28 days in Florida Itinerary

28 days in Florida Itinerary

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Route & dates

28 days in Florida Itinerary

Start: Aldie
+2
Drive + Fly + Drive:  8​h
1
St. Augustine
— 2 nights
Bus:  1​h
2
Daytona Beach
— 2 nights
Drive:  1​h
3
Orlando
— 4 nights
Drive:  2​h
4
St. Petersburg
— 2 nights
Drive:  2​h 45​min
5
Sanibel Island
— 4 nights
Taxi + Fly:  3​h
6
Key West
— 4 nights
Fly:  2​h 30​min
7
Miami
— 2 nights
Drive:  1​h
8
Boca Raton
— 2 nights
+2
Train + Tram + Fly:  5​h 15​min
9
Pensacola
— 2 nights
Drive:  1​h 30​min
10
Miramar Beach
— 3 nights
+2
Drive + Fly + Drive:  8​h 45​min
End: Aldie


Learn more about your trip

2
nights
St. Augustine

St. Augustine ©
SAINT AUGUSTINE | PONTE VEDRA on Florida's Historic Coast The Nation's oldest city (est. Kick off your visit on the 7th (Tue): identify plant and animal life at St. Augustine Alligator Farm Zoological Park, enjoy the sea views from St. Augustine Lighthouse & Maritime Museum, Inc., examine the collection at The Ximenez-Fatio House, then gain insight at Flagler College, then sample the fine beverages at St. Augustine Distillery, and finally don't miss a visit to St. George Street. On the 8th (Wed), you'll have a packed day of sightseeing: test your problem-solving skills at popular escape rooms, then look for all kinds of wild species at St. Augustine Wild Reserve, then kick back and relax at St. Augustine Beach, and finally take an in-depth tour of St. Augustine Pirate & Treasure Museum.

For reviews, photos, maps, and other tourist information, read St. Augustine trip planner.

Aldie to St. Augustine is an approximately 8-hour combination of car and flight. You can also drive. Traveling from Aldie in July, plan for somewhat warmer nights in St. Augustine, with lows around 75°F. Wrap up your sightseeing on the 8th (Wed) to allow time to take a bus to Daytona Beach.

Things to do in St. Augustine

Parks Wildlife Museums

Side Trip

Room Escape Games
Highlights from your plan
St. Augustine Wild Reserve ©
St. Augustine Wild Reserve
St. Augustine Distillery ©
St. Augustine Distillery
Room Escape Games

2
nights
Daytona Beach

Daytona Beach ©
The iconic seaside destination of Daytona Beach once supported sugar mill plantations, but now entertains up to 8 million visitors a year.
Start off your visit on the 9th (Thu): kick back and relax at Andy Romano Beachfront Park, kick back and relax at Ormond Beach, take an in-depth tour of MacDonald House Ormond Beach Welcome Center & Offices, then join the crowd at Daytona International Speedway, and finally contemplate the long history of Stetson Mansion. On the 10th (Fri), you'll have a packed day of sightseeing: identify plant and animal life at Canaveral National Seashore, stop by The Posh Pineapple, then visit a coastal fixture at Ponce de Leon Inlet Lighthouse & Museum, then learn about all things military at Veterans Museum & Education Center, and finally kick back and relax at Beach at Daytona Beach.

You can plan Daytona Beach trip in no time by asking Inspirock to help create your itinerary.

Take a bus from St. Augustine to Daytona Beach in an hour. Alternatively, you can drive. In July, daytime highs in Daytona Beach are 91°F, while nighttime lows are 74°F. Cap off your sightseeing on the 10th (Fri) early enough to go by car to Orlando.

Things to do in Daytona Beach

Parks Outdoors Beaches

Side Trips

Ormond Beach, The Posh Pineapple, Canaveral National Seashore, Stetson Mansion, Ponce de Leon Inlet Lighthouse & Museum
Highlights from your plan
Stetson Mansion ©
Stetson Mansion
Canaveral National Seashore ©
Canaveral National Seashore

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.
Orlando is known for theme parks, nightlife, fun & games, shopping, and museums. Your plan includes some of its best attractions: discover the magic at Walt Disney World Resort, find something for the whole family at SeaWorld, laugh and play at Disney's Animal Kingdom, and make a trip to Disney’s Hollywood Studios.

For ratings and tourist information, refer to the Orlando visit website .

You can drive from Daytona Beach to Orlando in an hour. Alternatively, you can take a bus. In July, daytime highs in Orlando are 91°F, while nighttime lows are 75°F. Wrap up your sightseeing on the 14th (Tue) to allow time to drive to St. Petersburg.

