27 days in Florida Itinerary

27 days in Florida Itinerary

Created using Inspirock Florida sightseeing planner

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

Route & dates

27 days in Florida Itinerary

Start: Krasnoyarsk
Fly:  28​h
1
Miami
— 4 nights
Drive:  1​h 45​min
2
Islamorada
— 4 nights
Drive:  45​min
3
Marathon
— 4 nights
bus:  1​h 15​min
4
Key West
— 4 nights
ferry:  2​h 30​min
5
Marco Island
— 2 nights
Drive:  4​h 15​min
6
Orlando
— 5 nights
Fly:  31​h
End: Krasnoyarsk

4
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.
Get in touch with nature at Shark Valley Visitor Center and Anhinga Trail. You'll enjoy a bit of beach vacationing at South Beach and Fort Lauderdale Beach. You'll find plenty of places to visit near Miami: Homestead Historic Town Hall Museum (in Homestead) and Everglades National Park (Pineland Trail, Osceola panthers, & more). There's still lots to do: wander the streets of Lincoln Road, examine the collection at Lock & Load Museum, appreciate the extensive heritage of Art Deco Historic District, and tour the pleasant surroundings at Haulover Beach Park.

For photos, ratings, and tourist information, read Miami trip app .

Krasnoyarsk, Russia to Miami is an approximately 28-hour flight. Due to the time zone difference, you'll gain 12 hours traveling from Krasnoyarsk to Miami. In December, daily temperatures in Miami can reach 32°C, while at night they dip to 23°C. Wrap up your sightseeing on the 25th (Wed) to allow time to drive to Islamorada.

Things to do in Miami

Parks Outdoors Trails

Side Trips

Everglades National Park, Miami Beach, Homestead Historic Town Hall Museum, Fort Lauderdale Beach, Haulover Beach Park
Highlights from your plan
Shark Valley Visitor Center ©
Shark Valley Visitor Center
South Beach ©
South Beach
Gumbo Limbo Trail ©
Gumbo Limbo Trail

4
nights
Islamorada

Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
Take a break from the city and head to Florida Keys Wild Bird Rehabilitation Center and Lignumvitae Key Botanical State Park. Explore the numerous day-trip ideas around Islamorada: Florida Keys Visitor Center (in Key Largo) and 99 Mile Wilderness Waterway (in Everglades National Park). And it doesn't end there: see some colorful creatures with a scuba or snorkeling tour, get outside with Dee Cee Charters, cast your line with a fishing tour, and look for gifts at Bella Sol Fragrance Bar and Gifts.

To see other places to visit, ratings, photos, and more tourist information, you can read our Islamorada trip itinerary planner .

Traveling by car from Miami to Islamorada takes 2 hours. Alternatively, you can take a bus. In December, daytime highs in Islamorada are 31°C, while nighttime lows are 25°C. Cap off your sightseeing on the 29th (Sun) early enough to go by car to Marathon.

Things to do in Islamorada

Outdoors Parks Wildlife

Side Trips

Key Largo, 99 Mile Wilderness Waterway
Highlights from your plan
Fishing Charters & Tours
Scuba & Snorkeling

4
nights
Marathon

Marathon ©
A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
Take a break from the city and head to Bahia Honda State Park and Gemini Dream Charters. We've included these beaches for you: Sombrero Beach and Sunset Park Beach. Get out of town with these interesting Marathon side-trips: Spiegel Grove (in Key Largo) and National Key Deer Refuge (in Big Pine Key). The adventure continues: identify plant and animal life at Crane Point Museum & Nature Center, tee off at Florida Keys Country Club, view the masterpieces at Shady Palm Art Gallery & Photography, and kick back and relax at Calusa Beach.

To see other places to visit, more things to do, photos, and other tourist information, read our Marathon route planning app .

Drive from Islamorada to Marathon in an hour. Alternatively, you can take a bus. December in Marathon sees daily highs of 31°C and lows of 25°C at night. Wrap up your sightseeing on the 2nd (Thu) early enough to take a bus to Key West.

Things to do in Marathon

Parks Outdoors Beaches

Side Trips

Big Pine Key, Spiegel Grove, Sunset Park Beach
Highlights from your plan
Bahia Honda State Park ©
Bahia Honda State Park
Sombrero Beach ©
Sombrero Beach
National Key Deer Refuge ©
National Key Deer Refuge

4
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.
Visit Fort Zachary Taylor and South Beach for some beach relaxation. Escape the urban bustle at Key West Butterfly & Nature Conservatory and Parasailing & Paragliding. Spend the 4th (Sat) exploring nature at Dry Tortugas National Park. There's much more to do: see some colorful creatures with a scuba or snorkeling tour, see what you can catch with a fishing tour, examine the collection at The Ernest Hemingway Home and Museum, and sample the fine beverages at Key West Distilling.

