151 destinations perfect for May
Top pick for May
New Orleans, LA
Bourbon Street is just the appetizer.
Bourbon Street is just the appetizer.
What happens in Vegas... you already know the rest
The city that never sleeps won't let your party sleep either
Honky-tonks, hot chicken, and zero regrets.
Keep it weird. Keep it loud. Keep it going until sunrise.
Beach vibes, craft beer, and tacos worth the flight
Deep dish, deep pours, deeper memories
The city too busy to hate knows how to party
Where the desert meets the ocean and the party never stops
French flair, legal fun, and the best nightlife north of New York
Bottle service, beach days, and a VIP list for everything.
Big-wave surfing, kona-coast charters, and luau nights
Wine country guys-trip: black-label tastings, steak, cigars
Everything is bigger in Dallas — especially the bar tabs.
Space City goes hard — diverse food, dive bars, and zero pretense.
Emerald water, charter boats, and Harbor Walk bar crawls.
Mile-high parties with mountain-town soul
Breweries, mountains, and rivers — outdoor party paradise
Southern charm meets uptown energy
Golf, beaches, and lowcountry pours
Where the Grand Strand meets grand times
No passport needed — just salsa, rum, and Caribbean sun
History, harbor views, and wicked good times
Gritty, great food, and surprisingly wild nights
Beer, brats, and an absurdly good time
Motown soul, techno beats, and a comeback city that knows how to party
Fog, hills, and enough bars to forget both.
Craft beer, coffee, and chaos in the Pacific Northwest.
Blues, BBQ, and Beale Street until the wheels fall off.
Bourbon Trail, horse racing, and Southern swagger.
Casinos, clubs, and Boardwalk chaos since 1854.
Aloha spirit meets all-night send-off energy.
Power bars, monuments at midnight, and more rooftops than you can handle.
BBQ, bourbon, and the boulevard life
12-meter sail, Ocean Drive, and the Thames-Street late set
Golf clubs, fishing charters, and Montauk dive-bar nightcaps
North Shore surf, pearl harbor, and Waikiki beach bars
Zin country golf, BBQ, and patio whiskey pours
All-inclusive resorts, a cave nightclub, and dune-buggy mud runs
Casino floors, swimming pigs, and offshore fishing
Malecón clubs, a pirate-ship party, and Banderas Bay fishing
Beach-bar pier crawls, casino floors, and off-road jeep runs
Parque Lleras nights, Guatapé boat parties, and paragliding mornings
Lucha libre nights, Xochimilco boats, and a mezcal-soaked nightlife
Track days and five-floor Caroline Street nights
Boat, bridge, and the biggest party lake out West
Southern charm with a side of late-night chaos on King Street.
Open containers, oak-lined streets, and Southern mayhem.
Keep the party weird
The West's best-kept party secret
Beer, mountains, and good vibes only
Steel city grit with surprising charm
Lakes, craft beer, and Prince's hometown energy
River Walk margaritas and Tex-Mex that slaps.
Moonshine, mountains, and zero cell service.
Party Cove, pontoon boats, and zero rules.
Craft beer, BBQ smoke, and college-town chaos.
Beach house vibes, fishing charters, and zero velvet ropes.
Red rock, adrenaline, and campfire whiskey under the stars.
Western swagger, cheap drinks, and more fun than you'd expect.
