38 days in Florida Itinerary

38 days in Florida Itinerary

Created using Inspirock Florida itinerary planner

This plan was created by another user.  Make it your plan

Route & dates

38 days in Florida Itinerary

Start: Cape Girardeau
+2
Drive + Fly + Drive:  6​h 15​min
1
Pensacola Beach
— 1 night
Drive + Fly:  5​h
2
Orlando
— 4 nights
Drive:  4​h 15​min
3
Marco Island
— 3 nights
ferry:  2​h 30​min
4
Key West
— 5 nights
bus:  45​min
5
Big Pine Key
— 2 nights
Drive:  30​min
6
Marathon
— 5 nights
Drive:  45​min
7
Islamorada
— 4 nights
Drive:  45​min
8
Key Largo
— 5 nights
Drive:  1​h 30​min
9
Miami Beach
— 3 nights
Fly + Drive:  5​h 45​min
10
Panama City Beach
— 3 nights
+2
Drive + Fly + Drive:  6​h 30​min
End: Cape Girardeau

1
night
Pensacola Beach

Pensacola Beach is an unincorporated community located on Santa Rosa Island, a barrier island, in Escambia County, Florida, United States. Start off your visit on the 1st (Mon): look for gifts at Perdido Key Seafood.

To see photos, more things to do, maps, and other tourist information, you can read our Pensacola Beach trip itinerary maker site .

Cape Girardeau to Pensacola Beach is an approximately 6.5-hour flight. You can also drive. Traveling from Cape Girardeau in July, Pensacola Beach is a bit warmer at night with lows of 76°F. Wrap up your sightseeing on the 2nd (Tue) early enough to travel to Orlando.

Things to do in Pensacola Beach

Outdoors Parks Beaches

Side Trips

Navarre Beach, Perdido Key Seafood
Highlights from your plan
Dolphin & Whale Watching
Navarre Beach ©
Navarre Beach
Perdido Key Seafood ©
Perdido Key Seafood

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.
Visiting Discovery Cove and Disney's Animal Kingdom will get you outdoors. Have a day of magic on the 4th (Thu) at Walt Disney World Resort. Pack the 6th (Sat) with family-friendly diversions at Universal's Islands of Adventure. There's more to do: find something for the whole family at Universal Orlando Resort.

To see where to stay, other places to visit, and other tourist information, read our Orlando day trip planning app .

You can do a combination of car and flight from Pensacola Beach to Orlando in 5 hours. Alternatively, you can fly; or drive. Traveling from Pensacola Beach to Orlando, you'll lose 1 hour due to the time zone difference. In July, plan for daily highs up to 91°F, and evening lows to 75°F. Cap off your sightseeing on the 7th (Sun) early enough to go by car to Marco Island.

Things to do in Orlando

Theme Parks Parks Outdoors
Highlights from your plan
Discovery Cove ©
Discovery Cove
Disney's Animal Kingdom ©
Disney's Animal Kingdom
Walt Disney World Resort ©
Walt Disney World Resort

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 outdoors at Dolphin & Whale Watching and Stand-Up Paddleboarding. Change things up with a short trip to Speed Boats Tours in Everglades City (about 38 minutes away). And it doesn't end there: glide through the air with a parasailing or paragliding tour, zoom along the surf with a waterskiing or jet-skiing adventure, look for gifts at Keep In Touch, and see what you can catch with a fishing tour.

For where to stay, ratings, more things to do, and tourist information, go to the Marco Island trip itinerary planner.

You can drive from Orlando to Marco Island in 4.5 hours. Alternatively, you can do a combination of flight and bus; or take a bus. In July in Marco Island, expect temperatures between 91°F during the day and 75°F at night. Finish your sightseeing early on the 10th (Wed) to allow enough time to ride a ferry to Key West.

Things to do in Marco Island

Outdoors Tours Wildlife

Side Trip

Speed Boats Tours
Highlights from your plan
Dolphin & Whale Watching
Stand-Up Paddleboarding
Waterskiing & Jetskiing

5
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.
For shopping fun, head to Alan S. Maltz Gallery or Art On Duval Key West. Get in touch with nature at Dolphin & Whale Watching and Dry Tortugas National Park. There's still lots to do: identify plant and animal life at Key West Butterfly & Nature Conservatory, take in the exciting artwork at 7 Artists & Friends, get a new perspective on things with Boat Tours & Water Sports, and hunt for treasures at Sunset Celebration.

For reviews, ratings, other places to visit, and tourist information, use the Key West trip planner.

Ride a ferry from Marco Island to Key West in 2.5 hours. Alternatively, you can drive. Traveling from Marco Island in July, expect a bit warmer with lows of 81°F in Key West. Finish your sightseeing early on the 15th (Mon) to allow enough time to take a bus to Big Pine Key.

