60 days in Southeast Florida & Portland Itinerary

60 days in Southeast Florida & Portland Itinerary

Created using Inspirock United States travel planner

Make it your trip
Fly
1
Key West
— 8 nights
Drive
2
Marathon
— 7 nights
Drive
3
Islamorada
— 6 nights
Drive
4
Key Largo
— 7 nights
Bus
5
Everglades National Park
— 6 nights
Drive
6
Miami Beach
— 7 nights
Drive
7
West Palm Beach
— 5 nights
Fly
8
Portland
— 13 nights
Fly

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Key West

— 8 nights

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.
Family-friendly places like The Ernest Hemingway Home and Museum and Key West Butterfly & Nature Conservatory will thrill your kids. Spend the 18th (Sun) exploring nature at Dry Tortugas National Park. There's much more to do: discover the deep blue sea with a scuba or snorkeling tour, take an unforgettable tour with Air Adventures Helicopter Tours, make a trip to Duval Street, and stop by Peppers of Key West.

To see photos, traveler tips, ratings, and tourist information, use the Key West trip builder.

Los Angeles to Key West is an approximately 9-hour flight. You can also drive; or take a bus. The time zone difference moving from Pacific Standard Time to Eastern Standard Time is 3 hours. Plan for a bit warmer nights when traveling from Los Angeles in October since evenings lows in Key West dip to 77°F. Finish up your sightseeing early on the 23rd (Fri) so you can go by car to Marathon.

Things to do in Key West

Museums · Parks · Outdoors · Historic Sites

Marathon

— 7 nights

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.
Attractions like Z Flight Watersports and National Key Deer Refuge make great kid-friendly stops. Get out of town with these interesting Marathon side-trips: Everglades National Park (in Florida City), Sugarloaf (Skydive Key West & Sugarloaf Key Bat Tower) and SpaTerre at Little Palm Island Resort (in Little Torch Key). The adventure continues: stroll through Bahia Honda State Park, examine the collection at Crane Point Museum & Nature Center, take in the exciting artwork at Artists in Paradise Gallery, and kick back and relax at Sombrero Beach.

To find maps, more things to do, ratings, and other tourist information, read our Marathon trip planner.

You can drive from Key West to Marathon in 1.5 hours. Alternatively, you can take a bus. In October, plan for daily highs up to 87°F, and evening lows to 77°F. Finish your sightseeing early on the 30th (Fri) so you can drive to Islamorada.

Things to do in Marathon

Parks · Wildlife · Outdoors · Nature

Side Trips

Islamorada

— 6 nights

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.
You'll visit kid-friendly attractions like Theater of the Sea and Indian Key State Historic Site. There's still lots to do: soothe aching muscles at Island Flow Yoga, get a taste of the local shopping with Old Road Gallery, head outdoors with Takedown Charters, and see what you can catch with A Lil' Tail Charters.

For more things to do and other tourist information, read our Islamorada travel route planning app.

Traveling by car from Marathon to Islamorada takes an hour. Alternatively, you can take a bus. In October in Islamorada, expect temperatures between 87°F during the day and 77°F at night. Cap off your sightseeing on the 5th (Thu) early enough to go by car to Key Largo.

Things to do in Islamorada

Outdoors · Parks · Tours · Wildlife

Key Largo

— 7 nights

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.
Kids will enjoy Scuba & Snorkeling and John Pennekamp Coral Reef State Park. The adventure continues: stroll through Florida Keys Wild Bird Rehabilitation Center, see the vivid underwater world at Grecian Rocks, step aboard Spiegel Grove, and admire nature's wide array of creatures at Island Dolphin Care.

To plan Key Largo vacation without wasting time, ask Inspirock to design an itinerary.

Key Largo is very close to Islamorada. In November, plan for daily highs up to 81°F, and evening lows to 68°F. Finish your sightseeing early on the 12th (Thu) so you can take a bus to Everglades National Park.

