30 days in Florida Itinerary

30 days in Florida Itinerary

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Route & dates

30 days in Florida Itinerary

Start: New York City
+3
bus + Fly + taxi + bus:  5​h 45​min
1
St. Augustine
— 4 nights
Drive:  2​h
2
Orlando
— 4 nights
Drive:  2​h
3
Clearwater
— 2 nights
Drive:  1​h 30​min
4
Siesta Key
— 1 night
Drive:  2​h 30​min
5
Marco Island
— 3 nights
Travel:  3​h 45​min
6
Everglades National Park
— 3 nights
bus:  4​h 45​min
7
Big Pine Key
— 1 night
bus:  45​min
8
Key West
— 5 nights
Fly:  2​h 45​min
9
Miami Beach
— 3 nights
Drive:  1​h 30​min
10
West Palm Beach
— 3 nights
Fly:  5​h
End: New York City

4
nights
St. Augustine

St. Augustine ©
SAINT AUGUSTINE | PONTE VEDRA on Florida's Historic Coast The Nation's oldest city (est. Get a sense of the local culture at Castillo de San Marcos and St. Augustine Lighthouse & Maritime Museum. You'll get in some beach time at Ormond Beach and St. Augustine Beach. Venture out of the city with trips to Andy Romano Beachfront Park (in Ormond Beach), Sawgrass Country Club (in Ponte Vedra Beach) and Atlantic Beach (in Jacksonville). Next up on the itinerary: kick back and relax at Jacksonville Beach and identify plant and animal life at St. Augustine Wild Reserve.

To find traveler tips, photos, reviews, and tourist information, go to the St. Augustine trip itinerary maker website .

New York City to St. Augustine is an approximately 6-hour combination of train and flight. You can also do a combination of flight and bus; or drive. When traveling from New York City in December, plan for much hotter days in St. Augustine, with highs around 70°F, while nights are somewhat warmer with lows around 55°F. Wrap up your sightseeing on the 6th (Wed) to allow time to drive to Orlando.

Things to do in St. Augustine

Parks Beaches Outdoors

Side Trips

Ormond Beach, Sawgrass Country Club, Atlantic Beach, Jacksonville Beach
Highlights from your plan
St. Augustine Wild Reserve ©
St. Augustine Wild Reserve
St. Augustine Beach ©
St. Augustine Beach
Ormond Beach ©
Ormond Beach

4
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.
Your cultural itinerary includes sights like Stetson Mansion and The Charles Hosmer Morse Museum of American Art. Step out of Orlando with an excursion to NASA Kennedy Space Center Visitor Complex in Titusville--about 1h 15 min away. Pack the 7th (Thu) with family-friendly diversions at Walt Disney World Resort. Pack the 9th (Sat) with family-friendly diversions at Universal's Islands of Adventure. There's still lots to do: find something for the whole family at Universal Orlando Resort, discover the magic at Disney's Hollywood Studios, test your team's savvy at popular escape rooms, and add some entertainment to your itinerary with Happily Ever After Fireworks.

To find ratings, more things to do, maps, and tourist information, read Orlando road trip site .

You can drive from St. Augustine to Orlando in 2 hours. Another option is to take a bus. Traveling from St. Augustine in December, you will find days in Orlando are somewhat warmer (77°F), and nights are about the same (59°F). Finish your sightseeing early on the 10th (Sun) to allow enough time to drive to Clearwater.

Things to do in Orlando

Theme Parks Museums Childrens Museums

Side Trips

Charles Hosmer Morse Museum of American Art, Stetson Mansion, NASA Kennedy Space Center Visitor Complex
Highlights from your plan
Walt Disney World Resort ©
Walt Disney World Resort

2
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.
Start off your visit on the 11th (Mon): look for gifts at My Sandbox, enjoy the sand and surf at Saint Pete Beach, and then kick back and relax at Clearwater Beach. Keep things going the next day: enjoy the sand and surf at Sunset Beach and then head off the coast to Caladesi Island State Park.

