37 days in Florida Itinerary

37 days in Florida Itinerary

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Route & dates

37 days in Florida Itinerary

Start: New York City
bus + Fly:  6​h 15​min
1
Key West
— 6 nights
+2
Fly + tram + bus:  2​h 45​min
2
Miami Beach
— 3 nights
+2
bus + train + bus:  3​h 15​min
3
Everglades National Park
— 4 nights
Travel:  3​h 45​min
4
Marco Island
— 3 nights
Drive:  30​min
5
Naples
— 4 nights
Drive:  2​h
6
Sarasota
— 5 nights
Drive:  2​h 15​min
7
Orlando
— 5 nights
Drive:  2​h
8
St. Augustine
— 4 nights
Drive:  6​h 45​min
9
Pensacola
— 2 nights
+2
taxi + Fly + bus:  5​h 45​min
End: New York City

6
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.
Get some cultural insight at The Ernest Hemingway Home and Museum and Curry Mansion. Step out of the city life by going to Fort Zachary Taylor and Key West Butterfly & Nature Conservatory. Take a break from Key West with a short trip to National Key Deer Refuge in Big Pine Key, about 50 minutes away. Spend the 27th (Tue) airborne with a parasailing or paragliding tour. There's still lots to do: explore the galleries of Truman Little White House, look for all kinds of wild species at Audubon House & Tropical Gardens, see majestic marine mammals with a dolphin and whale watching tour, and stroll the grounds of Key West Cemetery.

For other places to visit, traveler tips, and more tourist information, read Key West trip tool .

New York City to Key West is an approximately 6.5-hour combination of bus and flight. You can also do a combination of flight and shuttle; or drive. Traveling from New York City in March, expect Key West to be much warmer, temps between 79°F and 70°F. Finish up your sightseeing early on the 29th (Thu) so you can travel to Miami Beach.

Things to do in Key West

#Outdoors, #Tours, #Adventure

Side Trip

National Key Deer Refuge
Highlights from your plan
The Ernest Hemingway Home and Museum ©
Fort Zachary Taylor ©
Fort Zachary Taylor

3
nights
Miami Beach

Miami Beach ©
Separated by water from the neighboring city of Miami, Miami Beach sits on a barrier island between Biscayne Bay and the Atlantic Ocean.
Satisfy your inner culture vulture at Lincoln Road and Vizcaya Museum and Gardens. Take a break from Miami Beach with a short trip to Fairchild Tropical Botanic Garden in Coral Gables, about 40 minutes away. And it doesn't end there: get to know the fascinating history of Art Deco Historic District, buy something for everyone on your list at Bayside Marketplace, shop like a local with Collins Avenue, and get a tailor-made plan with Art Deco Tours.

For maps, where to stay, reviews, and tourist information, you can read our Miami Beach road trip planning app .

Traveling by combination of flight, tram, and bus from Key West to Miami Beach takes 3 hours. Alternatively, you can drive; or take a bus. Expect a daytime high around 81°F in March, and nighttime lows around 66°F. On the 1st (Sun), wrap the sightseeing up by early afternoon so you can travel to Everglades National Park.

Things to do in Miami Beach

#Neighborhoods, #Shopping, #Historic Sites

Side Trips

Miami, Coral Gables
Highlights from your plan
Art Deco Tours ©
Art Deco Tours
South Beach ©
South Beach
Lincoln Road ©
Lincoln Road

4
nights
Everglades National Park

Everglades National Park ©
A vast expanse of pristine wetlands, Everglades National Park holds the distinction of being the largest tropical wilderness in the U.S.
Escape the urban bustle at Shark Valley and Gumbo Limbo Trail. Spend the 4th (Wed) exploring nature at Everglades National Park. Next up on the itinerary: identify plant and animal life at Anhinga Trail, explore the activities along Slough Slog, and step off the mainland to explore Long Pine Key.