Things to do in Orlando

Theme Parks Outdoors Beaches
Highlights from your plan
Universal's Islands of Adventure ©
Universal's Islands of Adventure
SeaWorld ©
SeaWorld
Discovery Cove ©
Discovery Cove

2
nights
St. Petersburg

Located on a peninsula between Tampa Bay and the Gulf of Mexico, St.
On the 15th (Wed), explore the world behind art at Jon Hair Monumental Sculpture, admire the masterpieces at The Dali Museum, then explore the world behind art at Imagine Museum, then enjoy the sand and surf at Siesta Beach, and finally have some family-friendly fun at Outerlife Studios - Escape Room St. Pete. Get ready for a full day of sightseeing on the 16th (Thu): find something for the whole family at Busch Gardens Tampa Bay, then fly like a bird with a parasailing or paragliding tour, and then discover the deep blue sea with a scuba or snorkeling tour.

To find where to stay, reviews, and more tourist information, read our St. Petersburg trip itinerary builder website .

Drive from Orlando to St. Petersburg in 2 hours. Alternatively, you can take a bus; or take a train. July in St. Petersburg sees daily highs of 90°F and lows of 79°F at night. Finish up your sightseeing early on the 16th (Thu) so you can go by car to Sanibel Island.

Things to do in St. Petersburg

Outdoors Theme Parks Museums

Side Trips

Siesta Beach, Busch Gardens Tampa Bay, Parasailing & Paragliding
Highlights from your plan
Parasailing & Paragliding
Busch Gardens Tampa Bay ©
Busch Gardens Tampa Bay

4
nights
Sanibel Island

Sanibel Island ©
Take a trip to Sanibel Island if you like pretty sunsets and luxurious resorts.
Your day-by-day itinerary now includes J.N. "Ding" Darling National Wildlife Refuge as well as Sanibel Sea School Day Program. Venture out of the city with trips to Fort Myers (Lakes Regional Park & Edison and Ford Winter Estates) and Cape Coral (in Cape Coral). There's much more to do: tour the pleasant surroundings at Bowman's Beach, don't miss a visit to The Hirdie-Girdie Gallery, take in the spiritual surroundings of Captiva Chapel By-The-Sea, and examine the collection at The Bailey-Matthews National Shell Museum.

To find more things to do, maps, reviews, and other tourist information, read Sanibel Island day trip planning site .

Traveling by car from St. Petersburg to Sanibel Island takes 3 hours. Alternatively, you can take a bus. In July in Sanibel Island, expect temperatures between 91°F during the day and 75°F at night. You will have some time to spend on the 20th (Mon) before leaving for Key West.

Things to do in Sanibel Island

Parks Outdoors Beaches

Side Trips

Captiva Island, Fort Myers, Cape Coral
Highlights from your plan
Sanibel Sea School Day Program ©
Sanibel Sea School Day Program
Edison and Ford Winter Estates ©
Edison and Ford Winter Estates

4
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.
Your list of things to see and do now includes Truman Little White House, Dolphin & Whale Watching, Key West Adventures, and other attractions. Go for a jaunt from Key West to Big Pine Key to see Bahia Honda State Park about 48 minutes away. And it doesn't end there: examine the collection at The Ernest Hemingway Home and Museum, get interesting insight from Tours, look for all kinds of wild species at Key West Butterfly & Nature Conservatory, and make a trip to Mallory Square.

To see maps, photos, and tourist information, you can read our Key West day trip website .

Traveling by combination of taxi and flight from Sanibel Island to Key West takes 3 hours. Alternatively, you can ride a ferry; or drive. Expect somewhat warmer evenings in Key West when traveling from Sanibel Island in July, with lows around 81°F. Cap off your sightseeing on the 24th (Fri) early enough to travel to Miami.

Things to do in Key West

Outdoors Tours Wildlife

Side Trip

Bahia Honda State Park
Highlights from your plan
7 Artists & Friends Gallery ©
7 Artists & Friends Gallery
The Ernest Hemingway Home and Museum ©
Scuba & Snorkeling

2
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.
Kick off your visit on the 25th (Sat): see the interesting displays at Vizcaya Museum and Gardens, examine the collection at Lock & Load Museum, then browse the different shops at Bayside Marketplace, and finally buy something for everyone on your list at Dolphin Mall. On the 26th (Sun), you'll have a packed day of sightseeing: stroll through South Beach, then don't miss a visit to Wynwood Walls, then have fun at Lock & Load Miami, and finally wander the streets of Lincoln Road.

