37 days in Florida Itinerary

37 days in Florida Itinerary

Created using Inspirock Florida trip planner

Plan created by another user. Make it yours

Route & dates

1
Orlando
— 4 nights
2
St. Augustine
— 4 nights
3
Key West
— 5 nights
4
Big Pine Key
— 3 nights
5
Marathon
— 5 nights
6
Islamorada
— 5 nights
7
Miami Beach
— 7 nights

4
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.
Charles Hosmer Morse Museum of American Art and NASA Kennedy Space Center Visitor Complex are good opportunities to explore the local culture. Your inner history buff will appreciate Stetson Mansion and St. Barnabas Episcopal Church. Take a break from Orlando with a short trip to Cape Canavarel National Cemetery in Scottsmoor, about 1 hour away. Pack the 26th (Tue) with family-friendly diversions at Discovery Cove. Pack the 30th (Sat) with family-friendly diversions at Universal Orlando Resort. And it doesn't end there: make an unforgettable trip to Walt Disney World Resort, get a taste of the local shopping with Timothy's Gallery, and take in a show at Happily Ever After Fireworks.

Quickly create a custom-made itinerary for Orlando using our trip planner.

New Delhi, India to Orlando is an approximately 22-hour flight. Traveling from New Delhi to Orlando, you'll gain 10.5 hours due to the time zone difference. Expect slightly colder weather when traveling from New Delhi in March: highs in Orlando hover around °C, while lows dip to °C. Finish your sightseeing early on the 30th (Sat) to allow enough time to drive to St. Augustine.

Things to do in Orlando

Theme Parks Beaches Outdoors

Side Trips

DeLand, Winter Park, NASA Kennedy Space Center Visitor Complex, Cape Canavarel National Cemetery
Highlights from your plan
Charles Hosmer Morse Museum of American Art ©
Discovery Cove ©
Discovery Cove
NASA Kennedy Space Center Visitor Complex ©

4
nights
St. Augustine

St. Augustine ©
St. Do some cultural sightseeing at St. Augustine Lighthouse & Maritime Museum, Inc. and Cathedral Basilica of St. Augustine. Popular historic sites such as Memorial Presbyterian Church and Grace United Methodist Church are in your itinerary. Get out of town with these interesting St. Augustine side-trips: TPC at Sawgrass Stadium Course (in Ponte Vedra Beach), Andy Romano Beachfront Park (in Ormond Beach) and Hammock Dunes Club - Links Golf Course (in Palm Coast). There's much more to do: stroll through St. Augustine Beach, explore the different monuments and memorials at Tolomato Cemetery, brush up on your knowledge of spirits at St. Augustine Distillery, and identify plant and animal life at Sunset Pier Park.

To see other places to visit, maps, ratings, and tourist information, use the St. Augustine trip planner.

Drive from Orlando to St. Augustine in 2 hours. Alternatively, you can take a bus. Traveling from Orlando in March, you will find days in St. Augustine are slightly colder (°C), and nights are about the same (°C). Wrap up your sightseeing on the 3rd (Wed) to allow time to travel to Key West.

Things to do in St. Augustine

Outdoors Parks Beaches

Side Trips

Crescent Beach Public Beach, TPC at Sawgrass Stadium Course, Andy Romano Beachfront Park, Sunset Pier Park, Hammock Dunes Club - Links Golf Course
Highlights from your plan
St. Augustine Beach ©
St. Augustine Beach
St. Augustine Distillery ©
St. Augustine Distillery

5
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.
The Ernest Hemingway Home and Museum and Fort Zachary Taylor are good opportunities to explore the local culture. Head to Alan S. Maltz Gallery and Tucker's Provisionsfor plenty of shopping. Spend the 7th (Sun) exploring nature at Dry Tortugas National Park. There's lots more to do: steep yourself in history at Truman Little White House, see what you can catch with a fishing tour, take a tour by water with Boat Tours & Water Sports, and examine the collection at Mel Fisher Maritime Heritage Museum.

To see more things to do, reviews, traveler tips, and tourist information, refer to the Key West road trip planning app.

Traveling by flight from St. Augustine to Key West takes 6 hours. Alternatively, you can drive; or take a bus. Traveling from St. Augustine in April, you can expect nighttime temperatures to be somewhat warmer in Key West, with lows of °C. Wrap up your sightseeing on the 9th (Tue) to allow time to drive to Big Pine Key.

Things to do in Key West

Outdoors Historic Sites Tours
Highlights from your plan
Truman Little White House ©
Truman Little White House
The Ernest Hemingway Home and Museum ©
The Ernest Hemingway Home and Museum
Key West Butterfly & Nature Conservatory ©
Key West Butterfly & Nature Conservatory

3
nights
Big Pine Key

Big Pine Key ©
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. For shopping fun, head to Artists in Paradise Gallery or Out of the Blue Gallery. Take a break from the city and head to Bahia Honda State Park and National Key Deer Refuge. There's much more to do: enjoy the sand and surf at Calusa Beach, get interesting insight from Tours, and stroll through Long Beach.

Before you visit Big Pine Key, use our trip planner to discover what you can do and see there.

Traveling by car from Key West to Big Pine Key takes an hour. Alternatively, you can take a bus. In April, daytime highs in Big Pine Key are °C, while nighttime lows are °C. Finish your sightseeing early on the 12th (Fri) to allow enough time to drive to Marathon.

