16 days in Florida & New Haven Itinerary

16 days in Florida & New Haven Itinerary

Created using Inspirock United States holiday planner

Plan created by another user. Make it yours

Route & dates

1
Key West
— 2 nights
2
Marathon
— 2 nights
3
Islamorada
— 1 night
4
Key Largo
— 1 night
5
Miami Beach
— 2 nights
6
Orlando
— 4 nights
7
New Haven
— 3 nights

2
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.
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, take a memorable tour with Tours, admire the natural beauty at Audubon House & Tropical Gardens, and take in the exciting artwork at 7 Artists & Friends Gallery.

To see maps, ratings, photos, and more tourist information, you can read our Key West planner.

Philadelphia to Key West is an approximately 5-hour flight. You can also drive; or take a bus. Expect much hotter temperatures when traveling from Philadelphia in November; daily highs in Key West reach 81°F and lows reach 73°F. Wrap up your sightseeing on the 26th (Thu) to allow time to drive to Marathon.

Things to do in Key West

Museums · Wildlife · Parks
Find places to stay Nov 24 — 26:
Highlights from your plan
Key West Fishing Connection ©
Key West Fishing Connection
The Ernest Hemingway Home and Museum ©
The Ernest Hemingway Home and Museum
Key West Butterfly & Nature Conservatory ©
Key West Butterfly & Nature Conservatory

2
nights
Marathon

Marathon ©
A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
Kick off your visit on the 27th (Fri): enjoy the sand and surf at Sombrero Beach, then relax and rejuvenate at SpaTerre at Little Palm Island Resort, and then stroll through Bahia Honda State Park. Here are some ideas for day two: enjoy the sand and surf at Sunset Park Beach, see the interesting displays at Crane Point Museum & Nature Center, then fly like a bird with Z Flight Watersports, and finally look for all kinds of wild species at The Turtle Hospital.

To find more things to do, reviews, traveler tips, and more tourist information, refer to the Marathon trip maker tool.

Traveling by car from Key West to Marathon takes 1.5 hours. Alternatively, you can take a bus. In November, plan for daily highs up to 82°F, and evening lows to 72°F. Finish your sightseeing early on the 28th (Sat) so you can drive to Islamorada.

Things to do in Marathon

Parks · Outdoors · Beaches

Side Trips

Sunset Park Beach, SpaTerre at Little Palm Island Resort, Bahia Honda State Park
Find places to stay Nov 26 — 28:
Highlights from your plan
Z Flight Watersports ©
Z Flight Watersports
Bahia Honda State Park ©
Bahia Honda State Park
Crane Point Museum & Nature Center ©
Crane Point Museum & Nature Center

1
night
Islamorada

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 29th (Sun): look for gifts at Bella Sol Fragrance Bar and Gifts, then relax and rejuvenate at Island Flow Yoga, then cast your line with a fishing tour, and finally indulge your thirst for a good beer at Florida Keys Brewing Company.

Discover how to plan a Islamorada trip in just a few steps with Inspirock's itinerary builder.

You can drive from Marathon to Islamorada in an hour. Another option is to take a bus. In November in Islamorada, expect temperatures between 82°F during the day and 72°F at night. Cap off your sightseeing on the 29th (Sun) early enough to go by car to Key Largo.

Things to do in Islamorada

Breweries & Distilleries · Outdoors · Wildlife
Find places to stay Nov 28 — 29:
Highlights from your plan
Fishing Charters & Tours
Florida Keys Brewing Company ©
Florida Keys Brewing Company
Island Flow Yoga ©
Island Flow Yoga

1
night
Key Largo

Key Largo ©
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.
Start off your visit on the 30th (Mon): explore the landscape on two wheels at Florida Keys Visitor Center, then surround yourself with nature on Capt. Sterling's Everglades Eco-Tours, then glide peacefully along the water with PADDLE! The Florida Keys, and finally identify plant and animal life at Florida Keys Wild Bird Rehabilitation Center.

