29 days in Florida Itinerary

29 days in Florida Itinerary

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Route & dates

29 days in Florida Itinerary

Start: San Francisco
Fly:  8​h 30​min
1
Panama City Beach
— 3 nights
Drive:  5​h 30​min
2
St. Augustine
— 4 nights
Drive:  2​h
3
Orlando
— 4 nights
Drive:  3​h 45​min
4
Naples
— 4 nights
Drive:  45​min
5
Marco Island
— 2 nights
Ferry:  2​h 30​min
6
Key West
— 4 nights
Bus:  1​h 15​min
7
Marathon, Florida Keys
— 2 nights
Drive:  1​h 15​min
8
Key Largo
— 2 nights
Drive:  1​h 30​min
9
Miami Beach
— 3 nights
Fly:  7​h 30​min
End: San Francisco

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.
Discover out-of-the-way places like Scuba & Snorkeling and Henderson Beach State Park. Escape the urban bustle at St. Andrews State Park and St. Joseph Peninsula State Park. There's much more to do: learn about winemaking at Panama City Beach Winery, get a dose of the wild on a nature and wildlife tour, buy something for everyone on your list at Pier Park, and take a memorable tour with Tours.

To find traveler tips, other places to visit, maps, and other tourist information, read Panama City Beach tour planning app .

San Francisco to Panama City Beach is an approximately 8.5-hour flight. You can also do a combination of flight and taxi; or drive. Traveling from San Francisco to Panama City Beach, you'll lose 3 hours due to the time zone difference. Traveling from San Francisco in November, expect nights in Panama City Beach to be about the same, around 49°F, while days are somewhat warmer, around 74°F. Finish your sightseeing early on the 5th (Tue) so you can drive to St. Augustine.

Things to do in Panama City Beach

Outdoors Tours Wildlife

Side Trips

Henderson Beach State Park, St. Joseph Peninsula State Park
Highlights from your plan
St. Andrews State Park ©
St. Andrews State Park
Scuba & Snorkeling
St. Joseph Peninsula State Park ©
St. Joseph Peninsula State Park

4
nights
St. Augustine

St. Augustine ©
SAINT AUGUSTINE | PONTE VEDRA on Florida's Historic Coast The Nation's oldest city (est. Popular historic sites such as Fort Clinch State Park and Fort Matanzas National Monument are in your itinerary. You'll get in some beach time at St. Augustine Beach and Vilano Beach. Change things up with a short trip to Ormond Beach in Ormond Beach (about 56 minutes away). There's still lots to do: contemplate in the serene atmosphere at Cathedral Basilica of St. Augustine, deepen your understanding at Flagler College, don't miss a visit to St. George Street, and examine the collection at Lightner Museum.

To find traveler tips, ratings, where to stay, and more tourist information, read our St. Augustine trip itinerary planner .

You can drive from Panama City Beach to St. Augustine in 5.5 hours. Other options are to do a combination of flight and bus; or do a combination of taxi, flight, and bus. Traveling from Panama City Beach in November, expect somewhat warmer with lows of 59°F in St. Augustine. Cap off your sightseeing on the 9th (Sat) early enough to go by car to Orlando.

Things to do in St. Augustine

Parks Historic Sites Nature

Side Trips

Fort Clinch State Park, Ormond Beach
Highlights from your plan
Fort Clinch State Park ©
Fort Clinch State Park
St. Augustine Beach ©
St. Augustine Beach
Vilano Beach ©
Vilano Beach

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.
Take a break from the city and head to Ellie Schiller Homosassa Springs Wildlife State Park and Beach at Daytona Beach. Satisfy your inner culture vulture at Ponce de Leon Inlet Lighthouse & Museum and Stetson Mansion. Explore Orlando's surroundings by going to Nature & Wildlife Tours (in Kissimmee), Fishing Charters & Tours (in Port Canaveral) and Angell & Phelps Chocolate Factory (in Daytona Beach). There's still lots to do: enjoy the sand and surf at Cocoa Beach, revel in the low prices at Orlando Vineland Premium Outlets, and make an unforgettable trip to Happily Ever After Fireworks.