To see ratings, traveler tips, more things to do, and more tourist information, you can read our Everglades National Park driving holiday planner.

You can take a bus from Miami Beach to Everglades National Park in 3.5 hours. In April, plan for daily highs up to 85°F, and evening lows to 74°F. On the 5th (Thu), wrap the sightseeing up by early afternoon so you can travel to Marco Island.

Things to do in Everglades National Park

#Parks, #Nature, #Trails

Side Trip

Everglades National Park
Highlights from your plan
Anhinga Trail ©
Anhinga Trail
Everglades National Park ©
Everglades National Park
Long Pine Key ©
Long Pine Key

3
nights
Marco Island

Marco Island is a city in Collier County, Florida, United States, located on an island by the same name in the Gulf of Mexico off the coast of Southwest Florida. Get in touch with nature at Waterskiing & Jetskiing and Parasailing & Paragliding. There's lots more to do: take a memorable tour with Tours, tour the pleasant surroundings at Cape Romano, take an in-depth tour of Marco Island Historical Museum, and kick back and relax at South Marco Beach.

For more things to do, ratings, photos, and more tourist information, read our Marco Island travel site .

The Route module can help you plan travel from Everglades National Park to Marco Island. Traveling from Everglades National Park in April, plan for slightly colder nights in Marco Island, with lows around 67°F. Wrap up your sightseeing on the 8th (Sun) to allow time to drive to Naples.

Things to do in Marco Island

#Outdoors, #Beaches, #Parks
Highlights from your plan
Waterskiing & Jetskiing
Parasailing & Paragliding
Dolphin & Whale Watching

4
nights
Naples

Naples is a city in Collier County, Florida, United States. Do some cultural sightseeing at The Revs Institute and Edison & Ford Winter Estates. Take a break from the city and head to Barefoot Beach Preserve and Fishing Charters & Tours. Get out of town with these interesting Naples side-trips: Fort Myers Beach (Fort Myers Beach, Lovers Key State Park, & more). There's more to do: make a trip to Waterside Shops.

To find where to stay, more things to do, traveler tips, and more tourist information, read our Naples trip builder .

Naples is just a short distance from Marco Island. Expect a daytime high around 85°F in April, and nighttime lows around 67°F. Finish your sightseeing early on the 12th (Thu) to allow enough time to drive to Sarasota.

Things to do in Naples

#Outdoors, #Parks, #Wildlife

Side Trips

Fort Myers Beach, Barefoot Beach Preserve, Edison & Ford Winter Estates
Highlights from your plan
Fishing Charters & Tours
Barefoot Beach Preserve ©
Barefoot Beach Preserve
Fort Myers Beach ©
Fort Myers Beach

5
nights
Sarasota

Sarasota ©
Sarasota is a city in Sarasota County on the southwestern coast of the U.S. Visiting Siesta Beach and Saint Pete Beach will get you outdoors. De Soto National Memorial and The Dali Museum are good opportunities to explore the local culture. Explore the numerous day-trip ideas around Sarasota: Philippe Park (in Safety Harbor) and Clearwater Beach (in Clearwater). There's more to do: stroll the grounds of Sarasota National Cemetery and add some adventure to your tour with a kayaking and canoeing tour.

To find traveler tips, maps, ratings, and other tourist information, refer to the Sarasota online holiday planner .

Drive from Naples to Sarasota in 2 hours. Alternatively, you can take a bus. In April, daily temperatures in Sarasota can reach 83°F, while at night they dip to 64°F. Wrap up your sightseeing on the 17th (Tue) to allow time to drive to Orlando.

