Honolulu
A city-on-the-water trip centered on Waikiki, urban beaches, dining, and easier access to Oahu without committing to the whole-island itinerary shape.
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28 destinations, 72 planning guides, and one quick matcher to narrow your first click.
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Editor picks
Strong places to start this season.
Clearwater
A Gulf beach trip built around soft sand, warm water, sunset culture, and easy access to the wider St. Pete-Clearwater coast.
View destination guideSeattle
A Pacific Northwest city break for markets, skyline views, glass art, waterfront seafood, and a walkable urban core framed by water and mountains.
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Florida Panhandle
Panama City Beach
A Gulf Coast base for clear-water beach days, state park trails, boat trips, casual seafood, and easy family-friendly downtime.
Central Florida
Orlando
A trip-planning base for theme parks, resort stays, nightlife, shopping, and flexible Central Florida day trips from downtown Orlando to the Space Coast.
New York
New York City
A dense city-break base for skyline views, iconic neighborhoods, museums, theater nights, classic food stops, and flexible days that can lean polished or wonderfully chaotic.
California
Los Angeles
A spread-out Southern California base for studio energy, iconic viewpoints, great food, neighborhood wandering, and easy splits between urban LA and the coast.
Nevada
Las Vegas
A high-energy desert destination for resort stays, shows, standout dining, downtown neon, and surprisingly varied itinerary choices once you get beyond the casino floor.
Illinois
Chicago
A lakefront city break for architecture, deep-dish debates, museums, neighborhoods, and a skyline that rewards both walking days and river-level views.
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Editor pickHonoluluA city-on-the-water trip centered on Waikiki, urban beaches, dining, and easier access to Oahu without committing to the whole-island itinerary shape.
Editor pickClearwaterA Gulf beach trip built around soft sand, warm water, sunset culture, and easy access to the wider St. Pete-Clearwater coast.
Editor pickSeattleA Pacific Northwest city break for markets, skyline views, glass art, waterfront seafood, and a walkable urban core framed by water and mountains.
Seasonal planningBest Time to Visit Key WestA realistic guide to when Key West feels best depending on weather, crowds, and the kind of trip you want.
Fresh guides
New + updatedCatch the newest reads and recently refreshed destination pages.
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ColoradoDenverA high-altitude city break for art museums, landmark neighborhoods, Red Rocks outings, strong restaurants, and one of the easiest urban bases for mixing city time with Front Range scenery.
FloridaMiamiA high-energy South Florida trip that can mix iconic beaches, Cuban and global dining, design-forward neighborhoods, museums, and late nights if you give each side of the city a clear role.
District of ColumbiaWashington, DCA monument-and-neighborhood city break for museums, memorial walks, polished hotels, strong food, and one of the easiest history-heavy weekends to shape well.
More planning reads
Keep a few evergreen answers in reach.
Seasonal planning
Best Time to Visit Key West
A realistic guide to when Key West feels best depending on weather, crowds, and the kind of trip you want.
Read article
Trip planning basics
How Many Days Do You Need in San Antonio?
A practical answer on whether San Antonio is best as a 2-day, 3-day, or 4-day trip, with the strongest trip shape for each.
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Trip planning basics
How Many Days Do You Need in Washington, DC?
DC gets better when the trip length matches how much museum time, monument walking, and neighborhood breathing room you actually want.
Read article