around 32°C in November, and nighttime lows around 26°C. Wrap up your sightseeing on the 24th (Thu) to allow time to drive to Miami Beach.
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Parks · Outdoors · Wildlife · Beaches
Side Trips

Miami Beach — 3 nights

Separated by water from the neighboring city of Miami, Miami Beach sits on a barrier island between Biscayne Bay and the Atlantic Ocean.
You'll find plenty of places to visit near Miami Beach: Shark Valley Visitor Center (in Everglades National Park), Homestead Miami Speedway (in Homestead) and Walking tours (in Miami). Next up on the itinerary: get to know the fascinating history of Art Deco Historic District, examine the collection at Vizcaya Museum and Gardens, explore the galleries of The Wolfsonian - Florida International University, and wander the streets of Lincoln Road.

To find other places to visit, photos, where to stay, and tourist information, go to the Miami Beach trip planning app.

Drive from Islamorada to Miami Beach in 2 hours. Alternatively, you can do a combination of shuttle and bus; or take a bus. In November in Miami Beach, expect temperatures between 32°C during the day and 24°C at night. Wrap up your sightseeing on the 27th (Sun) early enough to drive to Fort Myers Beach.
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Parks · Museums · Nature · Wildlife
Side Trips

Fort Myers Beach — 1 night

Fort Myers Beach is a town located on Estero Island in Lee County, Florida, United States. Kick off your visit on the 28th (Mon): enjoy the sea views from Sanibel Island Lighthouse and then head outdoors with Island Time Dolphin & Shelling Cruises.

To find photos, where to stay, maps, and other tourist information, read Fort Myers Beach trip itinerary planning app.

Traveling by car from Miami Beach to Fort Myers Beach takes 3 hours. Alternatively, you can take a bus. Plan for little chillier nights when traveling from Miami Beach in November since evenings lows in Fort Myers Beach dip to 20°C. Finish your sightseeing early on the 28th (Mon) to allow enough time to drive to Sarasota.
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Wildlife · Outdoors · Tours · Historic Sites
Side Trip

Sarasota — 1 night

Sarasota is a city in Sarasota County on the southwestern coast of the U.S. state of Florida. On the 29th (Tue), gear up at Gear Rentals and then stroll the grounds of Sarasota National Cemetery.

To find ratings, more things to do, maps, and other tourist information, you can read our Sarasota vacation planning site.

Traveling by car from Fort Myers Beach to Sarasota takes 2 hours. Alternatively, you can take a bus. In November, daily temperatures in Sarasota can reach 31°C, while at night they dip to 19°C. Wrap up your sightseeing on the 29th (Tue) to allow time to drive to Crystal River.
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Adventure · Outdoors · Tours · Historic Sites

Crystal River — 4 nights

The jewel of Florida's Nature Coast, Crystal River spreads around spring-fed Kings Bay, known for maintaining a constant 22 C (72 F) temperature all year long.
Venture out of the city with trips to Florida National Cemetery (in Bushnell), Paquette's Historical Farmall Tractor Museum (in Leesburg) and Eisenhower Regional Recreation Center (in The Villages). There's still lots to do: discover the deep blue sea with a scuba or snorkeling tour, tour the pleasant surroundings at Alpaca Magic USA, and contemplate the waterfront views at Crystal River.

To see reviews, traveler tips, where to stay, and more tourist information, read Crystal River vacation builder tool.

You can drive from Sarasota to Crystal River in 2.5 hours. Alternatively, you can do a combination of taxi and bus; or take a bus. Traveling from Sarasota in November, you can expect nighttime temperatures to be a bit cooler in Crystal River, with lows of 14°C. Finish up your sightseeing early on the 3rd (Sat) so you can go by car to St. Augustine.
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Parks · Wildlife · Nature · Museums
Side Trips

St. Augustine — 4 nights

St. Step out of St. Augustine with an excursion to Room Escape Games in Jacksonville--about 42 minutes away. Next up on the itinerary: admire nature's wide array of creatures at St. Augustine Wild Reserve, sample the fine beverages at St. Augustine Distillery, browse the exhibits of Villa Zorayda Museum, and step into the grandiose world of Castillo de San Marcos National Monument.

To find traveler tips, where to stay, more things to do, and tourist information, read our St. Augustine trip itinerary maker tool.

Getting from Crystal River to St. Augustine by car takes about 3 hours. Other options: take a bus. December in St. Augustine sees daily highs of 24°C and lows of 15°C at night. Finish your sightseeing early on the 7th (Wed) so you can fly back home.
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Tours · Historic Sites · Fun & Games · Outdoors
Side Trip

Florida travel guide

4.3
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.
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