Things to do in Key West

Outdoors Tours Wildlife
Highlights from your plan
Dolphin & Whale Watching
Fishing Charters & Tours

2
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. Kick off your visit on the 16th (Tue): look for gifts at Out of the Blue Gallery, immerse yourself in nature at Bahia Honda State Park, and then glide peacefully along the water with some of the best stand-up paddleboarding in the area. Get ready for a full day of sightseeing on the next day: take a tour by water with Boat Tours & Water Sports and then look for all kinds of wild species at National Key Deer Refuge.

To find other places to visit, ratings, where to stay, and tourist information, you can read our Big Pine Key travel route planning website .

Getting from Key West to Big Pine Key by bus takes about an hour. Other options: drive. In July, daily temperatures in Big Pine Key can reach 92°F, while at night they dip to 81°F. Cap off your sightseeing on the 17th (Wed) early enough to catcht the bus to Marathon.

Things to do in Big Pine Key

Outdoors Wildlife Tours
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

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 Sunset Park Beach for some beach relaxation. Escape the urban bustle at Pigeon Key Foundation and The Turtle Hospital. Take a break from Marathon with a short trip to Fishing Charters & Tours in Cudjoe Key, about 42 minutes away. There's lots more to do: get a new perspective on things with Boat Tours & Water Sports, take a memorable tour with Tours, look for all kinds of wild species at Marathon Garden Club, and stop by Christina's Consignment Boutique.

To find traveler tips, reviews, and more tourist information, you can read our Marathon trip planning app .

Marathon is just a short distance from Big Pine Key. In July, plan for daily highs up to 92°F, and evening lows to 81°F. Wrap up your sightseeing on the 22nd (Mon) early enough to drive to Islamorada.

Things to do in Marathon

Wildlife Outdoors Parks

Side Trips

Sunset Park Beach, Fishing Charters & Tours
Highlights from your plan
Scuba & Snorkeling
The Turtle Hospital ©
The Turtle Hospital
Crane Point Museum & Nature Center ©
Crane Point Museum & Nature Center

4
nights
Islamorada

Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
Escape the urban bustle at Fishing Charters & Tours and Alligator Reef Light House. Give yourself a bit of retail therapy at Zero Dress Code Boutique and Gallery Morada. There's still lots to do: take a memorable tour with Tours, kick back and relax at Anne's Beach, indulge your thirst for a good beer at Florida Keys Brewing Company, and immerse yourself in nature at Lignumvitae Key Botanical State Park.

To find other places to visit, photos, maps, and more tourist information, read Islamorada trip planning tool .

You can drive from Marathon to Islamorada in an hour. Another option is to take a bus. Expect a daytime high around 92°F in July, and nighttime lows around 81°F. Wrap up your sightseeing on the 26th (Fri) to allow time to drive to Key Largo.

Things to do in Islamorada

Outdoors Tours Adventure
Highlights from your plan
Fishing Charters & Tours
Scuba & Snorkeling
Alligator Reef Light House ©
Alligator Reef Light House

5
nights
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.
Escape the urban bustle at Scuba & Snorkeling and Florida Keys Wild Bird Rehabilitation Center. Change things up with a short trip to Anhinga Trail in Everglades National Park (about 48 minutes away). Spend the 31st (Wed) on the water with a fishing tour. There's lots more to do: see the vivid underwater world at Spiegel Grove, identify plant and animal life at Key Largo Dry Rocks, look for gifts at Shell World Florida Keys, and zoom along the surf with a waterskiing or jet-skiing adventure.

For traveler tips, more things to do, and tourist information, use the Key Largo trip planner .

You can drive from Islamorada to Key Largo in an hour. Alternatively, you can do a combination of bus and taxi. Traveling from Islamorada in July, you can expect nighttime temperatures to be a bit cooler in Key Largo, with lows of 76°F. Finish your sightseeing early on the 31st (Wed) so you can drive to Miami Beach.

Things to do in Key Largo

Wildlife Parks Outdoors

Side Trip

Anhinga Trail
Highlights from your plan
Scuba & Snorkeling
Anhinga Trail ©
Anhinga Trail

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.
Give yourself a bit of retail therapy at Lincoln Road and Bayside Marketplace. Get in touch with nature at Shark Valley and Espanola Way. Step out of Miami Beach to go to Aventura and see Aventura Mall, which is approximately 36 minutes away. There's still lots to do: take a stroll through Collins Avenue, tour the pleasant surroundings at South Beach, take a tour by water with Boat Tours & Water Sports, and get a taste of the local shopping with Miracle Mile.

