39 days in Florida Itinerary

39 days in Florida Itinerary

Created using Inspirock Florida Trip Planner

Plan created by another user. Make it yours

Route & dates

1
Orlando
— 2 nights
2
St. Augustine
— 3 nights
3
West Palm Beach
— 2 nights
4
Miami
— 7 nights
5
Marathon
— 3 nights
6
Key West
— 3 nights
7
Naples
— 4 nights
8
Sarasota
— 4 nights
9
Clearwater
— 7 nights
10
Pensacola
— 2 nights

2
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.
Pack the 14th (Thu) with family-friendly diversions at Discovery Cove. Pack the 12th (Tue) with family-friendly diversions at Universal's Islands of Adventure. It doesn't end there: find something for the whole family at SeaWorld and take in nature's colorful creations at Harry P. Leu Gardens.

To plan Orlando vacation without wasting time, ask Inspirock to design an itinerary.

Tallinn, Estonia to Orlando is an approximately 19-hour flight. The time zone changes from Eastern European Standard Time (EET) to Eastern Standard Time (EST), which is usually a -7 hour difference. Traveling from Tallinn in January, things will get much hotter in Orlando: highs are around °C and lows about °C. Finish your sightseeing early on the 14th (Thu) to allow enough time to drive to St. Augustine.

Things to do in Orlando

Theme Parks Parks Beaches
Find places to stay Jan 12 — 14:
Highlights from your plan
Universal's Islands of Adventure ©
Universal's Islands of Adventure
SeaWorld ©
SeaWorld
Discovery Cove ©
Discovery Cove

3
nights
St. Augustine

St. Augustine ©
St. Step out of St. Augustine with an excursion to Washington Oaks Gardens State Park in Palm Coast--about 38 minutes away. The adventure continues: sample the fine beverages at St. Augustine Distillery, enjoy the sand and surf at St. Augustine Beach, immerse yourself in nature at Anastasia State Park, and learn about winemaking at Vino Del Grotto Winery.

For maps, more things to do, reviews, and more tourist information, refer to the St. Augustine road trip tool.

Getting from Orlando to St. Augustine by car takes about 2 hours. Other options: take a bus. Expect a bit cooler weather when traveling from Orlando in January: highs in St. Augustine hover around °C, while lows dip to °C. On the 17th (Sun), wrap the sightseeing up by early afternoon so you can drive to West Palm Beach.

Things to do in St. Augustine

Parks Nature Beaches

Side Trip

Washington Oaks Gardens State Park
Find places to stay Jan 14 — 17:
Highlights from your plan
Washington Oaks Gardens State Park ©
Washington Oaks Gardens State Park
St. Augustine Distillery ©
St. Augustine Distillery
St. Augustine Beach ©
St. Augustine Beach

2
nights
West Palm Beach

West Palm Beach ©
With a warm climate and sandy stretches, it's no surprise that West Palm Beach is a popular vacation spot.
Start off your visit on the 18th (Mon): look for all kinds of wild species at Gumbo Limbo Nature Center, thenrelax and rejuvenate at Spa Palazzo at Boca Raton Resort & Club, and then stroll around Sugar Sand Park. On the 19th (Tue), you'll have a packed day of sightseeing: admire the masterpieces at Norton Museum of Art, thenlook for all kinds of wild species at Green Cay Nature Center and Wetlands, and then identify plant and animal life at Wakodahatchee Wetlands.

For more things to do, traveler tips, ratings, and other tourist information, use the West Palm Beach travel planner.

Traveling by car from St. Augustine to West Palm Beach takes 4.5 hours. Alternatively, you can take a bus; or fly. In January, West Palm Beach is a bit warmer than St. Augustine - with highs of °C and lows of °C. Finish your sightseeing early on the 19th (Tue) to allow enough time to drive to Miami.