For ratings, traveler tips, reviews, and other tourist information, refer to the Clearwater trip itinerary maker tool .

You can drive from Orlando to Clearwater in 2 hours. Other options are to do a combination of train and bus; or take a bus. In December in Clearwater, expect temperatures between 75°F during the day and 60°F at night. Wrap up your sightseeing on the 12th (Tue) early enough to drive to Siesta Key.

Things to do in Clearwater

Parks Beaches Outdoors

Side Trips

My Sandbox, Saint Pete Beach, Caladesi Island State Park, Sunset Beach
Highlights from your plan
Clearwater Beach ©
Clearwater Beach
Saint Pete Beach ©
Saint Pete Beach
Caladesi Island State Park ©
Caladesi Island State Park

1
night
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 13th (Wed): tour the pleasant surroundings at Crescent Beach and then enjoy the sand and surf at Siesta Beach.

To find maps, ratings, traveler tips, and more tourist information, read Siesta Key trip planner .

You can drive from Clearwater to Siesta Key in 1.5 hours. Another option is to take a bus. In December in Siesta Key, expect temperatures between 78°F during the day and 58°F at night. Finish your sightseeing early on the 13th (Wed) so you can drive to Marco Island.

Things to do in Siesta Key

Parks Beaches Outdoors
Highlights from your plan
Siesta Beach ©
Siesta Beach
Crescent Beach ©
Crescent Beach

3
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. Step out of the city life by going to Barefoot Beach Preserve and Tigertail Beach. Change things up with these side-trips from Marco Island: Big Cypress National Preserve (in Ochopee) and Naples (The Revs Institute & Waterside Shops). There's much more to do: kick back and relax at South Marco Beach, zoom along the surf with a waterskiing or jet-skiing adventure, and relax and rejuvenate at some of the top local wellness centers.

For more things to do, maps, traveler tips, and more tourist information, you can read our Marco Island travel planner .

You can drive from Siesta Key to Marco Island in 2.5 hours. Another option is to do a combination of bus and taxi. In December, plan for daily highs up to 80°F, and evening lows to 60°F. On the 16th (Sat), wrap the sightseeing up by early afternoon so you can travel to Everglades National Park.

Things to do in Marco Island

Outdoors Parks Beaches

Side Trips

Naples, Barefoot Beach Preserve, Big Cypress National Preserve
Highlights from your plan
Waterskiing & Jetskiing
Revs Institute ©
Revs Institute
Barefoot Beach Preserve ©
Barefoot Beach Preserve

3
nights
Everglades National Park

Everglades National Park ©
A vast expanse of pristine wetlands, Everglades National Park holds the distinction of being the largest tropical wilderness in the U.S.
Kick off your visit on the 17th (Sun): trek along Anhinga Trail, then hike along Gumbo Limbo Trail, and then take a leisurely stroll along West Lake Trail. Get ready for a full day of sightseeing on the next day: identify plant and animal life at Shark Valley and then explore the activities along Shark River Slough.

For where to stay, more things to do, maps, and tourist information, you can read our Everglades National Park road trip site .

Explore your travel options from Marco Island to Everglades National Park with the Route module. Traveling from Marco Island in December, you can expect nighttime temperatures to be a bit warmer in Everglades National Park, with lows of 72°F. Finish up your sightseeing early on the 19th (Tue) so you can catcht the bus to Big Pine Key.

Things to do in Everglades National Park

Parks Trails Outdoors
Highlights from your plan
Shark Valley Visitor Center ©
Shark Valley Visitor Center
Gumbo Limbo Trail ©
Gumbo Limbo Trail
Anhinga Trail ©
Anhinga Trail

1
night
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. On the 19th (Tue), identify plant and animal life at National Key Deer Refuge.

To see more things to do, maps, traveler tips, and more tourist information, refer to the Big Pine Key trip builder .

You can take a bus from Everglades National Park to Big Pine Key in 5 hours. Traveling from Everglades National Park in December, expect a bit cooler with lows of 67°F in Big Pine Key. Cap off your sightseeing on the 20th (Wed) early enough to go by car to Key West.

