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Ontario Getaway Box by Guess Where Trips, illustrated with lakeside cottages, red Muskoka chairs on a dock, rocky island bluffs and a boat.

What's included in the Ontario Getaway Box: 20 sealed trip envelopes and a map of all 20 trip areas.

Road Trip Box

Ontario Getaway Box

20 getaways across Ontario: cottage country, Niagara wine country, and beach towns.

$65

Orlando Day Trip Box by Guess Where Trips, illustrated with palm trees, a manatee and heron in a spring, Spanish-style buildings, a bell tower and an orange grove.

What's included in the Orlando Day Trip Box: 20 sealed trip envelopes and a map of all 20 trip areas.

Road Trip Box

Orlando Day Trip Box

20 day trips from Orlando: crystal-clear springs, old Florida charm, and beach towns.

$65

New York State Getaway Box by Guess Where Trips, illustrated with lakes, a waterfall, rolling hills and a small lakeside town.

What's included in the New York State Getaway Box: 20 sealed trip envelopes and a map of all 20 trip areas.

Road Trip Box

New York State Getaway Box

20 getaways across New York: the Finger Lakes, the Hudson Valley, and the Adirondacks.

$65

The Day Trip Deck

Build your own day trip, anywhere: draw a few cards, find the spots and hit the road.

Bay Area Day Trip Box by Guess Where Trips, illustrated with the Golden Gate Bridge, redwoods, a lighthouse and a coastal village.

What's included in the Bay Area Day Trip Box: 20 sealed trip envelopes and a map of all 20 trip areas.

Road Trip Box

Bay Area Day Trip Box

20 day trips from San Francisco: wine country, redwoods, and coastal towns.

$65

“From the coffee shop, to the towns locals giving us some fun history ... was amazing!”

Marlena W.

200,000+ Road Trips Sold200,000+ Road Trips Sold200,000+ Road Trips Sold200,000+ Road Trips Sold

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