28 days in Florida Itinerary

28 days in Florida Itinerary

Created using Inspirock United States Trip Planner

You are viewing a shared plan.  Customize plan

Route & dates

28 days in Florida Itinerary

Bratislava
+3
bus + Fly + tram + bus:  20​h
Miami Beach
— 5 nights
Drive:  3​h
Big Pine Key
— 2 nights
Drive:  45​min
Key West
— 6 nights
Fly + taxi:  3​h
Clearwater
— 5 nights
Drive:  1​h 30​min
Siesta Key
— 2 nights
Drive:  2​h 30​min
Orlando
— 6 nights
Fly:  15​h 30​min
Bratislava

5
days
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.
Get some historical perspective at Lincoln Road and Art Deco Tours. Relax by the water at South Beach and Hollywood Beach. Venture out of the city with trips to To the Moon (in Fort Lauderdale), Aventura Mall (in Aventura) and Sawgrass Mills (in Sunrise). There's still lots to do: wander the streets of Art Deco Historic District, browse the different shops at Dolphin Mall, get a taste of the local shopping with Espanola Way, and don't miss a visit to Collins Avenue.

To see maps, more things to do, traveler tips, and tourist information, go to the Miami Beach trip itinerary planner.

Bratislava, Slovakia to Miami Beach is an approximately 20-hour flight. The time zone difference when traveling from Bratislava to Miami Beach is minus 6 hours. Traveling from Bratislava in October, expect Miami Beach to be much warmer, temps between 35°C and 27°C. Finish your sightseeing early on the 25th (Wed) so you can drive to Big Pine Key.

Things to do in Miami Beach

Shopping Beaches Outdoors

Side Trips

Miami, Coral Gables, Haulover Beach Park, To the Moon, Aventura Mall
Highlights from your plan
Lincoln Road ©
Lincoln Road
South Beach ©
South Beach
Art Deco Historic District ©
Art Deco Historic District

2
days
Big Pine Key

Big Pine Key ©
Big Pine Key is a census-designated place and unincorporated community in Monroe County, Florida, on an island of the same name in the Florida Keys. Kick off your visit on the 26th (Thu): look for all kinds of wild species at The Turtle Hospital, then kick back and relax at Sombrero Beach, and then admire the majestic nature at Bahia Honda State Park. On the 27th (Fri), you'll have a packed day of sightseeing: look for all kinds of wild species at National Key Deer Refuge and then kick back and relax at Calusa Beach.

For maps, where to stay, reviews, and other tourist information, read Big Pine Key itinerary planner.

You can drive from Miami Beach to Big Pine Key in 3 hours. Alternatively, you can do a combination of bus, tram, and flight; or do a combination of bus and shuttle. In October, plan for daily highs up to 35°C, and evening lows to 28°C. Finish up your sightseeing early on the 27th (Fri) so you can go by car to Key West.

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
Sombrero Beach ©
Sombrero Beach
National Key Deer Refuge ©
National Key Deer Refuge

6
days
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.
Head to Peppers Of Key West and De La Galleryfor some retail therapy. Popular historic sites such as Fort Zachary Taylor and Audubon House & Tropical Gardens are in your itinerary. Spend the 31st (Tue) exploring nature at Dry Tortugas National Park. There's lots more to do: see the interesting displays at The Ernest Hemingway Home and Museum, steep yourself in history at Oldest House & Garden Museum, make a trip to Mallory Square, and look for all kinds of wild species at Key West Butterfly & Nature Conservatory.

For reviews, more things to do, traveler tips, and more tourist information, read our Key West vacation trip planner.

Getting from Big Pine Key to Key West by car takes about an hour. Other options: take a shuttle; or take a bus. In October, daytime highs in Key West are 34°C, while nighttime lows are 29°C. Finish your sightseeing early on the 2nd (Thu) to allow enough time to travel to Clearwater.

Things to do in Key West

Outdoors Parks Tours
Highlights from your plan
Fort Zachary Taylor ©
Fort Zachary Taylor
Truman Little White House ©
Truman Little White House
Amsterdam's Curry Mansion Inn ©
Amsterdam's Curry Mansion Inn

4
days
Clearwater

Clearwater ©
Holding the record for most consecutive days of sunshine in a single year, Clearwater offers long sandy beaches and proximity to other major cities in the Tampa Bay area.
Your itinerary includes some good beach time at Clearwater Beach and Fred Howard Park. Explore the numerous day-trip ideas around Clearwater: Florida Orange Groves and Winery (in St. Petersburg), Madeira Beach (John's Pass Village and Boardwalk & Madeira Beach) and Saint Pete Beach (in St. Pete Beach). There's lots more to do: step off the mainland to explore Caladesi Island State Park, play a few rounds at Dunedin Golf & Country Club, don't miss a visit to Philippe Park, and stop by My Sandbox.

To find maps, photos, ratings, and other tourist information, go to the Clearwater trip builder.

Getting from Key West to Clearwater by combination of flight and taxi takes about 3 hours. Other options: drive; or do a combination of ferry, taxi, and bus. Traveling from Key West in November, plan for little chillier nights in Clearwater, with lows around 19°C. Wrap up your sightseeing on the 7th (Tue) early enough to drive to Siesta Key.

