33 days in Florida Itinerary

33 days in Florida Itinerary

Created using Inspirock Florida tour planner

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Route & dates

33 days in Florida Itinerary

Start: Philadelphia
Drive:  8​h
1
Orlando
— 6 nights
Drive:  3​h 45​min
2
Naples
— 4 nights
Drive:  2​h 15​min
3
Miami Beach
— 4 nights
Drive:  1​h 30​min
4
Key Largo
— 4 nights
Drive:  45​min
5
Islamorada
— 4 nights
Drive:  45​min
6
Marathon
— 4 nights
bus:  1​h 15​min
7
Key West
— 6 nights
Fly:  4​h 45​min
End: Philadelphia

6
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.
Orlando is known for theme parks, nightlife, fun & games, shopping, and museums. Your plan includes some of its best attractions: make an unforgettable trip to Walt Disney World Resort, get in on the family fun at Magic Kingdom Park, laugh and play at Happily Ever After Fireworks, and admire the natural beauty at Harry P. Leu Gardens.

To find other places to visit, photos, traveler tips, and more tourist information, go to the Orlando vacation planner .

Philadelphia to Orlando is an approximately 5-hour flight. You can also do a combination of train and flight; or drive. Traveling from Philadelphia in November, expect Orlando to be warmer, temps between 78°F and 62°F. Wrap up your sightseeing on the 25th (Mon) to allow time to drive to Naples.

Things to do in Orlando

Theme Parks Parks Beaches

Side Trip

Charles Hosmer Morse Museum of American Art
Highlights from your plan
Walt Disney World Resort ©
Walt Disney World Resort
Universal Orlando Resort ©
Universal Orlando Resort
Universal's Islands of Adventure ©
Universal's Islands of Adventure

4
nights
Naples

Naples is a city in Collier County, Florida, United States. Explore Naples' surroundings by going to Marco Island (Waterskiing & Jetskiing & Parasailing & Paragliding) and Sanibel Public Library (in Sanibel Island). There's still lots to do: cast your line with a fishing tour, wander the streets of Fifth Avenue South, examine the collection at Revs Institute, and look for all kinds of wild species at Shy Wolf Sanctuary Education & Experience Center.

To find other places to visit, reviews, maps, and more tourist information, go to the Naples road trip tool .

Traveling by car from Orlando to Naples takes 4 hours. Alternatively, you can take a bus; or do a combination of flight and bus. In November, daytime highs in Naples are 82°F, while nighttime lows are 65°F. Wrap up your sightseeing on the 29th (Fri) to allow time to drive to Miami Beach.

Things to do in Naples

Outdoors Tours Wildlife

Side Trips

Marco Island, Shy Wolf Sanctuary Education & Experience Center, Sanibel Public Library
Highlights from your plan
Fishing Charters & Tours
Dolphin & Whale Watching
Waterskiing & Jetskiing

4
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.
You'll find plenty of places to visit near Miami Beach: Fairchild Tropical Botanic Garden (in Coral Gables) and Everglades National Park (Shark Valley Visitor Center, Gumbo Limbo Trail, & more). Next up on the itinerary: tour the pleasant surroundings at South Beach, shop like a local with Village of Merrick Park, get to know the fascinating history of Art Deco Historic District, and admire the masterpieces at Lowe Art Museum.

To find ratings, more things to do, and more tourist information, read our Miami Beach trip builder .

You can drive from Naples to Miami Beach in 2.5 hours. Alternatively, you can take a bus. November in Miami Beach sees daily highs of 82°F and lows of 70°F at night. Finish up your sightseeing early on the 3rd (Tue) so you can go by car to Key Largo.

