29 days in United States Itinerary

29 days in United States Itinerary

Created using Inspirock Florida itinerary planner

Plan created by another user. Make it yours

Route & dates

1
Key West
— 5 nights
2
Big Pine Key
— 2 nights
3
Islamorada
— 4 nights
4
Miami Beach
— 5 nights
5
Bradenton
— 3 nights
6
Orlando
— 5 nights
7
Daytona Beach
— 4 nights

5
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 8th (Wed) exploring nature at Dry Tortugas National Park. The adventure continues: see the interesting displays at The Ernest Hemingway Home and Museum, don't miss a visit to Duval Street, take a leisurely stroll along Mallory Square, and cast your line with a fishing tour.

To see photos, ratings, reviews, and more tourist information, read Key West trip itinerary builder app.

Toronto, Canada to Key West is an approximately 9.5-hour flight. You can also drive; or do a combination of bus and train. Prepare for much warmer weather when traveling from Toronto in January: high temperatures in Key West hover around 28°C and lows are around 22°C. Wrap up your sightseeing on the 11th (Sat) to allow time to drive to Big Pine Key.

Things to do in Key West

Outdoors · Tours · Parks
Highlights from your plan
Alan S. Maltz Gallery ©
Alan S. Maltz Gallery
The Ernest Hemingway Home and Museum ©
The Ernest Hemingway Home and Museum
Key West Butterfly & Nature Conservatory ©
Key West Butterfly & Nature Conservatory

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. Start off your visit on the 12th (Sun): identify plant and animal life at National Key Deer Refuge, then stroll through Bahia Honda State Park, and then snap pictures at Seven Mile Bridge. Get ready for a full day of sightseeing on the next day: get all the information you need at Pigeon Key Foundation, then pause for some serene contemplation at San Pablo Catholic Church, then see the interesting displays at Crane Point Museum & Nature Center, and finally enjoy the sand and surf at Sombrero Beach.

For maps, traveler tips, and other tourist information, use the Big Pine Key trip planner.

You can drive from Key West to Big Pine Key in an hour. Alternatively, you can take a bus. In January in Big Pine Key, expect temperatures between 29°C during the day and 22°C at night. Finish your sightseeing early on the 13th (Mon) to allow enough time to drive to Islamorada.

Things to do in Big Pine Key

Parks · Beaches · Outdoors

Side Trip

Marathon
Highlights from your plan
Bahia Honda State Park ©
Bahia Honda State Park
National Key Deer Refuge ©
National Key Deer Refuge
Crane Point Museum & Nature Center ©
Crane Point Museum & Nature Center

4
nights
Islamorada

Islamorada ©
Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
Change things up with these side-trips from Islamorada: Everglades National Park (Nine Mile Pond Canoe Trail & 99 Mile Wilderness Waterway) and Florida Keys Visitor Center (in Key Largo). The adventure continues: look for all kinds of wild species at Florida Keys Wild Bird Rehabilitation Center, indulge your thirst for a good beer at Islamorada Brewery & Distillery, take an in-depth tour of History of Diving Museum, and head outdoors with Contagious Charters.

For reviews, other places to visit, ratings, and other tourist information, you can read our Islamorada visit planner.

Traveling by car from Big Pine Key to Islamorada takes 1.5 hours. Alternatively, you can take a bus. In January, daily temperatures in Islamorada can reach 29°C, while at night they dip to 22°C. Finish up your sightseeing early on the 17th (Fri) so you can go by car to Miami Beach.

Things to do in Islamorada

Parks · Outdoors · Wildlife

Side Trips

Key Largo, Everglades National Park
Highlights from your plan
Island Dolphin Care ©
Island Dolphin Care
Florida Keys Wild Bird Rehabilitation Center ©
Fishing Charters & Tours

5
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.
Explore the numerous day-trip ideas around Miami Beach: Fairchild Tropical Botanic Garden (in Coral Gables), Everglades National Park (Shark Valley Visitor Center, Osceola panthers, &more) and Wiener Museum of Decorative Arts (WMODA) (in Dania Beach). There's much more to do: appreciate the extensive heritage of Art Deco Historic District, see the interesting displays at Lock & Load Museum, enjoy some diversion at Lock & Load Miami, and kick back and relax at South Beach.

