27 days in Florida Itinerary

27 days in Florida Itinerary

Created using Inspirock Florida visit planner

Plan created by another user.Make it yours

Route & dates

Start: Newark
Fly:  6 h 15 min
1
St. Augustine
— 8 nights
Drive:  3 h 30 min
2
Tampa
— 3 nights
Drive:  1 h 15 min
3
Sarasota
— 4 nights
Drive:  2 h
4
Naples
— 5 nights
Taxi + Ferry:  3 h
5
Key West
— 6 nights
Fly:  4 h 45 min
End: Newark

8
nights
St. Augustine

St. Augustine ©
St. Popular historic sites such as Ponce de Leon Inlet Lighthouse & Museum and Fort Matanzas National Monument are in your itinerary. Museum-lovers will appreciate Lightner Museum and St. Augustine Pirate & Treasure Museum. Get out of town with these interesting St. Augustine side-trips: Ormond Beach (in Ormond Beach), Marine Science Center (in Ponce Inlet) and Catty Shack Ranch Wildlife Sanctuary (in Jacksonville). There's lots more to do: admire the majestic nature at Fort Clinch State Park, walk around Blue Spring State Park, kick back and relax at Vilano Beach, and steep yourself in history at Stetson Mansion.

To see reviews, photos, more things to do, and more tourist information, use the St. Augustine trip planner.

Newark to St. Augustine is an approximately 6.5-hour flight. You can also drive; or do a combination of bus and taxi. Traveling from Newark in April, things will get a bit warmer in St. Augustine: highs are around 78°F and lows about 62°F. Finish up your sightseeing early on the 24th (Fri) so you can go by car to Tampa.

Things to do in St. Augustine

Parks Outdoors Historic Sites

Side Trips

Daytona Beach, Amelia Island, Ponce Inlet, Stetson Mansion, Ormond Beach
Find places to stay Apr 16 — 24:
Highlights from your plan
St. Augustine Alligator Farm Zoological Park ©
St. Augustine Beach ©
St. Augustine Beach
Stetson Mansion ©
Stetson Mansion

3
nights
Tampa

Tampa ©
Tampa ranks among the country's most livable cities, attracting newcomers with its growing economy and status as a major port on the Gulf of Mexico.
Get outdoors at Saint Pete Beach and Treasure Island Beach. Eschew the tourist crowds and head to Fort De Soto Park and Scuba & Snorkeling. You'll find plenty of places to visit near Tampa: Pepper Creek Pottery (in Homosassa), Honeymoon Island State Park (in Dunedin) and Ellie Schiller Homosassa Springs Wildlife State Park (in Homosassa Springs). The adventure continues: take a stroll through Pass-a-Grille and look for all kinds of wild species at Tampa Electric's Manatee Viewing Center.

For photos, where to stay, traveler tips, and tourist information, refer to the Tampa online tour builder.

You can drive from St. Augustine to Tampa in 3.5 hours. Alternatively, you can take a bus. Traveling from St. Augustine in April, you will find days in Tampa are a bit warmer (85°F), and nights are about the same (67°F). Finish your sightseeing early on the 27th (Mon) to allow enough time to drive to Sarasota.

Things to do in Tampa

Parks Outdoors Wildlife

Side Trips

St. Pete Beach, Tampa Electric's Manatee Viewing Center, Pepper Creek Pottery, Fort De Soto Park, Honeymoon Island State Park
Find places to stay Apr 24 — 27:
Highlights from your plan
Saint Pete Beach ©
Saint Pete Beach
Tampa Electric's Manatee Viewing Center ©
Tampa Electric's Manatee Viewing Center

4
nights
Sarasota

Sarasota ©
Sarasota is a city in Sarasota County on the southwestern coast of the U.S. Your itinerary includes some good beach time at Stump Pass Beach State Park and Englewood Beach. Escape the urban bustle at Myakka River State Park and Fishing Charters & Tours. You'll find plenty of places to visit near Sarasota: Manasota Key Beach (in Englewood), Venice (Venice Beach & Caspersen Beach) and Nokomis Beach (in Nokomis). There's still lots to do: admire the natural beauty at Marie Selby Botanical Gardens, enjoy the sand and surf at Crescent Beach, look for all kinds of wild species at Save Our Seabirds, and don't miss a visit to Sarasota National Cemetery.

For photos, ratings, more things to do, and other tourist information, refer to the Sarasota driving holiday planner.

Getting from Tampa to Sarasota by car takes about 1.5 hours. Other options: take a bus. In April, daytime highs in Sarasota are 83°F, while nighttime lows are 65°F. Finish your sightseeing early on the 1st (Fri) so you can drive to Naples.

Things to do in Sarasota

Parks Outdoors Beaches

Side Trips

Englewood, Venice, Crescent Beach, Nokomis Beach, Fishing Charters & Tours
Find places to stay Apr 27 — May 1:
Highlights from your plan
Nokomis Beach ©
Nokomis Beach
Fishing Charters & Tours
Crescent Beach ©
Crescent Beach

5
nights
Naples

Naples ©
Get outdoors at Corkscrew Swamp and Speed Boats Tours. You'll enjoy a bit of beach vacationing at Bowman's Beach and Ten Thousand Islands National Wildlife Refuge. You'll find plenty of places to visit near Naples: St. Jude Nature Trail (in Saint James City), Kirby Storter Roadside Park (in Ochopee) and Shark Valley Visitor Center (in Everglades National Park).

To see maps, traveler tips, reviews, and other tourist information, read Naples visit planner.

You can drive from Sarasota to Naples in 2 hours. Alternatively, you can take a bus. In May, daily temperatures in Naples can reach 88°F, while at night they dip to 70°F. Finish your sightseeing early on the 6th (Wed) to allow enough time to travel to Key West.

Things to do in Naples

Parks Outdoors Wildlife

Side Trips

Fort Myers, Bonita Springs, Bowman's Beach, Ten Thousand Islands National Wildlife Refuge, Lovers Key State Park
Find places to stay May 1 — 6:
Highlights from your plan
Corkscrew Swamp ©
Corkscrew Swamp
Shark Valley Visitor Center ©
Shark Valley Visitor Center
Speed Boats Tours

6
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.
Eschew the tourist crowds and head to Dry Tortugas National Park and Dolphin Research Center. Step out of the city life by going to The Turtle Hospital and Fort Zachary Taylor. Change things up with these side-trips from Key West: Sunset Park Beach (in Key Colony Beach), Bahia Honda State Park (in Big Pine Key) and Shady Palm Art Gallery & Photography (in Marathon). There's lots more to do: examine the collection at The Ernest Hemingway Home and Museum, explore the galleries of Truman Little White House, visit a coastal fixture at Key West Lighthouse and Keeper's Quarters Museum, and cast your line with a fishing tour.

Plan a Key West trip in moments using our itinerary builder.

You can do a combination of taxi and ferry from Naples to Key West in 3.5 hours. Alternatively, you can drive; or take a bus. Traveling from Naples in May, expect a bit warmer with lows of 77°F in Key West. Cap off your sightseeing on the 12th (Tue) early enough to travel back home.

Things to do in Key West

Parks Outdoors Wildlife

Side Trips

Marathon, Sunset Park Beach, Bahia Honda State Park
Find places to stay May 6 — 12:
Highlights from your plan
Dry Tortugas National Park ©
Dry Tortugas National Park
The Turtle Hospital ©
The Turtle Hospital
Dolphin Research Center ©
Dolphin Research Center

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