Wild West railroad town with craft beer soul
Start your engines and your weekend
Gateway to a great time
Craft beer, chili, and Over-the-Rhine vibes
Rock, roll, and a whole lot of soul
The Midwest's best-kept party secret
Charm City, real charm, real party
The end of the world, the start of the party
Brewery crawls + Smokies + zero pretense
Underrated downtown + brewery bike trail
Marsh kayaking + Lowcountry oyster dinner
Bourbon Trail + Keeneland + bourbon-blending
Pebble Beach golf, coastal drives, and post-round whiskey pours
Vineyard crawls, lake fishing, and bourbon barrel tastings with the crew
Stockyards saloons, honky-tonk nights, and Texas-sized rib plates
Cabin weekends, whiskey distilleries, and river fishing
Ocean Course tee times, oyster roasts, and offshore charters
Desert golf, green-chile BBQ, and mezcal nightcaps
Pinot country weekends: cabin rental, river fishing, whiskey flights
Offshore charters, paintball, oceanfront bars
Urban whitewater + 30 breweries in one zip code
Sandbar charters, the Ale Trail, beach house base
Ocoee rafting, brewery crawls, river city grit
Offshore charters, a pedal boat, Palafox bars
Private pontoons, sail-and-snorkel, steakhouse nights
World-class reefs, jeep tours, and margarita houses
Grace Bay, conch-diving cruises, and private-cay charters
Rum Swizzles, deep-sea fishing, and South Shore scooter runs
Hol Chan sharks, the Blue Hole, and over-the-water bars
Oysters, taphouses, and harbor charters
Jet boats, the casino, and the Maid of the Mist
Beach bars, dolphin cruises, and the Lobster House
Sail the Chesapeake, then crack a bushel
Haunted pub crawls and maritime history
Old Market crawl, brewery-distillery, and a bridge in two states
Lake pontoon + brewery crawl + State Street
Boat charters, golf, and resort downtime
Beer City USA — 35+ breweries, walkable
Casinos, a downtown whitewater park, and Tahoe next door
Beach vibes without the beach prices.
Beach bars, history, and Houston's weekend escape.
California wine meets coastal charm
America's oldest city, youngest energy.
Beaches, brews, and a big-city bar scene without the big-city prices.
Texas wine country with Hill Country charm and zero pretension.
Budget-friendly river city with big bar energy
Track Town vibes with craft beer and river runs
Gorge winds, craft beer, and adventure overload
Small city, big personality
Lobster rolls, craft beer, and ocean air
Grand Canyon basecamp + mountain dive bars
1850s-Main-Street hangs + zip lines + craft brewery
Bathhouses, horse track, brewery in a national park
Ozark weekend with a haunted hotel and a boat day
Coastal kayak weekend + Anderson Valley wine
Granby Street crawl, harbor cruise, beach nearby
Tennessee whiskey trail without the Broadway crowds
Topgolf, brewery districts, a rage room finish
Offshore charters + the Dauphin Street strip
Offshore charters and Florida's oldest saloon
Private charters and a barrier-island reset
Tables, sporting clays, and Beale Street nearby
550 miles of singletrack, breweries, art on the side
Tube the river, crawl the Vista, paddle the swamp
Six casinos, a sportsbook, and late-night ramen
Whiskey bars, schooners, and casino runs
Clam pizza, tequila, and a pizza-tour debate
Ale trail, steam trains, and a farmhouse base
Whitewater, ATVs, and a lakefront cabin
Cocktail crawl + breweries + zero cover charges
Ped Mall crawl + breweries + Hawkeye Saturdays
Haymarket crawl + breweries + Husker red
Old Town crawl, breweries, and axe lanes
Jet boats, ATVs, axe lanes, and a waterpark
Riverboats, brewery crawls, and game nights
Whiskey Row saloons where Wyatt Earp actually drank
Balloon at dawn, tram to a 10,000-ft bar, Breaking Bad by van
Garden of the Gods climbing, a 14er, and a Tejon St crawl
Canyon rafting, mountaintop coasters, and hot-spring recovery
Boulder scrambles, Pappy & Harriet's, and the darkest skies
Alberton Gorge whitewater, blue-ribbon fishing, brewery row
Sip, savor, and celebrate in wine country
Red rocks, healing vibes, and desert magic
World-class wine country you have never heard of
Casino weekend + deep-sea fishing + Gulf beach
Lake weekend + go-kart town + cheap as it gets
Battlefield rides, breweries, and ghost hunts
Karting, taprooms, and KC on tap
Broadway crawl, breweries, and a beer hall with 40 taps
Cocktail crawl, breweries, and a city waterfall
Distillery campus, UTV trails, and the Little Smokies