For photos, maps, ratings, and tourist information, refer to the Miami road trip site .

Getting from Key West to Miami by flight takes about 2.5 hours. Other options: do a combination of flight and bus; or drive. In July in Miami, expect temperatures between 91°F during the day and 78°F at night. Wrap up your sightseeing on the 26th (Sun) to allow time to drive to Boca Raton.

Things to do in Miami

Shopping Museums Parks

Side Trip

Miami Beach
Highlights from your plan
Lock & Load Museum ©
Lock & Load Museum
South Beach ©
South Beach
Lincoln Road ©
Lincoln Road

2
nights
Boca Raton

Boca Raton ©
A paradise of palm trees and resorts, Boca Raton was once a hub of technological advancement.
Start off your visit on the 27th (Mon): buy something for everyone on your list at Mizner Park, look for all kinds of wild species at Gumbo Limbo Nature Center, then identify plant and animal life at Pondhawk Natural Area, then stroll around Sugar Sand Park, and finally browse the different shops at Town Center at Boca Raton. On your second day here, discover the deep blue sea with a scuba or snorkeling tour, look for all kinds of wild species at Loggerhead Marinelife Center, then kick back and relax at Red Reef Park, and finally look for gifts at Palm Beach Confections.

To see photos, reviews, traveler tips, and more tourist information, read our Boca Raton tour itinerary builder website .

You can drive from Miami to Boca Raton in an hour. Alternatively, you can take a bus; or take a train. In July, plan for daily highs up to 89°F, and evening lows to 78°F. Finish your sightseeing early on the 28th (Tue) so you can travel to Pensacola.

Things to do in Boca Raton

Parks Wildlife Shopping

Side Trips

Loggerhead Marinelife Center, Scuba & Snorkeling
Highlights from your plan
Gumbo Limbo Nature Center ©
Gumbo Limbo Nature Center
Loggerhead Marinelife Center ©
Loggerhead Marinelife Center
Sugar Sand Park ©
Sugar Sand Park

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.
Kick off your visit on the 29th (Wed): brush up on your military savvy at National Naval Aviation Museum, then enjoy the sea views from Pensacola Lighthouse and Museum, then expand your understanding of the military at Pensacola Naval Air Station, and finally test your problem-solving skills at popular escape rooms. Get ready for a full day of sightseeing on the next day: look for gifts at Joe Patti's Seafood Company, then get a new perspective on things with Boat Tours & Water Sports, then fly like a bird with a parasailing or paragliding tour, and finally cast your line with a fishing tour.

To see reviews, maps, where to stay, and tourist information, use the Pensacola tour itinerary planning tool .

You can do a combination of train and flight from Boca Raton to Pensacola in 5.5 hours. Alternatively, you can fly; or drive. You'll gain 1 hour traveling from Boca Raton to Pensacola due to the time zone difference. In July in Pensacola, expect temperatures between 91°F during the day and 76°F at night. Finish up your sightseeing early on the 30th (Thu) so you can go by car to Miramar Beach.

Things to do in Pensacola

Outdoors Tours Wildlife

Side Trip

Orange Beach
Highlights from your plan
National Naval Aviation Museum ©
National Naval Aviation Museum
Dolphin & Whale Watching
Parasailing & Paragliding

3
nights
Miramar Beach

Miramar Beach is a census-designated place (CDP) in Walton County, Florida, United States. Start off your visit on the 31st (Fri): see some colorful creatures with a scuba or snorkeling tour, then get close to the beloved marine mammals with a swim-with-the-dolphins experience, and then stop by Waterfront Gifts and Art. Keep things going the next day: tour the pleasant surroundings at Panama City Beach, take in nature's colorful creations at Gulf World Marine Park, then don't miss a visit to Destin Harbor Boardwalk, and finally enjoy the sand and surf at Henderson Beach State Park.

To find reviews, ratings, traveler tips, and more tourist information, read Miramar Beach tour itinerary planning tool .

Getting from Pensacola to Miramar Beach by car takes about 1.5 hours. In July, daytime highs in Miramar Beach are 90°F, while nighttime lows are 78°F. Wrap up your sightseeing by early afternoon on the 2nd (Sun) to allow time for travel back home.

Things to do in Miramar Beach

Outdoors Tours Wildlife

Side Trips

Panama City Beach, Destin
Highlights from your plan
Swim with Dolphins
Scuba & Snorkeling
Panama City Beach ©
Panama City Beach

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