For reviews, maps, and tourist information, read Key Largo trip itinerary builder site.

Key Largo is just a stone's throw from Islamorada. November in Key Largo sees daily highs of 81°F and lows of 68°F at night. Wrap up your sightseeing on the 30th (Mon) early enough to drive to Miami Beach.

Things to do in Key Largo

Outdoors · Tours · Wildlife
Find places to stay Nov 29 — 30:
Highlights from your plan
PADDLE! The Florida Keys ©
PADDLE! The Florida Keys
Capt. Sterling's Everglades Eco-Tours ©
Capt. Sterling's Everglades Eco-Tours
Florida Keys Wild Bird Rehabilitation Center ©

2
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.
Kick off your visit on the 1st (Tue): enjoy the sand and surf at South Beach, appreciate the extensive heritage of Art Deco Historic District, then admire the masterpieces at The Wolfsonian - Florida International University, and finally take a stroll through Lincoln Road. Get ready for a full day of sightseeing on the 2nd (Wed): admire the masterpieces at Wiener Museum of Decorative Arts (WMODA), then enjoy some diversion at Lock & Load Miami, and then join the crowd at Homestead Miami Speedway.

For traveler tips, other places to visit, ratings, and tourist information, read our Miami Beach trip itinerary planning site.

Drive from Key Largo to Miami Beach in 1.5 hours. Alternatively, you can take a bus; or take a bus. In November, plan for daily highs up to 82°F, and evening lows to 70°F. Cap off your sightseeing on the 2nd (Wed) early enough to travel to Orlando.

Things to do in Miami Beach

Historic Sites · Parks · Neighborhoods

Side Trips

Lock & Load Miami, Wiener Museum of Decorative Arts (WMODA), Homestead Miami Speedway
Find places to stay Nov 30 — Dec 2:
Highlights from your plan
Wiener Museum of Decorative Arts (WMODA) ©
Wiener Museum of Decorative Arts (WMODA)
South Beach ©
South Beach
Homestead Miami Speedway ©
Homestead Miami Speedway

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.
Have a day of magic on the 3rd (Thu) at Walt Disney World Resort. Pack the 5th (Sat) with family-friendly diversions at Universal Orlando Resort. There's more to do: get in on the family fun at Universal's Islands of Adventure.

To see maps, other places to visit, ratings, and tourist information, go to the Orlando trip itinerary planner.

Fly from Miami Beach to Orlando in 4 hours. Alternatively, you can drive; or take a bus. Plan for a bit cooler nights when traveling from Miami Beach in December since evenings lows in Orlando dip to 59°F. Cap off your sightseeing on the 6th (Sun) early enough to travel to New Haven.

Things to do in Orlando

Theme Parks
Find places to stay Dec 2 — 6:
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

3
nights
New Haven

New Haven ©
New Haven, in the U.S. Get out of town with these interesting New Haven side-trips: New Britain Museum of American Art (in New Britain), Adventure Rooms (in Middletown) and Tantaquidgeon Museum (in Uncasville). There's still lots to do: take a tour of Charles W. Morgan, admire the masterpieces at Yale University Art Gallery, stroll around East Rock Park, and get outside with Sculpture Grounds.

For maps, reviews, photos, and other tourist information, read New Haven travel itinerary planner.

Getting from Orlando to New Haven by combination of flight and train takes about 7.5 hours. Other options: drive; or do a combination of bus and train. Expect colder temperatures when traveling from Orlando in December; daily highs in New Haven reach 44°F and lows reach 31°F. Finish your sightseeing early on the 9th (Wed) so you can drive back home.

Things to do in New Haven

Museums · Outdoors · Parks

Side Trips

Charles W. Morgan, Sculpture Grounds, New Britain Museum of American Art, Adventure Rooms, Massage Savvy
Find places to stay Dec 6 — 9:
Highlights from your plan
Adventure Rooms ©
Adventure Rooms
Charles W. Morgan ©
Charles W. Morgan
New Britain Museum of American Art ©
New Britain Museum of American Art

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