When to go

May trips

Routes built around may. Each lists what is open, what books up and what to check before you go.

Find your trip

Pick who's going, when, and how long you have to see the guides that fit.

Every guide is listed on All trips (the filters here need JavaScript).

Browse by Where · Who's going · When · Trip type · How long.

Trip types: Festivals & events ·  Anniversaries & milestones ·  Cultural festivals & parades · National parks & wild places ·  Waterfalls & gorges ·  Volcanoes & geothermal wonders ·  Stargazing & northern lights ·  Camping & cabins ·  Wildlife watching & birding ·  Desert & canyon parks ·  Mountain & alpine parks ·  Coastal & island parks ·  Forests, rainforests, caves & wetlands · Road trip ·  Historic route ·   Route 66 ·   Natchez Trace Parkway ·  Mountain & scenic byways ·   Blue Ridge Parkway ·  National park road trip ·  Road trip abroad ·  Coastal drives ·   Pacific Coast Highway ·  Desert & canyon drives ·  Ferry & island road trip · Active & adventure trip ·  Paddling, kayaking & rafting ·  Snowshoeing, dog sledding & winter sports ·  Hiking & backpacking ·  Biking & rail-trails ·  Multi-sport adventure trip · City trip & culture ·  Live music & nightlife ·  Theme parks & family attractions ·  Museums: art, science & history ·  Film, TV & literary trip ·  Architecture & design ·  Theater & performing arts ·  Big cities ·  Smaller cities ·  Cities near the outdoors · Scenic train rides ·  Heritage & excursion railroads ·  Long-distance rail journeys ·  Car-free trip by train ·  Rail journeys abroad · Mountain getaways & ski ·  Ski trip ·  Snowy escapes without skiing ·  Summer mountain towns ·  Red rock & desert mountain towns ·  Alps, highlands & big ranges abroad · Spa, cruise & splurge trip ·  Wellness retreats & yoga ·  Spas & hot springs ·  Cruises, river & canal boats ·   Ocean cruises ·   Alaska Inside Passage cruise ·  Splurge trip ·  Slow, restful trip · History & culture ·  Lighthouses, forts & sea history ·  Castles & old towns ·  Mansions & grand estates ·  Ancient sites & ruins ·  Civil War sites ·  Historic small towns & covered bridges ·  Presidential & military history ·  Pilgrimages & sacred sites ·  Old West, ghost & mining towns ·  Civil rights & Black history ·  Colonial & Revolutionary history ·  Native American & Indigenous heritage · Beach vacations & islands ·  Snorkeling & diving ·  Beach towns ·  Island hopping ·  Tropical islands & the Caribbean ·  Mediterranean coasts & islands ·  Rugged coastlines ·  Surf towns · Food & wine trip ·  Markets, street food & food halls ·  Breweries & distilleries ·  Seafood & coastal eating ·  Fine-dining splurges ·  Wine country ·  Farm-to-table, orchards & cider ·  Coffee, cheese & sweet treats ·  Food cities (US & Canada) ·  Regional American food ·   Barbecue trails ·   Tex-Mex & Southwest flavors ·   Southern, Cajun & Creole cooking ·  Eating your way abroad ·   Japanese food ·   Italian food ·   Mexican food ·   French food ·   Spanish & Portuguese food ·   Southeast Asian food ·   Korean food ·   Central European food ·   Irish & British food · Bucket-list trip ·  Machu Picchu & the Inca Trail ·  Camino de Santiago ·  Iceland Ring Road · By departure city ·  From New York City ·  From Los Angeles ·  From Chicago ·  From Washington, DC ·  From Boston ·  From San Francisco Bay Area · By travel time ·  Under 2 hours by car ·  2 to 4 hours by car.

The full directory

Every guide, listed by filter

Plain links to every guide in this collection ( May), grouped the same way as the filters above. A guide appears under every group it fits.

