45 days in Florida & Oregon Itinerary

45 days in Florida & Oregon Itinerary

Created using Inspirock United States trip itinerary planner

Make it your trip
Fly
1
Miami
— 3 nights
Drive
2
Everglades National Park
— 4 nights
Fly
3
Key West
— 5 nights
Drive
4
Marathon
— 4 nights
Drive
5
Islamorada
— 4 nights
Drive
6
Key Largo
— 3 nights
Drive
7
Naples
— 2 nights
Drive
8
Sarasota
— 2 nights
Drive
9
Orlando
— 5 nights
Fly
10
Pensacola
— 4 nights
Fly
11
Portland
— 7 nights
Fly

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Miami

— 3 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.
Venture out of the city with trips to Panther Ridge Conservation Center (in Wellington) and Wakodahatchee Wetlands (in Delray Beach). The adventure continues: cast your line with Miami Peacock Adventures - Day Tours, take a stroll through Art Deco Historic District, get a taste of the local shopping with Espanola Way, and get the lay of the land with Walking tours.

To find other places to visit, reviews, traveler tips, and other tourist information, read our Miami trip planner.

Moscow, Russia to Miami is an approximately 14.5-hour flight. The time zone difference when traveling from Moscow to Miami is minus 8 hours. Traveling from Moscow in April, things will get much warmer in Miami: highs are around 34°C and lows about 25°C. Cap off your sightseeing on the 4th (Mon) early enough to travel to Everglades National Park.

Things to do in Miami

Parks · Wildlife · Outdoors · Tours

Side Trips

Everglades National Park

— 4 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: identify plant and animal life at Shark Valley Visitor Center, contemplate the waterfront views at Mrazek Pond, see what you can catch with Everglades City Fishing Charters, and trek along Gumbo Limbo Trail.

To see ratings, where to stay, photos, and more tourist information, read Everglades National Park online tour planner.

Explore your travel options from Miami to Everglades National Park with the Route module. Expect a daytime high around 35°C in April, and nighttime lows around 28°C. Finish your sightseeing early on the 8th (Fri) to allow enough time to fly to Key West.

Things to do in Everglades National Park

Parks · Wildlife · Outdoors · Nature

Key West

— 5 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 9th (Sat) exploring nature at Dry Tortugas National Park. And it doesn't end there: examine the collection at The Ernest Hemingway Home and Museum, make a trip to Southernmost Point, glide through the air with a parasailing or paragliding tour, and take in nature's colorful creations at Audubon House & Tropical Gardens.

To see maps, other places to visit, more things to do, and more tourist information, read our Key West online trip itinerary builder.

Fly from Everglades National Park to Key West in 2.5 hours. Alternatively, you can take a bus; or take a bus. Expect a daytime high around 33°C in April, and nighttime lows around 27°C. Finish your sightseeing early on the 13th (Wed) so you can drive to Marathon.

Things to do in Key West

Parks · Museums · Historic Sites · Shopping

Marathon

— 4 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.
Venture out of the city with trips to Everglades National Park (in Florida City) and SpaTerre at Little Palm Island Resort (in Little Torch Key). There's much more to do: tour the pleasant surroundings at Bahia Honda State Park, enjoy the sand and surf at Sombrero Beach, fulfill a lifelong dream with Dolphin Connection, and pause for some serene contemplation at San Pablo Catholic Church.

For photos, where to stay, reviews, and other tourist information, refer to the Marathon road trip planning app.

Getting from Key West to Marathon by car takes about 1.5 hours. Other options: take a bus. In April, daily temperatures in Marathon can reach 35°C, while at night they dip to 28°C. Wrap up your sightseeing on the 17th (Sun) early enough to drive to Islamorada.

Things to do in Marathon

Parks · Wildlife · Outdoors · Nature

Side Trips

Islamorada

— 4 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: get outside with Outdoor Activities, get to know the fascinating history of Indian Key State Historic Site, see the interesting displays at Florida Keys History & Discovery Center, and walk around Founders Park.

For maps, traveler tips, ratings, and other tourist information, read Islamorada day trip app.

You can drive from Marathon to Islamorada in an hour. Alternatively, you can take a bus. In April, daily temperatures in Islamorada can reach 35°C, while at night they dip to 28°C. Finish your sightseeing early on the 21st (Thu) to allow enough time to drive to Key Largo.

Things to do in Islamorada

Outdoors · Parks · Shopping · Museums

Key Largo

— 3 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: see what you can catch with Florida Keys Flats Fishing, meet the residents at Island Dolphin Care, explore the gorgeous colors at Spiegel Grove, and immerse yourself in nature at John Pennekamp Coral Reef State Park.

To find photos, other places to visit, where to stay, and tourist information, you can read our Key Largo trip itinerary planning tool.

Key Largo is very close to Islamorada. Plan for little chillier nights when traveling from Islamorada in April since evenings lows in Key Largo dip to 24°C. Finish up your sightseeing early on the 24th (Sun) so you can go by car to Naples.

Things to do in Key Largo

Wildlife · Parks · Outdoors · Tours

Naples

— 2 nights
Kick off your visit on the 25th (Mon): take a leisurely stroll along Naples Pier, admire the natural beauty at Naples Botanical Garden, and then find your balance on the water with some of the best stand-up paddleboarding in the area. Get ready for a full day of sightseeing on the 26th (Tue): examine the collection at Revs Institute, then appreciate the extensive heritage of Naples Historical Society, and then look for gifts at Island Trends.

To see other places to visit, photos, traveler tips, and other tourist information, read Naples online vacation planner.

