33 days in United States Itinerary

33 days in United States Itinerary

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Route & dates

33 days in United States Itinerary

Start: New York City
+2
Drive + Fly + Drive:  3​h 45​min
1
Great Falls
— 1 night
Drive + Fly:  6​h 45​min
2
Key West
— 4 nights
Bus:  1​h 15​min
3
Marathon, Florida Keys
— 3 nights
Drive:  4​h
4
Marco Island
— 3 nights
Drive:  45​min
5
Naples
— 4 nights
Drive:  5​h 45​min
6
St. Augustine
— 4 nights
Drive:  2​h 15​min
7
Jekyll Island
— 2 nights
Drive:  1​h 45​min
8
Savannah
— 3 nights
Fly:  5​h 15​min
9
Panama City Beach
— 4 nights
Taxi + Fly:  3​h 15​min
10
Evansville
— 4 nights
Fly + Foot:  7​h
End: New York City

1
night
Great Falls

Great Falls
Great Falls is a census-designated place (CDP) in Fairfax County, Virginia, United States. To see traveler tips, ratings, reviews, and more tourist information, you can read our Great Falls trip planning site .

New York City to Great Falls is an approximately 4-hour combination of car and flight. You can also drive. Traveling from New York City in December, expect slightly colder with lows of 31°F in Great Falls. On the 3rd (Tue), you'll travel to Key West.

Things to do in Great Falls

Parks Nature Wildlife

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.
Get in touch with nature at Dolphin & Whale Watching and Waterskiing & Jetskiing. You'll discover tucked-away gems like Kayaking & Canoeing and Key West Garden Club. Spend the 4th (Wed) exploring nature at Dry Tortugas National Park. The adventure continues: glide peacefully along the water with some of the best stand-up paddleboarding in the area, examine the collection at Mel Fisher Maritime Heritage Museum, indulge in some personalized pampering at some of the best spas, and explore the different monuments and memorials at Key West Cemetery.

Take the guesswork out of planning a Key West vacation by using our trip itinerary maker.

Explore your travel options from Great Falls to Key West with the Route module. Expect much hotter temperatures when traveling from Great Falls in December; daily highs in Key West reach 79°F and lows reach 71°F. Cap off your sightseeing on the 7th (Sat) early enough to catcht the bus to Marathon.

Things to do in Key West

Tours Outdoors Adventure
Highlights from your plan
Dolphin & Whale Watching
Stand-Up Paddleboarding
Kayaking & Canoeing

3
nights
Marathon, Florida Keys

Marathon ©
A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
You'll explore the less-touristy side of things at Dolphin Research Center and Seven Mile Bridge. Get in touch with nature at Florida Keys Wild Bird Rehabilitation Center and Scuba & Snorkeling. Explore the numerous day-trip ideas around Marathon: Fishing Charters & Tours (in Islamorada) and Swim with Dolphins (in Key Largo). It doesn't end there: look for all kinds of wild species at The Turtle Hospital and stroll through Bahia Honda State Park.

For where to stay, ratings, reviews, and other tourist information, you can read our Marathon driving holiday planner .

You can take a bus from Key West to Marathon in 1.5 hours. Another option is to drive. December in Marathon sees daily highs of 80°F and lows of 71°F at night. Finish up your sightseeing early on the 10th (Tue) so you can go by car to Marco Island.

Things to do in Marathon

Wildlife Outdoors Parks

Side Trips

Key Largo, Bahia Honda State Park, Fishing Charters & Tours
Highlights from your plan
Dolphin Research Center ©
Dolphin Research Center
Swim with Dolphins

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. Take a break from the city and head to Parasailing & Paragliding and South Marco Beach. Discover out-of-the-way places like Fishing Charters & Tours and Keewaydin Island. When in Marco Island, make a side trip to see Speed Boats Tours in Everglades City, approximately 38 minutes away. There's much more to do: find your balance on the water with some of the best stand-up paddleboarding in the area, get some thrills out on the water with a waterskiing or jet-skiing adventure, relax and rejuvenate at some of the best spas, and see majestic marine mammals with a dolphin and whale watching tour.

To find other places to visit, traveler tips, ratings, and other tourist information, go to the Marco Island itinerary planner .

Traveling by car from Marathon to Marco Island takes 4 hours. Alternatively, you can do a combination of bus and ferry; or do a combination of bus and flight. Plan for slightly colder nights when traveling from Marathon in December since evenings lows in Marco Island dip to 61°F. Wrap up your sightseeing on the 13th (Fri) early enough to drive to Naples.

