Northeastern Trips & Adventures

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22 Products

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Washington DC Day Trip Box by Guess Where Trips, illustrated with rolling countryside, a farmhouse, colourful row houses, vineyards and a horse fence.

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

(2)

Road Trip Box

Washington DC Day Trip Box

20 day trips from DC: Virginia wine country, Civil War history, and Chesapeake 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.

(3)

Road Trip Box

New York State Getaway Box

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

$65

Boston Day Trip Box by Guess Where Trips, illustrated with a New England harbour village, a white church steeple, colourful houses and a lighthouse.

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

(3)

Road Trip Box

Boston Day Trip Box

20 day trips from Boston: harbor towns, Revolutionary history, and covered bridges.

$65

Gift Cards

Not sure what to get them? Our digital gift cards are sent when you want, to whoever you want, in any amount you want.

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Lilac Road Trip Journal with a Detour Diaries cover label.

A hand holding the Lilac journal outdoors against green trees.

(2)

For the Road

Lilac Road Trip Journal

Track all your local adventures - big or small!

$25

The Surprise Which Way? Road Trip Game box on a light cream textured background. The packaging features a bright orange top and bottom band with white text, and a central white panel decorated with cute illustrations of cars, a backpack, a coffee cup, and a suitcase, all framed by a dashed orange border.

A hand holds a mini card with a travel-themed mystery question, surrounded by promotional text callouts on a warm off-white background.

(4)

For the Road

Which Way? A Surprise Road Trip Card Game

Go on your own mini surprise trip with Which Way. Simply pick a card to reveal your next...

$22

Mint Road Trip Journal with a Detour Diaries cover label.

A woman holding the Mint journal in a sunny garden.

For the Road

Mint Road Trip Journal

Track all your local adventures - big or small - in one place with this fun road trip journal!

$25

A map-style destination graphic showing a location near Boston, Providence, and Worcester with labeled travel times. The image includes a dark green banner reading “END DESTINATION” and orange callout boxes for Worcester, Providence, and Boston, with a red pin marking the destination.

Ends Near South Dartmouth, MA

(6)

Classic Road Trip

Vintage Vibes & Views

New England charm, cozy cafes, and postcard-worthy beaches.

$50

A stylized map graphic showing an end destination near Boston, with dashed route lines and labeled travel times to Worcester (1 hr 40 min), Boston (1 hr), and Providence (2 hr 15 min).

Ends Near Newburyport, MA

(2)

Classic Road Trip

Scenic Sights & Tasty Bites

Bakeries, breweries, and scenic views for a well-rounded road trip.

$50

Ends Near Dennis, MA

(4)

Classic Road Trip

Escape to the Cape

Picturesque views, heritage buildings, and Cape Cod charm.

$50

A boardwalk over grassy dunes to the beach.

Ends Near Highlands, NJ

(2)

Classic Road Trip

The Shore Explorer

Waterside boardwalks, age-old lighthouses, and coastal views.

$50

A map-style destination graphic showing a central location with dashed lines and labels to nearby towns: Allentown (2 hr 15 min), Wilmington (1 hr 15 min), Philadelphia (45 min), Trenton (1 hr), and Newark (1 hr 45 min). The title reads “END DESTINATION.

Ends Near Hammonton, NJ

(8)

Classic Road Trip

An Unusual Adventure

Unusual, spooky, abandoned places with local legends and ghost stories.

$50

End destination map: Boston 45 min, Worcester 1 hr, Providence 1.5 hr.

Ends Near Concord, MA

(3)

Classic Road Trip

Funky Farms & Storybook Tales

A picturesque drive past farms, boardwalk trails, and quirky local history.

$50

A map-style destination graphic showing a red pin near the center, with dashed lines pointing to Newark, Hartford, and New Haven, each labeled with travel time. The top banner reads “END DESTINATION.

Ends Near Cold Spring, NY

(14)

Classic Road Trip

Hudson River Hideaways

Crumbling ruins, quaint towns, and a spooky cemetery or two.

$50

A map-style destination graphic showing a central pin near New Haven, with dashed lines and labels pointing to Springfield (1.5 hr), Hartford (1 hr 10 min), New Haven (1 hr 10 min), and Newark (2 hr).

Ends Near New Milford, CT

(5)

Classic Road Trip

Vibrant Vistas & Picturesque Towns

Small towns so charming they inspired Gilmore Girls.

$50

We live near this area and had no idea some of these places existed!

Mariah Beato

A map-style destination graphic showing a central pin near Philadelphia with labeled routes to Allentown, Trenton, Newark, and Wilmington, each with travel time text.

Ends Near Frenchtown, NJ

(18)

Classic Road Trip

Along the River

Scenic river towns, under-the-radar finds, and photo-worthy moments.

$50

End Destination Map showing the distances from Baltimore (1.5 hour), Philadelphia (1hr 45 mins) and Trenton (1.5hr)

Ends Near Lititz, PA

(8)

Classic Road Trip

Covered Bridges & Baked Goods

Quaint covered bridges, local bakeries, and countryside charm.

$50

A map-style destination graphic showing a central pin near Baltimore, with dashed lines and labels pointing to Allentown, Trenton, and Philadelphia, plus text reading END DESTINATION.

Ends Near Kennett Square, PA

(12)

Classic Road Trip

Whimsical Wonders

Luscious gardens, charming towns, and whimsical photo ops.

$50

A woman in a white dress among wildflowers.

Ends Near Mt Tabor, NJ

(1)

Classic Road Trip

Enchanted Adventures

Whimsical winding roads, farm markets, and colorful photo ops.

$50

A rocky battlefield landscape with the text: "Discover hidden gems you'd never find on your own."

Ends Near Gettysburg, PA

(1)

Classic Road Trip

Secrets of Gettysburg

Under-the-radar finds and surprising stops steeped in history in and around Gettysburg.

$29

Ends Near Frederick, MD

(7)

Classic Road Trip

Haunts, Hikes & History

Haunted happenings, easy strolls, and historic hot spots.

$50

Ends Near Annapolis, MD

(4)

Classic Road Trip

Waterside Bliss

Waterfront boardwalks, historic homes, and true local secrets.

$29

A travel map graphic showing an end destination marked with a red pin, with dashed lines and labels to Baltimore (1 hr 15 min), Washington (1 hr 20 min), and Fredericksburg (2 hr 5 min) on a pale map background.

Ends Near Harpers Ferry, WV

(4)

Classic Road Trip

Winding Roads & Historic Gems

Quirky finds and scenic winding roads lead to an iconic history-filled end destination.

$50

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

Northeastern Trips & Adventures

Washington DC Day Trip Box

New York State Getaway Box

Boston Day Trip Box

Gift Cards

Lilac Road Trip Journal

Which Way? A Surprise Road Trip Card Game

Mint Road Trip Journal

Vintage Vibes & Views

Scenic Sights & Tasty Bites

Escape to the Cape

The Shore Explorer

An Unusual Adventure

Funky Farms & Storybook Tales

Hudson River Hideaways

Vibrant Vistas & Picturesque Towns

Along the River

Covered Bridges & Baked Goods

Whimsical Wonders

Enchanted Adventures

Secrets of Gettysburg

Haunts, Hikes & History

Waterside Bliss

Winding Roads & Historic Gems

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