17 days in Maryland & Florida Keys Itinerary

17 days in Maryland & Florida Keys Itinerary

Created using Inspirock United States trip planner

Plan created by another user. Make it yours
1
Baltimore
— 3 nights
2
Key West
— 5 nights
3
Marathon
— 3 nights
4
Islamorada
— 2 nights
5
Key Largo
— 3 nights

S M T W T F S
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3
nights
Baltimore

Baltimore ©

City of Firsts

A major center for tourism and travel, Baltimore is famous as the city where amateur poet Francis Scott Key wrote the lyrics for the United States' national anthem.
Get out of town with these interesting Baltimore side-trips: MAGDALEN'S PURE SKIN CARE DAY SPA (in Rockville), Maryland State House (in Annapolis) and Silver Spring (Silver Spring Civic Center & Big Escape Rooms). Next up on the itinerary: admire the masterpieces at The Walters Art Museum, examine the collection at National Capital Radio and Television Museum, take in the architecture and atmosphere at Saint Alphonsus Church, and meet the residents at National Aquarium.

To see reviews, other places to visit, more things to do, and other tourist information, read our Baltimore online trip builder.

Washington DC to Baltimore is an approximately 1.5-hour car ride. You can also take a train; or take a bus. In December, plan for daily highs up to 50°F, and evening lows to 37°F. Finish your sightseeing early on the 25th (Sat) so you can travel to Key West.

Things to do in Baltimore

Side Trips

Highlights from your trip
©
Room Escape Game
Big Escape Rooms
4.8

5
nights
Key West

Key West ©

Conch Republic

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, pause for some serene contemplation at Saint Mary Star of the Sea, take an unforgettable tour with Air Adventures Helicopter Tours, and identify plant and animal life at Key West Butterfly & Nature Conservatory.

For ratings, reviews, and other tourist information, go to the Key West trip planner.

Traveling by flight from Baltimore to Key West takes 5.5 hours. Alternatively, you can drive; or do a combination of train and bus. Expect much hotter temperatures when traveling from Baltimore in December; daily highs in Key West reach 79°F and lows reach 71°F. Cap off your sightseeing on the 30th (Thu) early enough to go by car to Marathon.

Things to do in Key West

Highlights from your trip

3
nights
Marathon

Marathon ©

Heart of the Florida Keys

A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
Explore the numerous day-trip ideas around Marathon: SpaTerre at Little Palm Island Resort (in Little Torch Key) and Sugarloaf (Skydive Key West & Sugarloaf Key Bat Tower). Next up on the itinerary: glide through the air with Z Flight Watersports, immerse yourself in nature at Curry Hammock State Park, enjoy the sand and surf at Sombrero Beach, and identify plant and animal life at The Turtle Hospital.

For ratings, where to stay, photos, and more tourist information, read our Marathon trip planning website.

Traveling by car from Key West to Marathon takes 1.5 hours. Alternatively, you can take a bus. Expect a daytime high around 80°F in December, and nighttime lows around 71°F. Wrap up your sightseeing on the 2nd (Sun) early enough to drive to Islamorada.

Things to do in Marathon

Parks · Outdoors · Wildlife · Beaches

Side Trips

Highlights from your trip
©
Parasailing / Paragliding
Z Flight Watersports
4.8
©
Wildlife Area
National Key Deer Refuge
4.0

2
nights
Islamorada

The Village of Islands

Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
Start off your visit on the 3rd (Mon): get interesting insight from Florida Keys Jetpacks, then take in the dramatic natural features at Windley Key Fossil Reef Geological State Park, then take a tour by water with Boat Tours & Water Sports, and finally stop by Bass Pro Shops. Get ready for a full day of sightseeing on the next day: get outside with Takedown Charters, immerse yourself in nature at Lignumvitae Key Botanical State Park, and then soothe aching muscles at Island Flow Yoga.

For photos, where to stay, maps, and more tourist information, read Islamorada visit site.

Traveling by car from Marathon to Islamorada takes an hour. Alternatively, you can take a bus. In January, daytime highs in Islamorada are 77°F, while nighttime lows are 66°F. Cap off your sightseeing on the 4th (Tue) early enough to go by car to Key Largo.

Things to do in Islamorada

Outdoors · Nature · Parks · Tours
Highlights from your trip
©
Outdoor Activity
Takedown Charters
4.9

3
nights
Key Largo

Key Largo ©

Diving Capital of the World

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.
Key Largo is known for wildlife, nature, and adventure. Your plan includes some of its best attractions: tour in harmony with nature at PADDLE! The Florida Keys, stop by florida keys key lime products, take a memorable tour with Jetpack Water Flights, and admire the majestic nature at John Pennekamp Coral Reef State Park.

For traveler tips, other places to visit, ratings, and tourist information, go to the Key Largo trip planning website.

Key Largo is just a short distance from Islamorada. Traveling from Islamorada in January, plan for little chillier nights in Key Largo, with lows around 61°F. Wrap up your sightseeing on the 7th (Fri) to allow time to travel back home.

Things to do in Key Largo

Parks · Outdoors · Tours · Wildlife
Highlights from your trip
©
Stand-Up Paddleboarding
PADDLE! The Florida Keys
4.9

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