When to go › May

City breaks: where to go in May

30 of 57 destinations scored for city and culture are prime in May — 80 or better on conditions alone. Highest: Bay of Kotor & the Budva Riviera (96), Napa & Sonoma (96), Puglia & the Salento (96). In April 22 are prime; in June, 23.

45 worth considering

May · City & Culture

Every destination scoring 55 or better for city and culture in May, highest first. Ties are listed alphabetically.

Bay of Kotor & the Budva RivieraMontenegro · Europe · prime May to June and September to October
prime96
Napa & SonomaCalifornia, USA · North America · prime April to May and September to October
prime96
Puglia & the SalentoItaly · Europe · prime May to June and September to October
prime96
San DiegoCalifornia, USA · North America · prime March to May and September to November
prime95
CreteGreece · Europe · prime April to May and September to October
prime94
Amalfi Coast & CapriItaly · Europe · prime May to June and September to October
prime93
BordeauxFrance · Europe · prime May to June and September to October
prime93
Costa de la Luz & CádizSpain · Europe · prime April to May and October
prime93
Dalmatian CoastCroatia · Europe · prime May to June and September to October
prime93
Douro ValleyPortugal · Europe · prime May and September to October
prime93
Costa Brava & the EmpordàSpain · Europe · prime May to June and September to October
prime92
Santa FeNew Mexico, USA · North America · prime May to June and September to October · flagged: wildfire risk
prime92
SicilyItaly · Europe · prime April to May and October
prime92
Côte d’Azur & the CalanquesFrance · Europe · prime May to June and September to October
prime91
Nashville & MemphisTennessee, USA · North America · prime April to May and September to October
prime91
New York CityNew York, USA · North America · prime May to June and September to October
prime91
NurembergGermany · Europe · prime May to June and September to October
prime91
The Lisbon CoastPortugal · Europe · prime April to June and September to October
prime91
ViennaAustria · Europe · prime May to June and September to October
prime91
BurgundyFrance · Europe · prime May to June and September to October
prime90
Oʻahu & the North ShoreHawaii, USA · North America · prime March to May and September to November
prime90
RiojaSpain · Europe · prime May to June and September to October
prime90
SantoriniGreece · Europe · prime May to June and September to October
prime90
The Albanian RivieraAlbania · Europe · prime May to June and September to October
prime90
Chianti & TuscanyItaly · Europe · prime May and September to October
prime89
Cusco & the Sacred ValleyPeru · South America · prime May to September
prime89
Italian LakesItaly · Europe · prime May and September to October
prime89
San Sebastián & the Basque CoastSpain / France · Europe · prime May to June and September to October
prime89
Rio de JaneiroBrazil · South America · prime May to September
prime88
Cape Cod & the IslandsMassachusetts, USA · North America · prime May to June and September to October
prime86
SedonaArizona, USA · North America · prime March to April and October to November
good78
Cape WinelandsSouth Africa · Africa · prime March to April and October to November
good77
Québec CityCanada · North America · prime June to July and September to October
good77
Petra & Wadi RumJordan · Asia · prime March to April and October to November
good76
Piedmont & the LangheItaly · Europe · prime October to November
good76
SydneyAustralia · Oceania · prime March to April and September to November
good76
KyotoJapan · Asia · prime April and November
good72
Charleston & SavannahSouth Carolina / Georgia, USA · North America · prime March to April and October to November
good65
IcelandIceland · Europe · prime June to August
good65
Barossa ValleyAustralia · Oceania · prime March to April and October to November
good64
SevilleSpain · Europe · prime March to April and October to November
good64
MendozaArgentina · South America · prime March to April and October to November
good62
The Florida KeysFlorida, USA · North America · prime December to April
good62
MarrakechMorocco · Africa · prime March to April and October to November
good61
New OrleansLouisiana, USA · North America · prime March to April and October to November
good60
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Know before you book

Most places have one or two months that are genuinely better — and a booking moment that comes a lot earlier than the trip. I’ll write when one of those is coming up. No schedule, no filler.

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