Things to do in Big Pine Key

Parks Wildlife Beaches

Side Trip

Marathon
Highlights from your plan
Bahia Honda State Park ©
Bahia Honda State Park
National Key Deer Refuge ©
National Key Deer Refuge
Sombrero Beach ©
Sombrero Beach

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.
Your cultural itinerary includes sights like The Ernest Hemingway Home and Museum and Fort Zachary Taylor. Visiting Key West Butterfly & Nature Conservatory and Dry Tortugas National Park will get you outdoors. Spend the 25th (Mon) airborne with a parasailing or paragliding tour. There's lots more to do: take an in-depth tour of Truman Little White House, stroll the grounds of Key West Cemetery, add some adventure to your tour with a kayaking and canoeing tour, and admire the natural beauty at Oldest House & Garden Museum.

For maps, reviews, ratings, and other tourist information, read Key West vacation builder .

Drive from Big Pine Key to Key West in an hour. Alternatively, you can take a shuttle; or take a bus. In December, daily temperatures in Key West can reach 79°F, while at night they dip to 71°F. Cap off your sightseeing on the 25th (Mon) early enough to travel to Miami Beach.

Things to do in Key West

Outdoors Tours Adventure
Highlights from your plan
The Ernest Hemingway Home and Museum ©
Dry Tortugas National Park ©
Dry Tortugas National Park

3
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.
Visiting South Beach and Fort Lauderdale Beach will get you outdoors. You'll enjoy a bit of beach vacationing at Haulover Beach Park and Hollywood Beach. The adventure continues: wander the streets of Lincoln Road, admire the landmark architecture of Freedom Tower, examine the collection at Vizcaya Museum & Gardens, and get to know the fascinating history of Art Deco Historic District.

For traveler tips, ratings, reviews, and more tourist information, read Miami Beach trip builder app .

Traveling by combination of flight, tram, and bus from Key West to Miami Beach takes 3 hours. Alternatively, you can do a combination of flight and bus; or drive. In December, daytime highs in Miami Beach are 80°F, while nighttime lows are 67°F. Wrap up your sightseeing on the 28th (Thu) early enough to drive to West Palm Beach.

Things to do in Miami Beach

Parks Beaches Outdoors

Side Trips

Miami, Hollywood Beach, Haulover Beach Park, Fort Lauderdale Beach
Highlights from your plan
South Beach ©
South Beach
Lincoln Road ©
Lincoln Road
Fort Lauderdale Beach ©
Fort Lauderdale Beach

3
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.
Get a sense of the local culture at Worth Avenue and Norton Museum of Art. Get outdoors at John D. MacArthur Beach State Park and Peanut Island Park. Go for a jaunt from West Palm Beach to Wellington to see Panther Ridge Conservation Center about 34 minutes away. Next up on the itinerary: stroll through Lake Worth Beach, admire nature's wide array of creatures at McCarthy's Wildlife Sanctuary, enjoy the sand and surf at Juno Beach Park, and look for all kinds of wild species at Loggerhead Marinelife Center.

To find reviews, photos, ratings, and tourist information, refer to the West Palm Beach travel site .

You can drive from Miami Beach to West Palm Beach in 1.5 hours. Alternatively, you can do a combination of bus and train; or take a bus. Plan for slightly colder nights when traveling from Miami Beach in December since evenings lows in West Palm Beach dip to 61°F. Cap off your sightseeing on the 31st (Sun) early enough to travel back home.

Things to do in West Palm Beach

Parks Beaches Outdoors

Side Trips

Juno Beach, Lake Worth Beach, Worth Avenue, Peanut Island Park, Panther Ridge Conservation Center
Highlights from your plan
Panther Ridge Conservation Center ©
Panther Ridge Conservation Center
John D. MacArthur Beach State Park ©
John D. MacArthur Beach State Park
Loggerhead Marinelife Center ©
Loggerhead Marinelife Center

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