All trips →

Where

Browse by where

North America 60

 United States 60

  New England 1

   Rhode Island 1

    Providence 1

  Mid-Atlantic 7

   New York 3

    New York City 2

    Long Island 1

   Pennsylvania 3

    Philadelphia & the Countryside 1

    Dutch Country Roads (Lancaster & Gettysburg) 1

    Pennsylvania Wilds 1

   Maryland 1

    Central Maryland 1

  Southeast 22

   Virginia 3

    Northern Virginia 1

    Shenandoah Valley & Skyline 1

    Coastal & Williamsburg 1

   West Virginia 1

    Eastern Panhandle 1

   North Carolina 2

    The Mountains 1

    The Coast 1

   South Carolina 5

    Lowcountry & Resort Islands (Charleston, Hilton Head) 2

    Grand Strand (Myrtle Beach) 1

    The Upcountry (Greenville) 1

    Capital City & Lake Murray Country (Columbia) 1

   Georgia 1

    Metro Atlanta 1

   Florida 2

    Northwest Florida (Panhandle) 1

    Florida Keys 1

   Alabama 2

    Montgomery & the Black Belt 1

   Mississippi 1

    Capital/River (Jackson & Natchez) 1

   Tennessee 5

    Memphis & West Tennessee 1

    Nashville & Middle Tennessee 1

    Great Smoky Mountains & East 1

   Kentucky 1

    Caves, Lakes & Corvettes 1

   Louisiana 2

    Greater New Orleans 2

  Midwest 4

   Ohio 1

    Cleveland & Northeast 1

   Illinois 3

    Chicago 2

   Missouri 1

  Southwest 9

   Texas 5

    Hill Country 1

    Big Bend Country 1

    Prairies & Lakes (Dallas–Fort Worth) 1

    South Texas Plains (San Antonio) 1

   Oklahoma 1

   New Mexico 2

    North Central (Santa Fe & Taos) 1

   Arizona 4

    Grand Canyon & Northern Wonders 1

    Sedona & the Verde Valley 2

  Mountain West 7

   Colorado 4

    Denver Area 2

    South Central Colorado 1

    Southwestern Colorado 1

   Utah 4

    Southwest Utah (Zion & Bryce) 2

    Salt Lake & Wasatch Front 1

  Pacific Coast 10

   Washington 1

   Oregon 1

   California 10

    North Coast 1

    High Sierra 2

    Central Coast 2

    San Diego County 1

  Alaska & Hawaii 4

   Alaska 1

    Inside Passage 1

   Hawaii 3

    Oʻahu 1

    Kauaʻi 1

    Island of Hawaiʻi 1

South America 1

 Andes & Patagonia 1

  Peru 1

   Cusco, Sacred Valley & Machu Picchu 1

Europe 11

 Western Europe 4

  United Kingdom 1

   Scottish Highlands 1

  Ireland 2

   Dublin & the East 1

   Wild Atlantic Way (West) 1

  France 1

   Paris & Île-de-France 1

 Southern Europe & Mediterranean 7

  Spain 2

   Balearic Islands 1

   Galicia & Camino 1

  Portugal 1

   Lisbon & Central 1

   Porto & the North 1

  Italy 1

   Rome & Lazio 1

   Tuscany & Florence 1

   Amalfi Coast & Naples 1

  Greece 2

   Athens & Mainland 1

   Cyclades 1

  Croatia 1

Asia & Middle East 1

 East Asia 1

  South Korea 1

By place type 13

 Lake towns 2

 River towns 2

 Harbor & fishing villages 2

 Island towns 3

 College towns 1

 Glacier & fjord country 1

 Wetlands & bayou country 2

Who's going

Browse by who's going

Friends 5

 Friend getaways 5

Solo travel 10

 Solo trip in the US 5

 Solo trip abroad 5

Families 33

 With teens 13

 With little kids (under 6) 20

 With school-age kids (6–12) 19

 Family trip for all ages 3

 First trip abroad with kids 1

Couples 26

 Honeymoons 3

 Romantic city breaks 11

 Beach & island escapes for two 7

 Mountain & ski escapes for two 3

 Adventure trip for couples 7

