33 days in Florida Itinerary

33 days in Florida Itinerary

Created using Inspirock Florida trip maker

Plan created by another user.Make it yours

Route & dates

Start: Valparaiso
Fly:  6 h 15 min
1
Key West
— 8 nights
Drive:  1 h 15 min
2
Marathon
— 6 nights
Drive:  2 h 30 min
3
Miami
— 5 nights
Fly:  3 h 15 min
4
Orlando
— 8 nights
Fly:  4 h 45 min
5
Pensacola
— 4 nights
Drive:  30 min
6
Milton
— 1 night
Drive:  1 h
End: Valparaiso

8
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.
Spend the 2nd (Thu) exploring nature at Dry Tortugas National Park. And it doesn't end there: see the interesting displays at The Ernest Hemingway Home and Museum, make a trip to Southernmost Point, look for all kinds of wild species at Key West Butterfly & Nature Conservatory, and get a new perspective on things with Boat Tours & Water Sports.

To see other places to visit, where to stay, maps, and more tourist information, read Key West road trip planning site.

Valparaiso to Key West is an approximately 6.5-hour flight. Traveling from Valparaiso to Key West, you'll lose 1 hour due to the time zone difference. Traveling from Valparaiso in June, Key West is a bit warmer at night with lows of 79°F. Wrap up your sightseeing on the 8th (Wed) early enough to drive to Marathon.

Things to do in Key West

Parks Museums Historic Sites
Highlights from your plan
Alan S. Maltz Gallery ©
Alan S. Maltz Gallery
The Ernest Hemingway Home and Museum ©
The Ernest Hemingway Home and Museum
Scuba & Snorkeling

6
nights
Marathon

A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
Explore Marathon's surroundings by going to Key Largo (Island Dolphin Care, Molasses Reef, &more), Florida Keys Wild Bird Rehabilitation Center (in Tavernier) and Islamorada (Fishing Charters & Tours, Indian Key State Historic Site, &more). There's lots more to do: enjoy the sand and surf at Bahia Honda State Park, see the interesting displays at Crane Point Museum & Nature Center, look for all kinds of wild species at The Turtle Hospital, and tour the pleasant surroundings at Anne's Beach.

To see reviews, traveler tips, other places to visit, and other tourist information, refer to the Marathon driving holiday planner.

Traveling by car from Key West to Marathon takes 1.5 hours. Alternatively, you can take a bus. Expect a daytime high around 92°F in July, and nighttime lows around 81°F. Finish your sightseeing early on the 14th (Tue) so you can drive to Miami.

Things to do in Marathon

Parks Wildlife Outdoors

Side Trips

Islamorada, Key Largo, Big Pine Key
Highlights from your plan
Fishing Charters & Tours
Bahia Honda State Park ©
Bahia Honda State Park
Island Dolphin Care ©
Island Dolphin Care

5
nights
Miami

Miami ©
Florida’s mecca of fun in the sun, the lively tropical metropolis of Miami is one of the world’s top vacation spots.
Change things up with these side-trips from Miami: Everglades National Park (Shark Valley Visitor Center, Slough Slog, &more), JP Outfitters Inc. (in Hollywood) and Garman Sculpture Works (in Oakland Park). The adventure continues: enjoy the sand and surf at South Beach, immerse yourself in nature at John Pennekamp Coral Reef State Park, stop by Art Deco Historic District, and examine the collection at Vizcaya Museum and Gardens.

To see maps, traveler tips, other places to visit, and other tourist information, read Miami online vacation planner.

Traveling by car from Marathon to Miami takes 2.5 hours. Alternatively, you can take a bus; or fly. July in Miami sees daily highs of 91°F and lows of 78°F at night. Finish your sightseeing early on the 19th (Sun) to allow enough time to travel to Orlando.

Things to do in Miami

Parks Outdoors Nature

Side Trips

Miami Beach, Everglades National Park, John Pennekamp Coral Reef State Park, JP Outfitters Inc., Fairchild Tropical Botanic Garden
Highlights from your plan
Lock & Load Miami ©
Lock & Load Miami
South Beach ©
South Beach
Art Deco Historic District ©
Art Deco Historic District

8
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.
Step out of Orlando with an excursion to Boat Tours & Water Sports in Saint Cloud--about 38 minutes away. The adventure continues: find something for the whole family at Universal Orlando Resort, make an unforgettable trip to Epcot, try out the rides at Discovery Cove, and don't miss a visit to Disney’s Hollywood Studios.

To find maps, photos, traveler tips, and tourist information, go to the Orlando tour itinerary planner.

Fly from Miami to Orlando in 3.5 hours. Alternatively, you can drive; or take a bus. In July, plan for daily highs up to 91°F, and evening lows to 75°F. Finish up your sightseeing early on the 27th (Mon) so you can travel to Pensacola.

Things to do in Orlando

Theme Parks Outdoors Beaches

Side Trips

Charles Hosmer Morse Museum of American Art, Boat Tours & Water Sports
Highlights from your plan
Universal Orlando Resort ©
Universal Orlando Resort
Universal's Islands of Adventure ©
Universal's Islands of Adventure
Walt Disney World Resort ©
Walt Disney World Resort

4
nights
Pensacola

Pensacola ©
Surrounded on three sides by water, Pensacola offers access to white-sand beaches and emerald-green ocean unspoiled by large resorts.
Explore Pensacola's surroundings by going to Navarre Beach (in Navarre), Orange Beach (Orange Beach Waterfront Park & Dolphin & Whale Watching) and Santa Rosa Beach (in Santa Rosa Beach). The adventure continues: learn about all things military at National Naval Aviation Museum, kick back and relax at Gulf Islands National Seashore, deepen your knowledge of military history at Pensacola Naval Air Station, and look for gifts at Emerald Coast Olive Oil.

To find maps, photos, reviews, and tourist information, read our Pensacola sightseeing app.

Fly from Orlando to Pensacola in 5 hours. Alternatively, you can drive. The time zone changes from Eastern Standard Time to Central Standard Time, which is usually a -1 hour difference. July in Pensacola sees daily highs of 91°F and lows of 76°F at night. Finish your sightseeing early on the 31st (Fri) so you can drive to Milton.

Things to do in Pensacola

Parks Outdoors Beaches

Side Trips

Orange Beach, Gulf Islands National Seashore, Navarre Beach, Emerald Coast Olive Oil, Kitchenique
Highlights from your plan
National Naval Aviation Museum ©
National Naval Aviation Museum
Dolphin & Whale Watching
Gulf Islands National Seashore ©
Gulf Islands National Seashore

1
night
Milton

Milton ©
Milton is a city in Santa Rosa County, Florida, United States. Start off your visit on the 1st (Sat): steep yourself in history at Arcadia Mill Archaeological Site, examine the collection at West Florida Railroad Museum, and then browse for treasures at Copper Possum Antique Mall.

To see reviews, photos, other places to visit, and tourist information, read our Milton day trip site.

Milton is just a stone's throw from Pensacola. In July, daytime highs in Milton are 92°F, while nighttime lows are 74°F. Finish up your sightseeing early on the 1st (Sat) so you can travel back home.

Things to do in Milton

Historic Sites Museums Shopping
Highlights from your plan
Arcadia Mill Archaeological Site ©
Arcadia Mill Archaeological Site
West Florida Railroad Museum ©
West Florida Railroad Museum
Copper Possum Antique Mall ©
Copper Possum Antique Mall

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