22 days in Florida & Boston Itinerary

22 days in Florida & Boston Itinerary

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Route & dates

22 days in Florida & Boston Itinerary

Start: Minneapolis
Fly:  6​h 15​min
1
Miami Beach
— 3 nights
Fly:  3​h
2
Key West
— 5 nights
bus:  1​h 15​min
3
Marathon
— 3 nights
bus + Fly:  5​h 15​min
4
Orlando
— 6 nights
Fly:  5​h
5
Boston
— 4 nights
Fly:  5​h
End: Minneapolis

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.
Miami Beach is known for beaches, nightlife, historic sites, museums, and parks. Your plan includes some of its best attractions: kick back and relax at South Beach, wander the streets of Art Deco Historic District, examine the collection at Vizcaya Museum and Gardens, and shop like a local with Collins Avenue.

To see more things to do, maps, photos, and more tourist information, read Miami Beach trip itinerary app .

Minneapolis to Miami Beach is an approximately 6.5-hour flight. You can also do a combination of flight and train; or drive. Traveling from Minneapolis to Miami Beach, you'll lose 1 hour due to the time zone difference. Expect warmer temperatures when traveling from Minneapolis in December; daily highs in Miami Beach reach 81°F and lows reach 68°F. Wrap up your sightseeing on the 15th (Sun) early enough to travel to Key West.

Things to do in Miami Beach

Neighborhoods Shopping Parks

Side Trip

Miami
Find places to stay Dec 12 — 15:
Highlights from your plan
Lock & Load Museum ©
Lock & Load Museum
South Beach ©
South Beach
Lincoln Road ©
Lincoln Road

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.
Spend the 19th (Thu) exploring nature at Dry Tortugas National Park. There's much more to do: see the interesting displays at The Ernest Hemingway Home and Museum, look for all kinds of wild species at Key West Butterfly & Nature Conservatory, take in the waterfront at Mallory Square, and don't miss a visit to Southernmost Point.

To find traveler tips, where to stay, maps, and other tourist information, use the Key West online tour builder .

Traveling by flight from Miami Beach to Key West takes 3 hours. Alternatively, you can drive; or take a bus. In December in Key West, expect temperatures between 79°F during the day and 71°F at night. Finish up your sightseeing early on the 20th (Fri) so you can catcht the bus to Marathon.

Things to do in Key West

Wildlife Outdoors Tours
Find places to stay Dec 15 — 20:
Highlights from your plan
7 Artists & Friends Gallery ©
7 Artists & Friends Gallery
The Ernest Hemingway Home and Museum ©

3
nights
Marathon

A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
Change things up with these side-trips from Marathon: Florida Keys Wild Bird Rehabilitation Center (in Tavernier) and Fishing Charters & Tours (in Islamorada). And it doesn't end there: kick back and relax at Bahia Honda State Park, snap pictures at Seven Mile Bridge, look for all kinds of wild species at Dolphin Research Center, and get a taste of the local shopping with Shady Palm Art Gallery & Photography.

To see ratings, where to stay, reviews, and tourist information, read our Marathon day trip planning site .

Traveling by bus from Key West to Marathon takes 1.5 hours. Alternatively, you can drive. December in Marathon sees daily highs of 80°F and lows of 71°F at night. Wrap up your sightseeing on the 23rd (Mon) early enough to travel to Orlando.

Things to do in Marathon

Wildlife Parks Outdoors

Side Trips

Bahia Honda State Park, Florida Keys Wild Bird Rehabilitation Center, Fishing Charters & Tours
Find places to stay Dec 20 — 23:
Highlights from your plan
Fishing Charters & Tours
Bahia Honda State Park ©
Bahia Honda State Park

6
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.
Orlando is known for theme parks, nightlife, fun & games, shopping, and museums. Your plan includes some of its best attractions: make an unforgettable trip to Walt Disney World Resort, have some family-friendly fun at The Escape Game Orlando, take in nature's colorful creations at Harry P. Leu Gardens, and find something for the whole family at Universal's Islands of Adventure.

For maps, more things to do, other places to visit, and tourist information, refer to the Orlando road trip planning website .

Traveling by combination of bus and flight from Marathon to Orlando takes 5.5 hours. Alternatively, you can drive; or do a combination of shuttle and flight. Traveling from Marathon in December, plan for little chillier nights in Orlando, with lows around 59°F. On the 29th (Sun), you'll travel to Boston.

Things to do in Orlando

Theme Parks Fun & Games Parks

Side Trip

Charles Hosmer Morse Museum of American Art
Find places to stay Dec 23 — 29:
Highlights from your plan
Walt Disney World Resort ©
Walt Disney World Resort
Universal Orlando Resort ©
Universal Orlando Resort
Universal's Islands of Adventure ©
Universal's Islands of Adventure

4
nights
Boston

Boston ©
Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year. New England's largest and most influential city, Boston ranks among the world's major centers of education and culture.
Explore the numerous day-trip ideas around Boston: Marginal Way Walkway (in Ogunquit), Heritage Museums & Gardens (in Sandwich) and The Breakers (in Newport). There's lots more to do: explore the world behind art at Museum of Fine Arts, walk around Boston Common, take in nature's colorful creations at Boston Public Garden, and take an in-depth tour of John F. Kennedy Presidential Museum & Library.

To see photos, reviews, traveler tips, and other tourist information, read our Boston online road trip planner .

Fly from Orlando to Boston in 5 hours. Alternatively, you can do a combination of flight and bus; or drive. Traveling from Orlando in December, expect Boston to be colder, temps between 43°F and 31°F. Finish your sightseeing early on the 2nd (Thu) to allow enough time to travel back home.

Things to do in Boston

Museums Historic Sites Parks

Side Trips

Marginal Way Walkway, The Breakers, Heritage Museums & Gardens
Find places to stay Dec 29 — Jan 2:
Highlights from your plan
Marginal Way Walkway ©
Marginal Way Walkway
Museum of Fine Arts ©
Museum of Fine Arts
Boston Public Garden ©
Boston Public Garden

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