For maps, photos, other places to visit, and tourist information, you can read our Miami Beach trip maker .

Drive from Key Largo to Miami Beach in 1.5 hours. Alternatively, you can take a bus. Expect a daytime high around 91°F in July, and nighttime lows around 78°F. Wrap up your sightseeing on the 3rd (Sat) early enough to travel to Panama City Beach.

Things to do in Miami Beach

Shopping Parks Neighborhoods

Side Trips

Miami, Miracle Mile, Aventura Mall, Shark Valley Visitor Center
Highlights from your plan
Lincoln Road ©
Lincoln Road
Shark Valley Visitor Center ©
Shark Valley Visitor Center
South Beach ©
South Beach

3
nights
Panama City Beach

Panama City Beach ©
Boasting 43 km (27 mi) of white sandy beaches and plenty of sunshine, Panama City Beach is an ideal choice for a relaxing holiday.
Get outdoors at Swim with Dolphins and Apalachicola National Estuarine Research Reserve. For shopping fun, head to Pier Park or Panama City CENTER for the ARTS. Go for a jaunt from Panama City Beach to Panama City to see Bear Creek Feline Center about 42 minutes away. Next up on the itinerary: tour the pleasant surroundings at Santa Rosa Beach, see majestic marine mammals with a dolphin and whale watching tour, take a tour by water with Boat Tours & Water Sports, and get a taste of the local shopping with Paul Brent Gallery.

Plan a Panama City Beach trip in moments using our itinerary builder.

Traveling by combination of flight and car from Miami Beach to Panama City Beach takes 6 hours. Alternatively, you can fly; or drive. Expect a daytime high around 91°F in August, and nighttime lows around 74°F. Wrap up your sightseeing on the 7th (Wed) early enough to travel back home.

Things to do in Panama City Beach

Wildlife Outdoors Parks

Side Trips

Panama City, Apalachicola National Estuarine Research Reserve, Santa Rosa Beach
Highlights from your plan
Bear Creek Feline Center ©
Bear Creek Feline Center
Dolphin & Whale Watching

Similar Plans

39 days in Florida BY A USER FROM UNITED STATES May, teens, popular sights PREFERENCES: May, teens ATTRACTION STYLE: Popular sights PACE: Medium 50 days in Florida BY A USER FROM BRAZIL February, culture, relaxing, historic sites, shopping, popular sights PREFERENCES: February, culture, relaxing, historic sites, shopping ATTRACTION STYLE: Popular sights PACE: Medium 33 days in Florida BY A USER FROM UNITED STATES May, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, fast-paced, popular & hidden gems PREFERENCES: May, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Fast-paced 10 days in Florida BY A USER FROM UNITED STATES June, kids, culture, outdoors, historic sites, wildlife, fast-paced, popular & hidden gems PREFERENCES: June, kids, culture, outdoors, historic sites, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Fast-paced 7 days in Florida BY A USER FROM UNITED STATES November, culture, romantic, beaches, historic sites, popular & hidden gems PREFERENCES: November, culture, romantic, beaches, historic sites ATTRACTION STYLE: Popular & hidden gems PACE: Medium 11 days in Florida BY A USER FROM UNITED STATES December, teens, culture, romantic, beaches, shopping, wildlife, slow & easy, popular sights PREFERENCES: December, teens, culture, romantic, beaches, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Slow & easy 16 days in Florida, Baton Rouge & New Orleans BY A USER FROM UNITED STATES June, teens, kids, culture, beaches, historic sites, museums, popular sights PREFERENCES: June, teens, kids, culture, beaches, historic sites, museums ATTRACTION STYLE: Popular sights PACE: Medium 60 days in Florida BY A USER FROM CANADA December, beaches, shopping, popular sights PREFERENCES: December, beaches, shopping ATTRACTION STYLE: Popular sights PACE: Medium 48 days in Florida BY A USER FROM UNITED KINGDOM March, teens, outdoors, relaxing, beaches, shopping, popular & hidden gems PREFERENCES: March, teens, outdoors, relaxing, beaches, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Medium 7 days in Florida BY A USER FROM CANADA June, culture, outdoors, beaches, historic sites, museums, wildlife, popular & hidden gems PREFERENCES: June, culture, outdoors, beaches, historic sites, museums, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 15 days in Florida BY A USER FROM BRAZIL June, culture, relaxing, romantic, beaches, historic sites, museums, shopping, popular sights PREFERENCES: June, culture, relaxing, romantic, beaches, historic sites, museums, shopping ATTRACTION STYLE: Popular sights PACE: Medium 7 days in Florida BY A USER FROM UNITED STATES June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium
View more plans