14. San Francisco, CA
Flight costs: $385 (from New York)
Attractions: Bicycle Music Festival, Summer Solstice Celebration, San Francisco Design Week, Stern Grove Festival
If you love festivals, you’ll never get bored spending your June in San Francisco. They obviously have a special penchant for all sorts of celebrations and have something for everyone. They have Alameda County Fair, pop-up dinners, crab feast events, and so much more. The June adventure list in this city is almost endless you just have to hop on the next flight to experience everything. The Fisherman’s Wharf and the Market Street are both imperative itineraries, too.