 Food & wine getaways for two 2

 Slow road & rail trip for two 7

Multigenerational 7

 Grandparents & grandkids 2

 Three generations together 5

When

Browse by when

Winter 9

 December 8

 January 7

 February 8

 Warm-weather winter escapes 3

Spring 73

 March 24

 April 48

 May 73

Summer 42

 June 41

 July 20

 August 22

Fall 65

 September 56

 October 53

 November 22

Seasonal events 2

 Spring break 1

 Cherry blossoms & spring flowers 1

  DC Cherry Blossom Festival 1

Signature events 2

 Mardi Gras & Carnival 2

Trip type

Browse by trip type

Festivals & events 3

 Anniversaries & milestones 1

 Cultural festivals & parades 1

National parks & wild places 30

 Waterfalls & gorges 2

 Volcanoes & geothermal wonders 1

 Stargazing & northern lights 5

 Camping & cabins 1

 Wildlife watching & birding 8

 Desert & canyon parks 7

 Mountain & alpine parks 5

 Coastal & island parks 1

 Forests, rainforests, caves & wetlands 4

Road trip 26

 Historic route 3

  Route 66 1

  Natchez Trace Parkway 1

 Mountain & scenic byways 1

 National park road trip 2

 Road trip abroad 3

 Coastal drives 15

 Desert & canyon drives 2

 Ferry & island road trip 1

Active & adventure trip 25

 Paddling, kayaking & rafting 6

 Hiking & backpacking 21

City trip & culture 31

 Live music & nightlife 9

 Theme parks & family attractions 2

 Museums: art, science & history 8

 Architecture & design 1

 Theater & performing arts 2

 Big cities 15

 Smaller cities 11

 Cities near the outdoors 4

Scenic train rides 9

 Heritage & excursion railroads 3

 Long-distance rail journeys 2

 Car-free trip by train 1

 Rail journeys abroad 3

Mountain getaways & ski 8

 Summer mountain towns 2

 Red rock & desert mountain towns 3

 Alps, highlands & big ranges abroad 2

Spa, cruise & splurge trip 4

 Cruises, river & canal boats 1

  Ocean cruises 1

  Alaska Inside Passage cruise 1

 Splurge trip 2

 Slow, restful trip 1

History & culture 46

 Lighthouses, forts & sea history 2

 Castles & old towns 3

 Mansions & grand estates 3

 Ancient sites & ruins 3

 Civil War sites 3

 Historic small towns & covered bridges 11

 Pilgrimages & sacred sites 1

 Old West, ghost & mining towns 3

 Civil rights & Black history 3

 Colonial & Revolutionary history 5

 Native American & Indigenous heritage 5

Beach vacations & islands 22

 Snorkeling & diving 4

 Beach towns 6

 Tropical islands & the Caribbean 10

 Mediterranean coasts & islands 4

 Surf towns 1

Food & wine trip 34

 Markets, street food & food halls 4

 Breweries & distilleries 4

 Seafood & coastal eating 3

 Fine-dining splurges 2

 Wine country 2

 Coffee, cheese & sweet treats 2

 Food cities (US & Canada) 10

 Regional American food 9

  Barbecue trails 3

  Tex-Mex & Southwest flavors 4

  Southern, Cajun & Creole cooking 4

 Eating your way abroad 6

  Italian food 1

  French food 1

  Spanish & Portuguese food 2

  Korean food 1

  Irish & British food 1

Bucket-list trip 3

 Machu Picchu & the Inca Trail 1

 Camino de Santiago 1

By departure city 5

 From New York City 1

 From Los Angeles 2

 From Washington, DC 2

By travel time 5

 Under 2 hours by car 4

 2 to 4 hours by car 1

How long

Browse by how long

Weekend (2-3 days) 19

Long weekend (4-5 days) 32

About a week (6-8 days) 22

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