Things to do in Marco Island

Outdoors Tours Adventure

Side Trip

Speed Boats Tours
Highlights from your plan
Parasailing & Paragliding
Stand-Up Paddleboarding
Keewaydin Island ©
Keewaydin Island

4
nights
Naples

Naples ©
Naples is a city in Collier County, Florida, United States. Explore hidden gems such as Lowdermilk Beach and Bowman's Beach. Get outdoors at Barefoot Beach Preserve and Parasailing & Paragliding. Change things up with these side-trips from Naples: Sanibel Island (Pond Apple Park & In The Garden), Fort Myers Beach (Lovers Key State Park & Dolphin & Whale Watching) and Captiva Beach (in Captiva Island). And it doesn't end there: look for all kinds of wild species at Corkscrew Swamp, admire the natural beauty at Naples Botanical Garden, and take a stroll through Fifth Avenue South.

To see where to stay, reviews, traveler tips, and other tourist information, you can read our Naples trip planning site .

Traveling by car from Marco Island to Naples takes an hour. In December in Naples, expect temperatures between 80°F during the day and 63°F at night. Cap off your sightseeing on the 17th (Tue) early enough to go by car to St. Augustine.

Things to do in Naples

Parks Outdoors Wildlife

Side Trips

Fort Myers Beach, Sanibel Island, Captiva Beach, Barefoot Beach Preserve
Highlights from your plan
Captiva Beach ©
Captiva Beach
Barefoot Beach Preserve ©
Barefoot Beach Preserve
Lowdermilk Beach ©
Lowdermilk Beach

4
nights
St. Augustine

St. Augustine ©
SAINT AUGUSTINE | PONTE VEDRA on Florida's Historic Coast The Nation's oldest city (est. Eschew the tourist crowds and head to Fort Matanzas National Monument and Ormond Beach. Take a break from the city and head to St. Augustine Beach and St. Augustine Alligator Farm Zoological Park. You'll find plenty of places to visit near St. Augustine: Fort Clinch State Park (in Fernandina Beach), Stetson Mansion (in DeLand) and Beach at Daytona Beach (in Daytona Beach). And it doesn't end there: take an in-depth tour of The Oldest Store Museum, look for gifts at Whetstone Chocolates, deepen your understanding at Flagler College, and make a trip to St. George Street.

To find traveler tips, reviews, where to stay, and more tourist information, refer to the St. Augustine trip planning website .

Drive from Naples to St. Augustine in 6 hours. Alternatively, you can do a combination of bus, flight, and car; or do a combination of bus and flight. Traveling from Naples in December, things will get little chillier in St. Augustine: highs are around 70°F and lows about 55°F. Wrap up your sightseeing on the 21st (Sat) early enough to drive to Jekyll Island.

Things to do in St. Augustine

Parks Historic Sites Nature

Side Trips

Fort Clinch State Park, Stetson Mansion, Ormond Beach, Beach at Daytona Beach
Highlights from your plan
Ormond Beach ©
Ormond Beach
Fort Matanzas National Monument ©
Fort Matanzas National Monument
St. Augustine Beach ©
St. Augustine Beach

2
nights
Jekyll Island

Jekyll Island ©
A vacation on Jekyll Island allows visitors to discover the lifestyle of American aristocrats from the 19th century.
Kick off your visit on the 22nd (Sun): wander the streets of Jekyll Island Historic District, then look for all kinds of wild species at Georgia Sea Turtle Center, then kick back and relax at Driftwood Beach, and finally take in the architecture and atmosphere at Faith Chapel. Here are some ideas for day two: contemplate the long history of Fort Frederica National Monument, take in the spiritual surroundings of Christ Church, indulge your thirst for a good beer at Weber's Growler Factory, then see majestic marine mammals with a dolphin and whale watching tour, and finally contemplate the long history of Brewery Ruins Horton-duBignon House duBignon Cemetery.

Find out how to plan Jekyll Island trip without stress by asking Inspirock to help create an itinerary.

Drive from St. Augustine to Jekyll Island in 2.5 hours. Alternatively, you can take a bus. Expect a daytime high around 67°F in December, and nighttime lows around 51°F. Wrap up your sightseeing on the 23rd (Mon) to allow time to drive to Savannah.

