60 days in Portland & Southeast Florida Itinerary

60 days in Portland & Southeast Florida Itinerary

Created using Inspirock United States trip planner

Make it your trip
Drive
1
Portland
— 15 nights
Fly
2
Jupiter
— 5 nights
Drive
3
Sunny Isles Beach
— 2 nights
Drive
4
Everglades National Park
— 5 nights
Drive
5
Miami
— 6 nights
Drive
6
Key Largo
— 6 nights
Drive
7
Islamorada
— 6 nights
Drive
8
Marathon
— 6 nights
Drive
9
Key West
— 8 nights
Fly

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Portland

— 15 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.
Change things up with these side-trips from Portland: Seaside (Seaside Inverted Experience & Seaside Aquarium), Cannon Beach (Haystack Rock, Cannon Beach, &more) and Hood River (The Gorge White House, Hood River Distillers Tasting Room, &more). There's much more to do: look for gifts at Powell's City of Books, hike along Forest Park, tour the pleasant surroundings at Historic Columbia River Highway State Trail, and admire the sheer force of Multnomah Falls.

To find traveler tips, ratings, other places to visit, and more tourist information, refer to the Portland trip planner.

Seattle to Portland is an approximately 2.5-hour flight. You can also drive; or take a bus. In July, daytime highs in Portland are 83°F, while nighttime lows are 59°F. Wrap up your sightseeing on the 16th (Fri) early enough to fly to Jupiter.

Things to do in Portland

Parks · Outdoors · Nature · Wineries

Side Trips

Jupiter

— 5 nights
Jupiter is the northernmost town in Palm Beach County, Florida, United States. Get out of town with these interesting Jupiter side-trips: Stuart (St. Lucie Lock and Dam & Namaste), Palm Beach (Worth Avenue, Henry Morrison Flagler Museum, &more) and Unfathomed Capt. George Gozdz (in Jensen Beach). There's much more to do: take a tour by water with Boat Tours & Water Sports, head outdoors with Juno Dunes Natural Area, tour the pleasant surroundings at Loggerhead Marinelife Center, and explore the activities along Lake Worth Inlet.

To find traveler tips, more things to do, maps, and more tourist information, use the Jupiter online travel route planner.

Getting from Portland to Jupiter by flight takes about 9 hours. Other options: drive; or do a combination of train and bus. Traveling from Portland to Jupiter, you'll lose 3 hours due to the time zone difference. Traveling from Portland in July, expect Jupiter to be a bit warmer, temps between 91°F and 77°F. Finish your sightseeing early on the 21st (Wed) to allow enough time to drive to Sunny Isles Beach.

Things to do in Jupiter

Parks · Outdoors · Wildlife · Museums

Side Trips

Sunny Isles Beach

— 2 nights
Sunny Isles Beach is a city located on a barrier island in northeast Miami-Dade County, Florida, United States. Start off your visit on the 22nd (Thu): get a taste of the local shopping with Aventura Mall and then trek along Aventura Circle. On your second day here, relax and rejuvenate at some of the best spas, then tour the pleasant surroundings at Haulover Beach Park, and then get in on the family fun at Blue Moon Outdoor Center.

To find photos, more things to do, traveler tips, and other tourist information, use the Sunny Isles Beach travel itinerary planner.

Traveling by car from Jupiter to Sunny Isles Beach takes 1.5 hours. July in Sunny Isles Beach sees daily highs of 91°F and lows of 77°F at night. Wrap up your sightseeing on the 23rd (Fri) early enough to drive to Everglades National Park.

Things to do in Sunny Isles Beach

Parks · Shopping · Outdoors · Trails

Side Trips

Everglades National Park

— 5 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: head off the coast to Long Pine Key, contemplate the waterfront views at Slough Slog, get a dose of the wild on Everglades Birding, and head outdoors with Osceola panthers.

Find out how to plan Everglades National Park trip without stress by asking Inspirock to help create an itinerary.

Getting from Sunny Isles Beach to Everglades National Park by car takes about 1.5 hours. In July in Everglades National Park, expect temperatures between 92°F during the day and 81°F at night. Finish up your sightseeing early on the 28th (Wed) so you can travel to Miami.