Things to do in West Palm Beach

Parks Wildlife Spas

Side Trips

Boca Raton, Wakodahatchee Wetlands, Green Cay Nature Center and Wetlands
Find places to stay Jan 17 — 19:
Highlights from your plan
Sugar Sand Park ©
Sugar Sand Park
Wakodahatchee Wetlands ©
Wakodahatchee Wetlands
Gumbo Limbo Nature Center ©
Gumbo Limbo Nature Center

7
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.
Explore the numerous day-trip ideas around Miami: Knaus Berry Farm (in Homestead), Burr's Berry Farm (in Goulds) and Fort Lauderdale (International Swimming Hall of Fame & Stranahan House). The adventure continues: wander the streets of Lincoln Road, get a taste of the local shopping with Village of Merrick Park, catch a live performance at Olympia Theater, and enjoy the sand and surf at South Beach.

For maps, reviews, and tourist information, use the Miami journey planner.

You can drive from West Palm Beach to Miami in 1.5 hours. Other options are to take a bus; or take a train. In January, daytime highs in Miami are °C, while nighttime lows are °C. Finish your sightseeing early on the 26th (Tue) to allow enough time to drive to Marathon.

Things to do in Miami

Parks Outdoors Zoos & Aquariums

Side Trips

Miami Beach, Coral Gables, Fort Lauderdale, Oleta River State Park, Knaus Berry Farm
Find places to stay Jan 19 — 26:
Highlights from your plan
The Kampong ©
The Kampong
Lincoln Road ©
Lincoln Road
Vizcaya Museum and Gardens ©
Vizcaya Museum and Gardens

3
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.
Venture out of the city with trips to Florida Keys Wild Bird Rehabilitation Center (in Tavernier), SpaTerre at Little Palm Island Resort (in Little Torch Key) and Islamorada (Theater of the Sea & Robbie's of Islamorada). There's much more to do: examine the collection at Crane Point Museum & Nature Center, get up close and personal with brilliant marine life at Florida Keys Aquarium Encounters, enjoy the sand and surf at Sombrero Beach, and look for all kinds of wild species at The Turtle Hospital.

To see traveler tips, maps, where to stay, and more tourist information, go to the Marathon online visit planner.

Getting from Miami to Marathon by car takes about 2.5 hours. Other options: take a bus; or fly. In January, plan for daily highs up to °C, and evening lows to °C. Finish up your sightseeing early on the 29th (Fri) so you can go by car to Key West.

Things to do in Marathon

Parks Outdoors Wildlife

Side Trips

Islamorada, Bahia Honda State Park, SpaTerre at Little Palm Island Resort, Florida Keys Wild Bird Rehabilitation Center
Find places to stay Jan 26 — 29:
Highlights from your plan
Florida Keys Wild Bird Rehabilitation Center ©
Crane Point Museum & Nature Center ©
Crane Point Museum & Nature Center
Bahia Honda State Park ©
Bahia Honda State Park

3
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.
Key West is known for wildlife, adventure, and museums. Your plan includes some of its best attractions: see the interesting displays at The Ernest Hemingway Home and Museum, stroll the grounds of Key West Cemetery, identify plant and animal life at Key West Butterfly & Nature Conservatory, and take in nature's colorful creations at Audubon House & Tropical Gardens.

To see photos, where to stay, more things to do, and tourist information, read our Key West trip planner.

Getting from Marathon to Key West by car takes about 1.5 hours. Other options: take a bus. In January, daily temperatures in Key West can reach °C, while at night they dip to °C. Wrap up your sightseeing on the 1st (Mon) early enough to travel to Naples.

Things to do in Key West

Parks Historic Sites Shopping
Find places to stay Jan 29 — Feb 1:
Highlights from your plan
Audubon House & Tropical Gardens ©
Audubon House & Tropical Gardens
The Ernest Hemingway Home and Museum ©
The Ernest Hemingway Home and Museum
Key West Butterfly & Nature Conservatory ©
Key West Butterfly & Nature Conservatory

4
nights
Naples

Naples ©
Explore the numerous day-trip ideas around Naples: Estero River Outfitters (in Estero) and Six Mile Cypress Slough Preserve (in Fort Myers).

To find more things to do, other places to visit, traveler tips, and other tourist information, you can read our Naples travel planning site.

You can do a combination of ferry and taxi from Key West to Naples in 3.5 hours. Other options are to drive; or take a bus. Plan for a bit cooler nights when traveling from Key West in February since evenings lows in Naples dip to °C. Wrap up your sightseeing on the 5th (Fri) to allow time to drive to Sarasota.