Make your Orlando itinerary with Inspirock to find out what to see and where to go.

Traveling by car from St. Augustine to Orlando takes 2 hours. Alternatively, you can take a bus. In November, daily temperatures in Orlando can reach 78°F, while at night they dip to 62°F. Cap off your sightseeing on the 13th (Wed) early enough to go by car to Naples.

Things to do in Orlando

Outdoors Parks Wildlife

Side Trips

Daytona Beach, Stetson Mansion, Nature & Wildlife Tours, Ponce de Leon Inlet Lighthouse & Museum, Cocoa Beach
Highlights from your plan
Stetson Mansion ©
Stetson Mansion
Fishing Charters & Tours

4
nights
Naples

Naples ©
Naples is a city in Collier County, Florida, United States. Relax by the water at Bowman's Beach and Captiva Beach. Satisfy your inner culture vulture at Fifth Avenue South and Lorne's Art Gallery. Explore the numerous day-trip ideas around Naples: Edison and Ford Winter Estates (in Fort Myers), Dolphin & Whale Watching (in Fort Myers Beach) and St. Jude Nature Trail (in Saint James City). The adventure continues: kick back and relax at Lowdermilk Beach, explore the striking landscape of Ten Thousand Islands National Wildlife Refuge, do a tasting at The Naples Winery, and see what you can catch with a fishing tour.

To find reviews, where to stay, traveler tips, and more tourist information, read our Naples planner .

Drive from Orlando to Naples in 4 hours. Alternatively, you can take a bus; or do a combination of flight and bus. In November, plan for daily highs up to 82°F, and evening lows to 65°F. Wrap up your sightseeing on the 17th (Sun) to allow time to drive to Marco Island.

Things to do in Naples

Outdoors Parks Wildlife

Side Trips

Captiva Beach, Lorne's Art Gallery, Bowman's Beach, Edison and Ford Winter Estates, St. Jude Nature Trail
Highlights from your plan
Corkscrew Swamp ©
Corkscrew Swamp
Dolphin & Whale Watching
Bowman's Beach ©
Bowman's Beach

2
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. On the 18th (Mon), zoom along the surf with a waterskiing or jet-skiing adventure, look for all kinds of wild species at Wildlife Areas, and then hike along Kirby Storter Roadside Park. On the 19th (Tue), you'll have a packed day of sightseeing: take a memorable tour with Tours, then look for all kinds of wild species at Wildlife Areas, then get a new perspective on things with Boat Tours & Water Sports, and finally stop by Keep In Touch.

To find traveler tips, more things to do, other places to visit, and other tourist information, go to the Marco Island sightseeing tool .

Getting from Naples to Marco Island by car takes about an hour. In November, plan for daily highs up to 81°F, and evening lows to 64°F. Wrap up your sightseeing on the 19th (Tue) to allow time to ride a ferry to Key West.

Things to do in Marco Island

Outdoors Tours Wildlife

Side Trips

Nature & Wildlife Tours, Kirby Storter Roadside Park
Highlights from your plan
Waterskiing & Jetskiing
Dolphin & Whale Watching
Nature & Wildlife Tours

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.
You'll discover tucked-away gems like Dry Tortugas National Park and U.S. Coast Guard Cutter Ingham Maritime Museum. Your cultural itinerary includes sights like The Ernest Hemingway Home and Museum and Key West Lighthouse and Keeper's Quarters Museum. And it doesn't end there: see majestic marine mammals with a dolphin and whale watching tour, contemplate the long history of Truman Little White House, look for all kinds of wild species at Key West Butterfly & Nature Conservatory, and explore the different monuments and memorials at Key West Cemetery.

To find ratings, traveler tips, more things to do, and more tourist information, you can read our Key West trip planner .