To see other places to visit, traveler tips, where to stay, and tourist information, read our Key West day trip website .

You can take a bus from Marathon to Key West in 1.5 hours. Another option is to drive. January in Key West sees daily highs of 28°C and lows of 22°C at night. Wrap up your sightseeing on the 6th (Mon) early enough to ride a ferry to Marco Island.

Things to do in Key West

Outdoors Parks Wildlife
Highlights from your plan
Scuba & Snorkeling
Dry Tortugas National Park ©
Dry Tortugas National Park

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 7th (Tue), fly like a bird with a parasailing or paragliding tour, then glide peacefully along the water with some of the best stand-up paddleboarding in the area, and then take a memorable tour with Tours. Get ready for a full day of sightseeing on the next day: get some thrills out on the water with a waterskiing or jet-skiing adventure, explore the activities along Capri Paddlecraft Park, and then get some thrills on the water with a speed boat tour.

To see photos, reviews, other places to visit, and other tourist information, go to the Marco Island online driving holiday planner .

Traveling by ferry from Key West to Marco Island takes 2.5 hours. Alternatively, you can drive. Traveling from Key West in January, Marco Island is slightly colder at night with lows of 13°C. Cap off your sightseeing on the 8th (Wed) early enough to go by car to Orlando.

Things to do in Marco Island

Outdoors Tours Adventure

Side Trip

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

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.
Step out of the city life by going to Discovery Cove and Country Club Of Ocala. Change things up with a short trip to Scuba & Snorkeling in Crystal River (about 1h 40 min away). There's lots more to do: get in on the family fun at Walt Disney World Resort, make an unforgettable trip to Happily Ever After Fireworks, don't miss a visit to Disney's Hollywood Studios, and take in nature's colorful creations at Harry P. Leu Gardens.

For more things to do, other places to visit, where to stay, and other tourist information, go to the Orlando travel route builder tool .

Traveling by car from Marco Island to Orlando takes 4.5 hours. Alternatively, you can do a combination of bus and flight; or take a bus. January in Orlando sees daily highs of 25°C and lows of 13°C at night. Finish your sightseeing early on the 13th (Mon) to allow enough time to travel back home.

Things to do in Orlando

Theme Parks Outdoors Parks

Side Trips

Country Club Of Ocala, Scuba & Snorkeling, Charles Hosmer Morse Museum of American Art
Highlights from your plan
Discovery Cove ©
Discovery Cove
Scuba & Snorkeling
Happily Ever After Fireworks ©
Happily Ever After Fireworks

Similar Plans

30 days in Orlando BY A USER FROM PERU October, kids, culture, outdoors, relaxing, beaches, historic sites, museums, wildlife, popular & hidden gems PREFERENCES: October, kids, culture, outdoors, relaxing, beaches, historic sites, museums, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 31 days in United States BY A USER FROM AUSTRALIA October, culture, outdoors, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: October, culture, outdoors, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 31 days in United States BY A USER FROM AUSTRALIA January, culture, outdoors, relaxing, romantic, historic sites, museums, shopping, popular & hidden gems PREFERENCES: January, culture, outdoors, relaxing, romantic, historic sites, museums, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Medium 31 days in Orlando BY A USER FROM BRAZIL December, teens, kids, popular sights PREFERENCES: December, teens, kids ATTRACTION STYLE: Popular sights PACE: Medium 31 days in Florida BY A USER FROM UNITED STATES September, kids, popular & hidden gems PREFERENCES: September, kids ATTRACTION STYLE: Popular & hidden gems PACE: Medium 43 days in United States & St. Thomas BY A USER FROM BRAZIL December, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, slow & easy, popular & hidden gems PREFERENCES: December, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Slow & easy 28 days in Orlando BY A USER FROM AUSTRALIA December, teens, popular sights PREFERENCES: December, teens ATTRACTION STYLE: Popular sights PACE: Medium 35 days in United States BY A USER FROM AUSTRALIA September, teens, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: September, teens, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 38 days in United States BY A USER FROM AUSTRALIA September, teens, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: September, teens, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 31 days in United States BY A USER FROM KUWAIT December, outdoors, relaxing, romantic, beaches, shopping, wildlife, popular & hidden gems PREFERENCES: December, outdoors, relaxing, romantic, beaches, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 32 days in United States BY A USER FROM MALTA April, teens, culture, outdoors, historic sites, museums, wildlife, hidden gems PREFERENCES: April, teens, culture, outdoors, historic sites, museums, wildlife ATTRACTION STYLE: Hidden gems PACE: Medium
View more plans