Things to do in Everglades National Park

Parks · Outdoors · Trails · Nature

Miami

— 6 nights

Magic City

Florida’s mecca of fun in the sun, the lively tropical metropolis of Miami is one of the world’s top vacation spots.
Change things up with these side-trips from Miami: JP Outfitters Inc. (in Hollywood) and Florida Airboat Rides (in Boca Raton). And it doesn't end there: enjoy the sand and surf at South Beach, shop like a local with Lincoln Road, immerse yourself in nature at Oleta River State Park, and see the interesting displays at Vizcaya Museum and Gardens.

For maps, reviews, photos, and more tourist information, use the Miami trip builder.

The Route module can help you plan travel from Everglades National Park to Miami. In July, daily temperatures in Miami can reach 91°F, while at night they dip to 78°F. Wrap up your sightseeing on the 3rd (Tue) to allow time to drive to Key Largo.

Things to do in Miami

Parks · Shopping · Neighborhoods · Museums

Side Trips

Key Largo

— 6 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.
Key Largo is known for wildlife, nature, and adventure. Your trip includes some of its best attractions: discover the deep blue sea with a scuba or snorkeling tour, pause for some photo ops at Christ of the Deep, relax and rejuvenate at Island Time Day Spa, and take a tour of SS Benwood.

To find reviews, where to stay, other places to visit, and more tourist information, refer to the Key Largo travel route planning site.

You can drive from Miami to Key Largo in 1.5 hours. Another option is to take a bus. In August, daily temperatures in Key Largo can reach 90°F, while at night they dip to 77°F. Wrap up your sightseeing on the 9th (Mon) to allow time to drive to Islamorada.

Things to do in Key Largo

Parks · Wildlife · Spas · Nature

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.
Islamorada is known for wildlife, adventure, and museums. Your trip includes some of its best attractions: cast your line with a fishing tour, get outside with Contagious Charters, appreciate the extensive heritage of Indian Key State Historic Site, and immerse yourself in nature at Lignumvitae Key Botanical State Park.

Plan a trip to Islamorada easily and quickly by telling Inspirock to suggest an itinerary.

Islamorada is just a stone's throw from Key Largo. In August, daily temperatures in Islamorada can reach 92°F, while at night they dip to 80°F. Cap off your sightseeing on the 15th (Sun) early enough to go by car to Marathon.

Things to do in Islamorada

Outdoors · Parks · Wildlife · Tours

Marathon

— 6 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.
Explore the numerous day-trip ideas around Marathon: SpaTerre at Little Palm Island Resort (in Little Torch Key) and Sugarloaf Key (American Shoal Lighthouse & Key West Angling). There's much more to do: enjoy the sand and surf at Bahia Honda State Park, tour the pleasant surroundings at Coffins Patch, get outside with Gemini Dream Charters, and discover the deep blue sea with a scuba or snorkeling tour.

To see photos, traveler tips, other places to visit, and tourist information, read Marathon trip builder.

Drive from Islamorada to Marathon in an hour. Alternatively, you can take a bus. In August, plan for daily highs up to 92°F, and evening lows to 80°F. Finish your sightseeing early on the 21st (Sat) so you can drive to Key West.

Things to do in Marathon

Parks · Wildlife · Outdoors · Beaches

Side Trips

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.
Spend the 24th (Tue) exploring nature at Dry Tortugas National Park. There's still lots to do: see the interesting displays at The Ernest Hemingway Home and Museum, make a trip to Duval Street, glide through the air with a parasailing or paragliding tour, and take in the exciting artwork at 7 Artists & Friends Gallery.

To see ratings, more things to do, reviews, and tourist information, go to the Key West trip planner.

Traveling by car from Marathon to Key West takes 1.5 hours. Alternatively, you can take a bus. In August in Key West, expect temperatures between 90°F during the day and 81°F at night. Finish your sightseeing early on the 29th (Sun) to allow enough time to fly back home.

Things to do in Key West

Parks · Museums · Outdoors · Nature