14 days in United States Itinerary

14 days in United States Itinerary

Created using Inspirock United States sightseeing planner
Make it your trip
Fly
1
Panama City Beach
— 1 night
Fly
2
Marco Island
— 1 night
Drive
3
Key Largo
— 1 night
Drive
4
Islamorada
— 1 night
Drive
5
Marathon
— 2 nights
Drive
6
Key West
— 3 nights
Fly
7
Orlando
— 4 nights
Fly

S M T W T F S
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Panama City Beach — 1 night

Boasting 43 km (27 mi) of white sandy beaches and plenty of sunshine, Panama City Beach is an ideal choice for a relaxing holiday.
Kick off your visit on the 15th (Sun): tour the pleasant surroundings at St. Andrews State Park and then see some colorful creatures with a scuba or snorkeling tour. Keep things going the next day: stroll through Panama City Beach and then do a tasting at Panama City Beach Winery.

For maps, traveler tips, other places to visit, and tourist information, read Panama City Beach itinerary builder.

Boston to Panama City Beach is an approximately 5-hour flight. You can also drive. Traveling from Boston in May, things will get somewhat warmer in Panama City Beach: highs are around 85°F and lows about 62°F. Wrap up your sightseeing on the 16th (Mon) early enough to fly to Marco Island.
Outdoors · Beaches · Parks · Wildlife

Marco Island — 1 night

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. Kick off your visit on the 17th (Tue): see majestic marine mammals with a dolphin and whale watching tour.

To find ratings, reviews, and tourist information, read our Marco Island road trip planning website.

You can fly from Panama City Beach to Marco Island in 6.5 hours. Alternatively, you can drive. Traveling from Panama City Beach in May, expect somewhat warmer with lows of 69°F in Marco Island. Wrap up your sightseeing on the 17th (Tue) early enough to drive to Key Largo.
Wildlife · Tours · Outdoors
Highlights from your trip

Key Largo — 1 night

The northernmost island of the Florida Keys, Key Largo provides stunning scenery, a number of watersports opportunities, and plenty of areas to relax on vacation.
On the 18th (Wed), admire all the interesting features of Spiegel Grove, then admire the majestic nature at John Pennekamp Coral Reef State Park, and then fulfill a lifelong dream with a swim-with-the-dolphins experience.

To find out how to plan a trip to Key Largo, use our trip itinerary maker.

Drive from Marco Island to Key Largo in 3 hours. Alternatively, you can do a combination of taxi and bus; or do a combination of ferry and bus. In May, daytime highs in Key Largo are 85°F, while nighttime lows are 72°F. Finish your sightseeing early on the 18th (Wed) so you can drive to Islamorada.
Parks · Wildlife · Nature · Tours

Islamorada — 1 night

Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
Kick off your visit on the 19th (Thu): get outside with Outdoor Activities.

To find traveler tips, other places to visit, and more tourist information, read our Islamorada road trip planning tool.

Islamorada is just a short distance from Key Largo. May in Islamorada sees daily highs of 88°F and lows of 77°F at night. Wrap up your sightseeing by early afternoon on the 19th (Thu) to allow time for the car ride to Marathon.
Wildlife · Tours · Outdoors
Highlights from your trip

Marathon — 2 nights

A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
On the 20th (Fri), tour the pleasant surroundings at The Turtle Hospital, then enjoy the sand and surf at Sombrero Beach, and then get outside with Outdoor Activities. On the next day, enjoy the sand and surf at Bahia Honda State Park and then tour the pleasant surroundings at Dolphin Research Center.

For maps, ratings, reviews, and more tourist information, read Marathon journey builder site.

You can drive from Islamorada to Marathon in an hour. Another option is to take a bus. Expect a daytime high around 88°F in May, and nighttime lows around 77°F. Wrap up your sightseeing on the 21st (Sat) to allow time to drive to Key West.
Parks · Wildlife · Outdoors · Beaches
Side Trip

Key West — 3 nights

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.
Escape the urban bustle at Dolphin & Whale Watching and Vandenberg Wreck. Get some historical perspective at Key West Lighthouse and Keeper's Quarters Museum and Key West Cemetery. There's lots more to do: brush up on your military savvy at U.S. Coast Guard Cutter Ingham Maritime Museum, admire the majestic nature at Fort Zachary Taylor, stroll through Key West Butterfly & Nature Conservatory, and take a memorable drive along The Overseas Highway.

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

Getting from Marathon to Key West by car takes about 1.5 hours. Other options: take a bus. In May in Key West, expect temperatures between 85°F during the day and 77°F at night. Finish your sightseeing early on the 24th (Tue) to allow enough time to fly to Orlando.
Outdoors · Wildlife · Parks · Museums

Orlando — 4 nights

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.
You'll discover tucked-away gems like Beach at Daytona Beach and St. Augustine Beach. Ponce de Leon Inlet Lighthouse & Museum and Charles Hosmer Morse Museum of American Art are good opportunities to explore the local culture. Change things up with these side-trips from Orlando: Stetson Mansion (in DeLand), St. Augustine Lighthouse & Maritime Museum, Inc. (in St. Augustine) and Fishing Charters & Tours (in Port Canaveral).

For reviews, traveler tips, other places to visit, and more tourist information, refer to the Orlando travel planner.

You can fly from Key West to Orlando in 3 hours. Alternatively, you can fly; or drive; or take a bus. Plan for a bit cooler nights when traveling from Key West in May since evenings lows in Orlando dip to 69°F. Wrap up your sightseeing on the 28th (Sat) early enough to fly back home.
Outdoors · Historic Sites · Museums · Beaches
Side Trips

United States travel guide

4.5
Specialty Museums · Nightlife · Beaches
More than the country of car-packed streets seen in TV shows and movies, the United States of America is a complex and diverse home to over 300 million people living in a wide range of landscapes and climates. From its big-city skyscrapers to its sprawling natural parks, the country's ''melting pot'' combines many ethnic groups that share a strong sense of national identity despite their cultural differences. A country of road trips and big blue skies, the United States harbors orderly cities filled with restaurants, parks, museums, and innumerable sightseeing opportunities, as well as pristine natural areas perfect for a holiday in the great outdoors. To see as much as you can of this diverse land quickly, drive over some of the more than 6 million km (4 million mi) of highways leading through deserts, mountain peaks, fertile fields, and giant urban centers.