Things to do in Jekyll Island

Outdoors Parks Wildlife

Side Trip

Saint Simons Island
Highlights from your plan
Jekyll Island Historic District ©
Jekyll Island Historic District
Driftwood Beach ©
Driftwood Beach
Dolphin & Whale Watching

3
nights
Savannah

Savannah ©
Georgia's oldest city, Savannah displays its colonial history proudly on every corner.
You'll explore the less-touristy side of things at Olde Pink House and Owens-Thomas House & Slave Quarters. Step out of the city life by going to Wormsloe Historic Site and Dolphin & Whale Watching. Go for a jaunt from Savannah to Tybee Island to see Tybee Island Lighthouse Museum about 30 minutes away. The adventure continues: let your taste buds guide you at a local gastronomic tour, get the lay of the land with Walking tours, make a trip to City Market, and stroll the grounds of Colonial Park Cemetery.

To see ratings, reviews, where to stay, and other tourist information, you can read our Savannah day trip tool .

Traveling by car from Jekyll Island to Savannah takes 2 hours. Alternatively, you can take a bus. December in Savannah sees daily highs of 66°F and lows of 47°F at night. Finish up your sightseeing early on the 26th (Thu) so you can travel to Panama City Beach.

Things to do in Savannah

Historic Sites Tours Museums

Side Trip

Tybee Island
Highlights from your plan
Olde Pink House ©
Olde Pink House
Dolphin & Whale Watching
Wormsloe Historic Site ©
Wormsloe Historic Site

4
nights
Panama City Beach

Panama City Beach ©
Boasting 43 km (27 mi) of white sandy beaches and plenty of sunshine, Panama City Beach is an ideal choice for a relaxing holiday.
Discover out-of-the-way places like St. Andrews State Park and St. Joseph Peninsula State Park. Take a break from the city and head to Henderson Beach State Park and Navarre Beach. Explore Panama City Beach's surroundings by going to Dog Park (in Niceville) and Grayton Beach State Park (in Grayton Beach). There's much more to do: enjoy the sand and surf at Santa Rosa Beach, identify plant and animal life at Wildlife Areas, do a tasting at Panama City Beach Winery, and have some family-friendly fun at 7D Ultimate Virtual Experience.

For ratings, maps, reviews, and other tourist information, you can read our Panama City Beach day trip planner .

Traveling by flight from Savannah to Panama City Beach takes 5.5 hours. Alternatively, you can do a combination of flight and taxi; or drive. In December, plan for daily highs up to 69°F, and evening lows to 49°F. Finish your sightseeing early on the 30th (Mon) so you can travel to Evansville.

Things to do in Panama City Beach

Outdoors Parks Beaches

Side Trips

Destin, Santa Rosa Beach, Navarre Beach, Grayton Beach State Park, Dog Park
Highlights from your plan
St. Joseph Peninsula State Park ©
St. Joseph Peninsula State Park
Navarre Beach ©
Navarre Beach
St. Andrews State Park ©
St. Andrews State Park

4
nights
Evansville

Evansville ©
Evansville is a city in and the county seat of Vanderburgh County, Indiana, United States. Get in touch with nature at Garden of the Gods and Paoli Peaks. Discover out-of-the-way places like Casey Jones Distillery and Red Hills State Park. Explore Evansville's surroundings by going to Winzerwald Winery (in Bristow), Santa Claus Museum (in Santa Claus) and World's Largest Sassafras Tree (in Owensboro). Next up on the itinerary: learn about winemaking at Blue Heron Vineyard & Winery and sample the tasty concoctions at Tin Man Brewing Co..

For maps, photos, reviews, and tourist information, use the Evansville driving holiday planner .

Do a combination of taxi and flight from Panama City Beach to Evansville in 3.5 hours. Alternatively, you can fly; or drive. You'll gain 1 hour traveling from Panama City Beach to Evansville due to the time zone difference. When traveling from Panama City Beach in December, plan for cooler days and a bit cooler nights in Evansville: temperatures range from 47°F by day to 31°F at night. Wrap up your sightseeing on the 3rd (Fri) early enough to travel back home.

Things to do in Evansville

Parks Wildlife Wineries

Side Trips

Blue Heron Vineyard & Winery, Santa Claus Museum, Garden of the Gods, World's Largest Sassafras Tree, Winzerwald Winery
Highlights from your plan
Casey Jones Distillery ©
Casey Jones Distillery
Garden of the Gods ©
Garden of the Gods
Red Hills State Park ©
Red Hills State Park

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