Florida Keys vs Seattle and Portland

The Florida Keys are America's most famous road trip island chain, a necklace of coral islands linked by the Overseas Highway as it hops 113 miles from Key Largo to Key West over 42 bridges and turquoise water. Starting from Miami, you can be snorkeling North America's only living coral barrier reef at John Pennekamp Coral Reef State Park within a couple of hours. Farther south, Islamorada is the sportfishing capital with tarpon feeding at the docks, Marathon has a sea turtle hospital and the soaring Seven Mile Bridge, and Bahia Honda State Park offers some of the best natural beaches in the Keys. The road ends in Key West, a colorful, easygoing town of conch houses, Hemingway's cats, and the nightly sunset celebration at Mallory Square. This plan covers the full Key Largo to Key West run in four days, then adds a day trip by ferry or seaplane to remote Dry Tortugas National Park and its giant brick fort. Navigate by the green mile markers, slow down in Key deer zones, eat plenty of fresh fish and key lime pie, and book Key West hotels early in winter.

Two of the Pacific Northwest's most likable cities sit just three hours apart, framed by volcanoes, evergreen forests and waterfalls, which makes Seattle and Portland a natural pairing. Start in Seattle at Pike Place Market, where fishmongers toss salmon, flower stalls spill onto the cobblestones and the waterfront opens onto Elliott Bay. Ride the 1962 monorail to the Space Needle for views of Puget Sound and, on clear days, the snowy cone of Mount Rainier. Then go see that mountain up close on a day trip to Paradise, where summer wildflower meadows and glaciers line the trails. Board the Amtrak Cascades train or drive about three hours down I-5 to Portland, a city of bridges, bikes and coffee. Lose an hour or three in Powell's City of Books, hike the ferny Wildwood Trail in Forest Park and graze your way through the city's famous food cart pods. Finish in the Columbia River Gorge at Multnomah Falls, which needs a timed permit in summer. Longer trips can add Portland's gardens, the Oregon Coast, Mount Hood and Willamette Valley Pinot Noir. Come July to September for the driest weather, and pack a rain jacket the rest of the year.