Things to do in Clearwater

Outdoors Parks Beaches

Side Trips

Madeira Beach, Dunedin, Fred Howard Park, Florida Orange Groves and Winery, Saint Pete Beach
Highlights from your plan
Clearwater Beach ©
Clearwater Beach
Saint Pete Beach ©
Saint Pete Beach
Caladesi Island State Park
Caladesi Island State Park

2
days
Siesta Key

Siesta Key ©
Siesta Key draws most of its visitors with soft, white-quartz sand beaches and translucent ocean water.
Start off your visit on the 7th (Tue): enjoy the sand and surf at Crescent Beach and then kick back and relax at Siesta Beach. Here are some ideas for day two: tour the pleasant surroundings at Venice Beach, then stroll the grounds of Sarasota National Cemetery, then stroll through Turtle Beach, and finally steep yourself in history at The Powel Crosley Estate.

To see where to stay, traveler tips, and other tourist information, read our Siesta Key trip itinerary planner.

You can drive from Clearwater to Siesta Key in 1.5 hours. Alternatively, you can take a bus. In November, daily temperatures in Siesta Key can reach 30°C, while at night they dip to 18°C. Finish up your sightseeing early on the 9th (Thu) so you can go by car to Orlando.

Things to do in Siesta Key

Beaches Outdoors Parks

Side Trips

Sarasota, Venice Beach
Highlights from your plan
Siesta Beach ©
Siesta Beach
Crescent Beach ©
Crescent Beach
Turtle Beach ©
Turtle Beach

7
days
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.
For shopping fun, head to The Mall at Millenia or BOXELDER. Step out of Orlando to go to DeLand and see Stetson Mansion, which is approximately 58 minutes away. Pack the 9th (Thu) with family-friendly diversions at Walt Disney World Resort. Have a day of magic on the 13th (Mon) at Magic Kingdom Park. The adventure continues: make an unforgettable trip to Happily Ever After Fireworks, look for gifts at The LEGO Store, have fun at E.T. Adventure, and find something for the whole family at Universal's Islands of Adventure.

For photos, other places to visit, ratings, and tourist information, go to the Orlando holiday planner.

You can drive from Siesta Key to Orlando in 2.5 hours. Alternatively, you can do a combination of bus and train; or take a bus. November in Orlando sees daily highs of 29°C and lows of 19°C at night. Wrap up your sightseeing on the 15th (Wed) early enough to travel back home.

Things to do in Orlando

Theme Parks Zoos & Aquariums Parks

Side Trips

BOXELDER, Stetson Mansion
Highlights from your plan
Walt Disney World Resort ©
Walt Disney World Resort
Stetson Mansion ©
Stetson Mansion
Happily Ever After Fireworks ©
Happily Ever After Fireworks

Similar Plans

32 days in Florida BY A USER FROM UNITED STATES January, outdoors, relaxing, museums, wildlife, slow & easy, popular & hidden gems PREFERENCES: January, outdoors, relaxing, museums, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Slow & easy 30 days in United States BY A USER FROM GERMANY August, teens, outdoors, beaches, historic sites, shopping, wildlife, popular & hidden gems PREFERENCES: August, teens, outdoors, beaches, historic sites, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 30 days in Florida BY A USER FROM DENMARK December, kids, relaxing, slow & easy, hidden gems PREFERENCES: December, kids, relaxing ATTRACTION STYLE: Hidden gems PACE: Slow & easy 8 days in Florida BY A USER FROM UNITED STATES June, teens, kids, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: June, teens, kids, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 22 days in Florida BY A USER FROM SOUTH AFRICA September, teens, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, fast-paced, hidden gems PREFERENCES: September, teens, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Hidden gems PACE: Fast-paced 30 days in United States BY A USER FROM GREECE November, culture, relaxing, romantic, beaches, historic sites, museums, popular & hidden gems PREFERENCES: November, culture, relaxing, romantic, beaches, historic sites, museums ATTRACTION STYLE: Popular & hidden gems PACE: Medium 36 days in Florida BY A USER FROM UNITED KINGDOM July, teens, outdoors, beaches, popular & hidden gems PREFERENCES: July, teens, outdoors, beaches ATTRACTION STYLE: Popular & hidden gems PACE: Medium 50 days in Florida, New York City & Las Vegas BY A USER FROM AUSTRALIA September, culture, outdoors, relaxing, shopping, slow & easy, popular & hidden gems PREFERENCES: September, culture, outdoors, relaxing, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Slow & easy 23 days in Florida SEE PLAN June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, wildlife, fast-paced, popular & hidden gems PREFERENCES: June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Fast-paced 24 days in Florida BY A USER FROM UNITED STATES November, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, wildlife, slow & easy, popular & hidden gems PREFERENCES: November, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Slow & easy 24 days in Florida BY A USER FROM COLOMBIA April, kids, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: April, kids, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 30 days in Los Angeles, Florida & New York City BY A USER FROM AUSTRALIA December, kids, popular PREFERENCES: December, kids ATTRACTION STYLE: Popular PACE: Medium
View more plans