Things to do in Key Largo

Parks · Wildlife · Outdoors · Tours

Everglades National Park

— 6 nights

Largest Subtropical Wilderness in the United States

A vast expanse of pristine wetlands, Everglades National Park holds the distinction of being the largest tropical wilderness in the U.S. Overflow from Lake Okeechobee into the Florida Bay formed these wetlands, which are home to manatees, American crocodiles, Florida panthers, and an array of wading birds, land birds, and birds of prey.
Everglades National Park is known for wildlife, trails, and parks. Your trip includes some of its best attractions: cast your line with Everglades City Fishing Charters, explore the activities along Mrazek Pond, take in the waterfront at West Lake Trail, and stroll through Old Ingraham Highway.

To find more things to do, other places to visit, reviews, and other tourist information, read our Everglades National Park online trip planner.

Take a bus from Key Largo to Everglades National Park in 2.5 hours. In November, daily temperatures in Everglades National Park can reach 82°F, while at night they dip to 72°F. Cap off your sightseeing on the 18th (Wed) early enough to travel to Miami Beach.

Things to do in Everglades National Park

Parks · Outdoors · Nature · Trails

Miami Beach

— 7 nights

The World's Playground

Separated by water from the neighboring city of Miami, Miami Beach sits on a barrier island between Biscayne Bay and the Atlantic Ocean.
Attractions like South Beach and Art Deco Walks make great kid-friendly stops. Change things up with these side-trips from Miami Beach: Wiener Museum of Decorative Arts (WMODA) (in Dania Beach) and Hollywood (JP Outfitters Inc. & Hollywood Beach). There's much more to do: wander the streets of Lincoln Road, test your problem-solving skills at South Beach Room Escape, get to know the resident critters at Jungle Island, and shop like a local with Collins Avenue.

To find where to stay, photos, reviews, and other tourist information, use the Miami Beach online itinerary maker.

Explore your travel options from Everglades National Park to Miami Beach with the Route module. In November, daily temperatures in Miami Beach can reach 82°F, while at night they dip to 70°F. Finish up your sightseeing early on the 25th (Wed) so you can go by car to West Palm Beach.

Things to do in Miami Beach

Parks · Museums · Outdoors · Shopping

Side Trips

West Palm Beach

— 5 nights

Orchid City

With a warm climate and sandy stretches, it's no surprise that West Palm Beach is a popular vacation spot.
Attractions like West Palm Beach Food Tours and La Petite Cheval Farm make great kid-friendly stops. Explore West Palm Beach's surroundings by going to Boca Raton (Sugar Sand Park, Burt Aaronson South County Regional Park, &more). On the 28th (Sat), enjoy a perfect day by the water at John D. MacArthur Beach State Park. There's still lots to do: meet the residents at Palm Beach Zoo & Conservation Society, get engrossed in the history at Henry Morrison Flagler Museum, relax and rejuvenate at some of the best spas, and make a trip to Our Lady Of Florida Spiritual Center.

For where to stay, maps, traveler tips, and tourist information, read our West Palm Beach journey planner.

Traveling by car from Miami Beach to West Palm Beach takes 1.5 hours. Alternatively, you can do a combination of bus and train; or take a bus. In November, daytime highs in West Palm Beach are 81°F, while nighttime lows are 68°F. Cap off your sightseeing on the 30th (Mon) early enough to catch the flight to Portland.

Things to do in West Palm Beach

Parks · Outdoors · Nature · Beaches

Side Trips

Portland

— 13 nights

City of Roses

A big city with a small-town feel, Portland is home to the country's biggest rose test garden, perched on a hill overlooking downtown.
Bring the kids along to Haystack Rock and Oswald West State Park. You'll find plenty of places to visit near Portland: Wildwood Recreation Site (in Welches), Seaside Inverted Experience (in Seaside) and Cannon Beach (Hug Point State Park, Ecola State Park, &more). The adventure continues: stop by Powell's City of Books, relax in the rural setting at Roloff Farms, take in nature's colorful creations at Portland Japanese Garden, and cruise along Hood River County Fruit Loop.

To see ratings, other places to visit, and tourist information, you can read our Portland vacation planner.

Fly from West Palm Beach to Portland in 9 hours. Alternatively, you can drive; or do a combination of bus and train. The time zone difference when traveling from West Palm Beach to Portland is minus 3 hours. Traveling from West Palm Beach in November, things will get much colder in Portland: highs are around 53°F and lows about 42°F. Cap off your sightseeing on the 13th (Sun) early enough to catch the flight back home.

Things to do in Portland

Parks · Nature · Outdoors · Museums

Side Trips