Things to do in Naples

Parks Transportation Tours

Side Trips

Estero River Outfitters, Six Mile Cypress Slough Preserve
Find places to stay Feb 1 — 5:
Highlights from your plan
Six Mile Cypress Slough Preserve ©
Six Mile Cypress Slough Preserve
diVINE SPA ©
diVINE SPA
Naples Botanical Garden ©
Naples Botanical Garden

4
nights
Sarasota

Sarasota ©
Sarasota is a city in Sarasota County on the southwestern coast of the U.S. Change things up with these side-trips from Sarasota: Emerson Point Preserve (in Palmetto) and Bradenton (De Soto National Memorial & Thrive Yoga and Fitness). There's still lots to do: explore the different monuments and memorials at Sarasota National Cemetery, get outside with SUP Sarasota, walk around Siesta Beach, and get up close and personal with brilliant marine life at Mote Marine Laboratory & Aquarium.

For maps, reviews, other places to visit, and tourist information, go to the Sarasota trip itinerary builder.

Getting from Naples to Sarasota by car takes about 2 hours. Other options: take a bus. In February in Sarasota, expect temperatures between °C during the day and °C at night. Finish your sightseeing early on the 9th (Tue) to allow enough time to drive to Clearwater.

Things to do in Sarasota

Parks Outdoors Historic Sites

Side Trips

Bradenton, Emerson Point Preserve, Oscar Scherer State Park, Siesta Beach
Find places to stay Feb 5 — 9:
Highlights from your plan
Sarasota National Cemetery ©
Sarasota National Cemetery
Siesta Beach ©
Siesta Beach
Marie Selby Botanical Gardens ©
Marie Selby Botanical Gardens

7
nights
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.
Explore the numerous day-trip ideas around Clearwater: Tampa (ZooTampa at Lowry Park & Busch Gardens Tampa Bay), Fort De Soto Park (in Tierra Verde) and Saint Pete Beach (in St. Pete Beach). And it doesn't end there: enjoy the sand and surf at Clearwater Beach, get up close and personal with brilliant marine life at Clearwater Marine Aquarium, make a trip to Clay and Paper Gallery of Art, and stroll around Vinoy Park.

To find reviews, more things to do, other places to visit, and tourist information, refer to the Clearwater trip itinerary maker tool.

Traveling by car from Sarasota to Clearwater takes 1.5 hours. Alternatively, you can take a bus. February in Clearwater sees daily highs of °C and lows of °C at night. Finish your sightseeing early on the 16th (Tue) to allow enough time to travel to Pensacola.

Things to do in Clearwater

Parks Outdoors Beaches

Side Trips

St. Petersburg, Largo, Tampa, Fort De Soto Park, Saint Pete Beach
Find places to stay Feb 9 — 16:
Highlights from your plan
Saint Pete Beach ©
Saint Pete Beach
Busch Gardens Tampa Bay ©
Busch Gardens Tampa Bay
Clearwater Beach ©
Clearwater Beach

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 17th (Wed): enjoy the sand and surf at Pensacola Beach, thensteep yourself in history at Fort Pickens Area, thenbrush up on your military savvy at National Naval Aviation Museum, and finally stop by Joe Patti's Seafood Company. On your second day here, look for all kinds of wild species at Uncle Sandy's Macaw Bird Park, thenmake a trip to Veterans Memorial Park, and then stop by Crabs.

For other places to visit, where to stay, maps, and more tourist information, refer to the Pensacola online trip planner.

You can fly from Clearwater to Pensacola in 6.5 hours. Alternatively, you can drive; or do a combination of taxi and bus. You'll gain 1 hour traveling from Clearwater to Pensacola due to the time zone difference. Expect a bit cooler temperatures when traveling from Clearwater in February; daily highs in Pensacola reach °C and lows reach °C. Wrap up your sightseeing on the 18th (Thu) early enough to travel back home.

Things to do in Pensacola

Historic Sites Parks Beaches

Side Trip

Pensacola Beach
Find places to stay Feb 16 — 18:
Highlights from your plan
National Naval Aviation Museum ©
National Naval Aviation Museum
Pensacola Beach ©
Pensacola Beach
Joe Patti's Seafood Company ©
Joe Patti's Seafood Company

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