Things to do in Sarasota

#Parks, #Outdoors, #Historic Sites

Side Trips

Siesta Beach, Clearwater Beach, De Soto National Memorial, The Dali Museum, Saint Pete Beach
Highlights from your plan
Sarasota National Cemetery ©
Sarasota National Cemetery
Clearwater Beach ©
Clearwater Beach
Siesta Beach ©
Siesta Beach

5
nights
Orlando

Orlando ©
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.
NASA Kennedy Space Center Visitor Complex and Charles Hosmer Morse Museum of American Art are good opportunities to explore the local culture. Step out of Orlando to go to DeLand and see Stetson Mansion, which is approximately 58 minutes away. Pack the 17th (Tue) with family-friendly diversions at Walt Disney World Resort. Pack the 22nd (Sun) with family-friendly diversions at Universal Orlando Resort. There's much more to do: find something for the whole family at Universal's Islands of Adventure, discover the magic at Magic Kingdom Park, play a few rounds at Pirate's Cove Adventure Golf, and laugh and play at Happily Ever After Fireworks.

For ratings, where to stay, more things to do, and more tourist information, go to the Orlando trip itinerary planning tool .

Traveling by car from Sarasota to Orlando takes 2.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. In April, daily temperatures in Orlando can reach 85°F, while at night they dip to 66°F. Finish your sightseeing early on the 22nd (Sun) to allow enough time to drive to St. Augustine.

Things to do in Orlando

#Theme Parks, #Museums, #Childrens Museums

Side Trips

Charles Hosmer Morse Museum of American Art, NASA Kennedy Space Center Visitor Complex, Stetson Mansion
Highlights from your plan
Walt Disney World Resort ©
Walt Disney World Resort
Stetson Mansion ©
Stetson Mansion

4
nights
St. Augustine

St. Augustine ©
SAINT AUGUSTINE | PONTE VEDRA on Florida's Historic Coast The Nation's oldest city (est. Castillo de San Marcos and Memorial Presbyterian Church are good opportunities to explore the local culture. Visiting Fort Matanzas National Monument and St. Augustine Beach will get you outdoors. Next up on the itinerary: look for all kinds of wild species at St. Augustine Wild Reserve, see the interesting displays at The Ximenez-Fatio House, steep yourself in history at Colonial Quarter, and sample the fine beverages at St. Augustine Distillery.

To see other places to visit, ratings, more things to do, and other tourist information, you can read our St. Augustine trip planner .

Getting from Orlando to St. Augustine by car takes about 2 hours. Other options: take a bus. When traveling from Orlando in April, plan for little chillier days and about the same nights in St. Augustine: temperatures range from 79°F by day to 62°F at night. Finish your sightseeing early on the 26th (Thu) so you can drive to Pensacola.

Things to do in St. Augustine

#Historic Sites, #Parks, #Nature
Highlights from your plan
Castillo de San Marcos ©
Castillo de San Marcos
St. Augustine Beach ©
St. Augustine Beach
Fort Matanzas National Monument ©
Fort Matanzas National Monument

2
nights
Pensacola

Pensacola ©
Surrounded on three sides by water, Pensacola offers access to white-sand beaches and emerald-green ocean unspoiled by large resorts.
On the 26th (Thu), contemplate the long history of Fort Pickens. On the 27th (Fri), you'll have a packed day of sightseeing: enjoy the sand and surf at Gulf Islands National Seashore - Florida District and then stroll through Navarre Beach.

To see maps, reviews, where to stay, and more tourist information, read Pensacola vacation planning website .

You can drive from St. Augustine to Pensacola in 7 hours. Alternatively, you can do a combination of bus, flight, and taxi; or do a combination of bus and flight. The time zone difference when traveling from St. Augustine to Pensacola is minus 1 hour. April in Pensacola sees daily highs of 77°F and lows of 59°F at night. Wrap up your sightseeing on the 28th (Sat) early enough to travel back home.

Things to do in Pensacola

#Parks, #Beaches, #Outdoors

Side Trips

Pensacola Beach, Navarre Beach
Highlights from your plan
National Naval Aviation Museum ©
National Naval Aviation Museum
Navarre Beach ©
Navarre Beach
Veterans Memorial Park ©
Veterans Memorial Park

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