Traveling by ferry from Marco Island to Key West takes 2.5 hours. Alternatively, you can drive. Plan for somewhat warmer nights when traveling from Marco Island in November since evenings lows in Key West dip to 73°F. Finish your sightseeing early on the 23rd (Sat) to allow enough time to take a bus to Marathon.

Things to do in Key West

Outdoors Tours Museums
Highlights from your plan
Dry Tortugas National Park ©
Dry Tortugas National Park
Dolphin & Whale Watching

2
nights
Marathon, Florida Keys

Marathon ©
A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
Start off your visit on the 24th (Sun): look for all kinds of wild species at The Turtle Hospital, examine the collection at Crane Point Museum & Nature Center, then kick back and relax at Bahia Honda State Park, and finally take in the exciting artwork at Shady Palm Art Gallery & Photography. On the 25th (Mon), you'll have a packed day of sightseeing: look for all kinds of wild species at Dolphin Research Center, cast your line with a fishing tour, and then get interesting insight from Tours.

To see more things to do, ratings, other places to visit, and more tourist information, go to the Marathon trip planner.

You can take a bus from Key West to Marathon in 1.5 hours. Another option is to drive. In November in Marathon, expect temperatures between 82°F during the day and 72°F at night. Finish your sightseeing early on the 25th (Mon) so you can drive to Key Largo.

Things to do in Marathon

Wildlife Parks Outdoors

Side Trip

Bahia Honda State Park
Highlights from your plan
The Turtle Hospital ©
The Turtle Hospital
Dolphin Research Center ©
Dolphin Research Center
Bahia Honda State Park ©
Bahia Honda State Park

2
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.
On the 26th (Tue), view the masterpieces at Old Road Gallery, then look for all kinds of wild species at Florida Keys Wild Bird Rehabilitation Center, and then cast your line with a fishing tour. Keep things going the next day: identify plant and animal life at Molasses Reef, fulfill a lifelong dream with a swim-with-the-dolphins experience, then get advice or help at Florida Keys Visitor Center, then look for all kinds of wild species at Anhinga Trail, and finally stop by Robert Is Here.

To find traveler tips, ratings, other places to visit, and other tourist information, read our Key Largo trip itinerary planner.

Drive from Marathon to Key Largo in 1.5 hours. Alternatively, you can take a bus. Expect a daytime high around 81°F in November, and nighttime lows around 68°F. Finish up your sightseeing early on the 27th (Wed) so you can go by car to Miami Beach.

Things to do in Key Largo

Wildlife Outdoors Tours

Side Trips

Islamorada, Anhinga Trail, Robert Is Here
Highlights from your plan
Anhinga Trail ©
Anhinga Trail
Fishing Charters & Tours

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.
Head to Collins Avenue and Miracle Milefor plenty of shopping. Escape the urban bustle at Hollywood Beach and Shark Valley Visitor Center. Go for a jaunt from Miami Beach to Aventura to see Aventura Mall about 36 minutes away. Next up on the itinerary: enjoy the sand and surf at Bill Baggs Cape Florida State Park, appreciate the extensive heritage of Art Deco Historic District, shop like a local with Britto Central, and wander the streets of Lincoln Road.

For ratings and tourist information, refer to the Miami Beach day trip planning site .

Traveling by car from Key Largo to Miami Beach takes 1.5 hours. Alternatively, you can take a bus. In November in Miami Beach, expect temperatures between 82°F during the day and 70°F at night. Finish up your sightseeing early on the 30th (Sat) so you can travel back home.

Things to do in Miami Beach

Parks Shopping Outdoors

Side Trips

Shark Valley Visitor Center, Lock & Load Museum, Aventura Mall, Miracle Mile, Bill Baggs Cape Florida State Park
Highlights from your plan
Shark Valley Visitor Center ©
Shark Valley Visitor Center
Hollywood Beach ©
Hollywood Beach
Bill Baggs Cape Florida State Park ©
Bill Baggs Cape Florida State Park

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