Things to do in Big Pine Key

Outdoors Parks Beaches
Highlights from your plan
Bahia Honda State Park ©
Bahia Honda State Park
National Key Deer Refuge ©
National Key Deer Refuge
Fishing Charters & Tours

5
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.
Visit Sombrero Beach and Coco Plum Beach for some beach relaxation. Get outdoors at Crane Point Museum & Nature Center and Dolphin Research Center. There's lots more to do: pause for some serene contemplation at San Pablo Catholic Church, tee off at Florida Keys Country Club, look for all kinds of wild species at Marathon Garden Club, and enjoy the sand and surf at Sunset Park Beach.

To find where to stay, photos, more things to do, and other tourist information, refer to the Marathon journey builder.

Marathon is just a stone's throw from Big Pine Key. In April in Marathon, expect temperatures between °C during the day and °C at night. Finish up your sightseeing early on the 17th (Wed) so you can go by car to Islamorada.

Things to do in Marathon

Outdoors Parks Wildlife

Side Trip

Sunset Park Beach
Highlights from your plan
Sombrero Beach ©
Sombrero Beach
Crane Point Museum & Nature Center ©
Crane Point Museum & Nature Center
The Turtle Hospital ©
The Turtle Hospital

5
nights
Islamorada

Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
Get some cultural insight at Indian Key State Historic Site and Gallery Morada. For shopping fun, head to Old Road Gallery or Lobster Trap Art Gift Shop and Gallery. There's lots more to do: look for all kinds of wild species at Florida Keys Wild Bird Rehabilitation Center, get outside with A Lil' Tail Charters, sample the tasty concoctions at Florida Keys Brewing Company, and get a taste of the local shopping with Michelle Nicole Lowe Art Gallery.

For photos, ratings, and more tourist information, refer to the Islamorada online journey planner.

Getting from Marathon to Islamorada by car takes about an hour. Other options: take a bus. In April, daytime highs in Islamorada are °C, while nighttime lows are °C. Wrap up your sightseeing on the 22nd (Mon) to allow time to drive to Miami Beach.

Things to do in Islamorada

Outdoors Wildlife Parks

Side Trip

Key Largo
Highlights from your plan
Fishing Charters & Tours
Scuba & Snorkeling
Florida Keys Wild Bird Rehabilitation Center ©

7
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.
Deepen your sense of the past at sights like Lincoln Road and Barnacle State Historic Site. Museum-lovers will get to explore Vizcaya Museum and Gardens and Lik Miami. Venture out of the city with trips to Everglades National Park (Shark Valley Visitor Center, Gumbo Limbo Trail, &more), Aventura Mall (in Aventura) and Fort Lauderdale Beach (in Fort Lauderdale). There's much more to do: appreciate the extensive heritage of Art Deco Historic District, make a trip to Collins Avenue, get a taste of local nightlife at Art Deco Tours, and stroll through South Beach.

To find where to stay, more things to do, reviews, and more tourist information, use the Miami Beach trip itinerary planning site.

Drive from Islamorada to Miami Beach in 2 hours. Alternatively, you can take a bus. In April, daytime highs in Miami Beach are °C, while nighttime lows are °C. Finish up your sightseeing early on the 29th (Mon) so you can travel back home.

Things to do in Miami Beach

Parks Shopping Neighborhoods

Side Trips

Everglades National Park, Coral Gables, Miami, Aventura Mall, Fort Lauderdale Beach
Highlights from your plan
Shark Valley Visitor Center ©
Shark Valley Visitor Center
Lincoln Road ©
Lincoln Road
South Beach ©
South Beach

Similar Plans

9 days in Florida BY A USER FROM UNITED STATES June, teens, slow & easy, popular & hidden gems Preferences: June, teens Attraction style: Popular & hidden gems Pace: Slow & easy 7 days in Florida BY A USER FROM UNITED STATES March, beaches, fast-paced, hidden gems Preferences: March, beaches Attraction style: Hidden gems Pace: Fast-paced 1 day in Florida BY A USER FROM UNITED STATES May, teens, kids, popular sights Preferences: May, teens, kids Attraction style: Popular sights Pace: Medium 9 days in Florida BY A USER FROM CHILE March, teens, kids, popular sights Preferences: March, teens, kids Attraction style: Popular sights Pace: Medium 8 days in Florida BY A USER FROM UNITED STATES June, teens, kids, outdoors, beaches, wildlife, fast-paced, popular sights Preferences: June, teens, kids, outdoors, beaches, wildlife Attraction style: Popular sights Pace: Fast-paced 7 days in Florida BY A USER FROM INDIA May, kids, popular & hidden gems Preferences: May, kids Attraction style: Popular & hidden gems Pace: Medium 9 days in Florida BY A USER FROM UNITED STATES April, teens, kids, popular sights Preferences: April, teens, kids Attraction style: Popular sights Pace: Medium 5 days in Florida BY A USER FROM UNITED STATES July, teens, kids, popular sights Preferences: July, teens, kids Attraction style: Popular sights Pace: Medium 10 days in Florida BY A USER FROM UNITED STATES April, teens, kids, popular sights Preferences: April, teens, kids Attraction style: Popular sights Pace: Medium 19 days in Florida BY A USER FROM SOUTH AFRICA April, teens, kids, popular sights Preferences: April, teens, kids Attraction style: Popular sights Pace: Medium 6 days in Florida BY A USER FROM IRELAND October, teens, kids, popular sights Preferences: October, teens, kids Attraction style: Popular sights Pace: Medium
See more plans