Things to do in Miami Beach

Parks Outdoors Nature

Side Trips

Miami, Coral Gables, Everglades National Park
Highlights from your plan
Lock & Load Museum ©
Lock & Load Museum
Shark Valley Visitor Center ©
Shark Valley Visitor Center
South Beach ©
South Beach

4
nights
Key Largo

Key Largo ©
The northernmost island of the Florida Keys, Key Largo provides stunning scenery, a number of watersports opportunities, and plenty of areas to relax on vacation.
You'll find plenty of places to visit near Key Largo: Anhinga Trail (in Everglades National Park), Coffins Patch (in Key Colony Beach) and Homestead Miami Speedway (in Homestead). The adventure continues: look for all kinds of wild species at Florida Keys Wild Bird Rehabilitation Center, take a tour of USCG Duane, meet the residents at Island Dolphin Care, and explore and take pictures at Spiegel Grove.

To find where to stay, traveler tips, maps, and tourist information, you can read our Key Largo trip itinerary app .

Getting from Miami Beach to Key Largo by car takes about 1.5 hours. Other options: take a bus. In December in Key Largo, expect temperatures between 79°F during the day and 66°F at night. Finish your sightseeing early on the 7th (Sat) to allow enough time to drive to Islamorada.

Things to do in Key Largo

Parks Wildlife Outdoors

Side Trips

Homestead Miami Speedway, Coffins Patch, Anhinga Trail
Highlights from your plan
Island Dolphin Care ©
Island Dolphin Care
Spiegel Grove ©
Spiegel Grove

4
nights
Islamorada

Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
Explore the numerous day-trip ideas around Islamorada: Everglades National Park (99 Mile Wilderness Waterway & Mrazek Pond). And it doesn't end there: cast your line with a fishing tour, get outside with Dee Cee Charters, look for gifts at Petals With Pizzazz, and take in the exciting artwork at Lobster Trap Art Gift Shop and Gallery.

Take the guesswork out of planning a Islamorada vacation by using our trip itinerary maker.

Traveling by car from Key Largo to Islamorada takes an hour. Alternatively, you can do a combination of taxi and bus. In December, daytime highs in Islamorada are 80°F, while nighttime lows are 71°F. Wrap up your sightseeing on the 11th (Wed) early enough to drive to Marathon.

Things to do in Islamorada

Outdoors Parks Nature

Side Trip

Everglades National Park
Highlights from your plan
Fishing Charters & Tours
Mrazek Pond ©
Mrazek Pond
Lignumvitae Key Botanical State Park ©

4
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.
Change things up with these side-trips from Marathon: Big Pine Key (Out of the Blue Gallery, National Key Deer Refuge, & more). There's much more to do: tour the pleasant surroundings at Bahia Honda State Park, identify plant and animal life at Marathon Garden Club, take in the architecture and atmosphere at San Pablo Catholic Church, and kick back and relax at Sombrero Beach.

To find reviews, where to stay, traveler tips, and tourist information, refer to the Marathon trip itinerary site .

Getting from Islamorada to Marathon by car takes about an hour. Other options: take a bus. In December, daytime highs in Marathon are 80°F, while nighttime lows are 71°F. Wrap up your sightseeing on the 15th (Sun) to allow time to take a bus to Key West.

Things to do in Marathon

Parks Outdoors Wildlife

Side Trip

Big Pine Key
Highlights from your plan
Bahia Honda State Park ©
Bahia Honda State Park
National Key Deer Refuge ©
National Key Deer Refuge
Gemini Dream Charters ©
Gemini Dream Charters

6
nights
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.
Spend the 17th (Tue) exploring nature at Dry Tortugas National Park. There's much more to do: examine the collection at The Ernest Hemingway Home and Museum, steep yourself in history at Truman Little White House, get up close to creatures of the deep with a dolphin and whale watching tour, and don't miss a visit to Duval Street.

To find photos, reviews, where to stay, and more tourist information, use the Key West day trip planner.

Traveling by bus from Marathon to Key West takes 1.5 hours. Alternatively, you can drive. December in Key West sees daily highs of 79°F and lows of 71°F at night. Cap off your sightseeing on the 21st (Sat) early enough to travel back home.

Things to do in Key West

Outdoors Tours Parks
Highlights from your plan
Dolphin & Whale Watching
The Ernest Hemingway Home and Museum ©

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