To see photos, maps, more things to do, and more tourist information, refer to the Miami Beach journey planner.

Traveling by car from Islamorada to Miami Beach takes 2 hours. Alternatively, you can take a bus. Expect a daytime high around 29°C in January, and nighttime lows around 20°C. Finish your sightseeing early on the 22nd (Wed) so you can drive to Bradenton.

Things to do in Miami Beach

Parks · Outdoors · Trails

Side Trips

Coral Gables, Everglades National Park, Miami, Wiener Museum of Decorative Arts (WMODA), Panther Ridge Conservation Center
Highlights from your plan
Wiener Museum of Decorative Arts (WMODA) ©
Wiener Museum of Decorative Arts (WMODA)
Fairchild Tropical Botanic Garden ©
Fairchild Tropical Botanic Garden
Gumbo Limbo Trail ©
Gumbo Limbo Trail

3
nights
Bradenton

Bradenton ©
Bradenton boasts a handful of historical buildings, but its real claim to fame is as the home of Tropicana Products and its quirky culture.
Change things up with these side-trips from Bradenton: Sarasota (Stand-Up Paddleboarding & Sarasota National Cemetery), Fishing Charters & Tours (in Punta Gorda) and St. Petersburg (Duncan McClellan Gallery & The Dali Museum). The adventure continues: sample the fine beverages at Siesta Key Rum, look for all kinds of wild species at Robinson Nature Preserve, and admire the masterpieces at The Ringling.

To find photos, more things to do, maps, and other tourist information, use the Bradenton trip itinerary builder.

You can drive from Miami Beach to Bradenton in 4.5 hours. Other options are to take a bus; or fly. Traveling from Miami Beach in January, things will get a bit cooler in Bradenton: highs are around 26°C and lows about 13°C. Finish up your sightseeing early on the 25th (Sat) so you can go by car to Orlando.

Things to do in Bradenton

Outdoors · Tours · Wildlife

Side Trips

Sarasota, St. Petersburg, Fishing Charters & Tours
Highlights from your plan
Robinson Nature Preserve ©
Robinson Nature Preserve
Siesta Key Rum ©
Siesta Key Rum
Fishing Charters & Tours

5
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, and fun & games. Your plan includes some of its best attractions: find something for the whole family at Walt Disney World Resort, get your game on at The Escape Game Orlando, make an unforgettable trip to Magic Kingdom Park, and admire the natural beauty at Harry P. Leu Gardens.

To see where to stay, photos, maps, and other tourist information, refer to the Orlando trip planner.

Drive from Bradenton to Orlando in 2.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. In January, daytime highs in Orlando are 25°C, while nighttime lows are 13°C. Finish your sightseeing early on the 30th (Thu) to allow enough time to drive to Daytona Beach.

Things to do in Orlando

Theme Parks · Fun & Games · Parks

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
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.
Get out of town with these interesting Daytona Beach side-trips: St. Augustine (The Ximenez-Fatio House, St. Augustine Distillery, &more), Jacksonville (Room Escape Games & Veterans Memorial Wall) and DeLand (Stetson Mansion & Stetson University). There's much more to do: bet on your favorite at Daytona International Speedway, take in the exciting artwork at Palms Up Pottery Studio and Gallery, walk around Canaveral National Seashore, and brush up on your military savvy at Veterans Museum & Education Center.

To see maps, where to stay, traveler tips, and other tourist information, read Daytona Beach road trip site.

You can drive from Orlando to Daytona Beach in an hour. Another option is to take a bus. Expect a daytime high around 24°C in January, and nighttime lows around 11°C. Finish up your sightseeing early on the 3rd (Mon) so you can travel back home.

Things to do in Daytona Beach

Historic Sites · Wildlife · Parks

Side Trips

St. Augustine, Jacksonville, DeLand, Palms Up Pottery Studio and Gallery, Canaveral National Seashore
Highlights from your plan
Stetson Mansion ©
Stetson Mansion
St. Augustine Wild Reserve ©
St. Augustine Wild Reserve
St. Augustine Distillery ©
St. Augustine Distillery

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