You can drive from Key Largo to Naples in 3 hours. Another option is to take a bus. Expect a daytime high around 34°C in April, and nighttime lows around 22°C. Finish up your sightseeing early on the 26th (Tue) so you can go by car to Sarasota.

Things to do in Naples

Tours · Parks · Shopping · Historic Sites

Sarasota

— 2 nights
Sarasota is a city in Sarasota County on the southwestern coast of the U.S. state of Florida. Start off your visit on the 27th (Wed): shop like a local with Beach Market at Coquina Beach, then explore the different monuments and memorials at Sarasota National Cemetery, and then paddle through the water with a kayaking and canoeing tour. Get ready for a full day of sightseeing on the 28th (Thu): brush up on your knowledge of spirits at Siesta Key Rum, then explore the world behind art at Duncan McClellan Gallery, and then take a pleasant ride with a tour on horseback.

To find photos, other places to visit, ratings, and other tourist information, refer to the Sarasota road trip planning website.

Traveling by car from Naples to Sarasota takes 2 hours. Alternatively, you can take a bus; or do a combination of bus and taxi. In April, plan for daily highs up to 33°C, and evening lows to 21°C. Finish your sightseeing early on the 28th (Thu) so you can drive to Orlando.

Things to do in Sarasota

Outdoors · Tours · Shopping · Breweries & Distilleries

Side Trips

Orlando

— 5 nights

Theme Park Capital of the World

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.
Get out of town with these interesting Orlando side-trips: Boat Tours & Water Sports (in Saint Cloud) and Osceola County Welcome Center and History Museum (in Kissimmee). Have a day of magic on the 29th (Fri) at Walt Disney World Resort. Pack the 30th (Sat) with family-friendly diversions at Universal's Islands of Adventure. The adventure continues: find something for the whole family at Universal Orlando Resort, admire the masterpieces at Charles Hosmer Morse Museum of American Art, and make an unforgettable trip to Epcot.

For maps, ratings, and more tourist information, read our Orlando online holiday planner.

Drive from Sarasota to Orlando in 2.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. Expect a daytime high around 34°C in April, and nighttime lows around 21°C. Wrap up your sightseeing on the 3rd (Tue) early enough to fly to Pensacola.

Things to do in Orlando

Theme Parks · Museums · Outdoors · Tours

Side Trips

Pensacola

— 4 nights

Western Gate to the Sunshine State

Surrounded on three sides by water, Pensacola offers access to white-sand beaches and emerald-green ocean unspoiled by large resorts.
Venture out of the city with trips to Navarre Beach (in Navarre) and Turkey Creek Nature Trail (in Niceville). There's lots more to do: brush up on your military savvy at National Naval Aviation Museum, expand your understanding of the military at Pensacola Naval Air Station, see what you can catch with Huntress Charter Fishing, and learn about winemaking at Beyond the Grape.

To find more things to do, maps, ratings, and more tourist information, you can read our Pensacola trip planner.

Getting from Orlando to Pensacola by flight takes about 3.5 hours. Other options: drive; or take a bus. The time zone difference moving from Eastern Standard Time to Central Standard Time is minus 1 hour. Traveling from Orlando in May, expect nights in Pensacola to be about the same, around 22°C, while days are little chillier, around 33°C. Cap off your sightseeing on the 7th (Sat) early enough to catch the flight to Portland.

Things to do in Pensacola

Parks · Outdoors · Beaches · Wildlife

Side Trips

Portland

— 7 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.
Get out of town with these interesting Portland side-trips: Cannon Beach (Haystack Rock & Ecola State Park), Sokol Blosser Winery (in Dundee) and Evergreen Aviation & Space Museum (in McMinnville). And it doesn't end there: look for gifts at Powell's City of Books, see the interesting displays at Portland Art Museum, contemplate the long history of Columbia River Highway, and admire the natural beauty at Portland Japanese Garden.

To see other places to visit, traveler tips, ratings, and tourist information, read Portland trip itinerary tool.

You can fly from Pensacola to Portland in 8 hours. Alternatively, you can drive; or take a bus. The time zone difference when traveling from Pensacola to Portland is minus 2 hours. In May, Portland is slightly colder than Pensacola - with highs of 24°C and lows of 12°C. On the 14th (Sat), wrap the sightseeing up by early afternoon so you can fly back home.

Things to do in Portland

Parks · Museums · Nature · Outdoors

Side Trips

Florida travel guide

4.4
Disney Parks & Activities · Beaches · Theme Parks
The Sunshine State
The “Sunshine State,” Florida became a favorite winter destination for the affluent crowd over a century ago. Today, the state attracts visitors from around the world with its golden beaches and modern theme parks. You can spend your entire vacation enjoying the state's highly developed seaside areas, but remember that some of Florida's best-kept secrets are in secluded locations. Visit the big cities and their comfortable resorts offering top-notch dining and nightlife, but leave some time to see the peninsula's swampy landscape, filled with wild creatures and native plants. Farther away from the tourist-packed urban areas, the untamed wetlands of Florida offer a selection of things to do, such as kayaking, boat rides, and numerous other outdoor activities.

Oregon travel guide

4.5
Gardens · State Parks · Specialty Museums
A land of many faces, Oregon is at once a state of rugged rocky coastlines and deep forests, as well as vibrant cities and small towns packed with award-winning restaurants and trendy shops. With nearly half of its land covered by dense fir, redwood, and pine forests, the state protects varied plant and animal life inside three national parks. In addition to pristine waterfalls, beaches, and lakes perfect for a holiday in nature, Oregon also offers numerous urban tourist attractions. Portland, the state's largest metropolis, notably includes more breweries than any other city in the world, and its central location makes it an ideal base for day trips to Oregon's emerging wine region and many parks.