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West Point & Hudson Valley — USMA Campus, Constitution Island, Farm Dinner, NY

Destination: West Point & Hudson Valley, New YorkNights: 3Group: 4–12Season: May, June, September, OctoberEstimated: $1,200–$2,100/person

Private tour of the USMA campus with a retired officer guide, then Constitution Island by private boat to tour the Revolutionary War fortifications and the Warner House library. Dinner at Blackberry Farm Hudson Valley—a working farm with a chef-driven kitchen and wine cellar overlooking the river. Day two: Bear Mountain hike with views of the Hudson Gorge, lunch at Xaviar's Piermont, evening bourbon tasting at Tuthilltown Spirits in Gardiner. Final night at Mohonk Preserve's Mohonk Mountain House for a stargazing session and farm-to-table breakfast before departure.

What You'll Do

Tour

Hiking

Food Tour

Scenic Overlook

Where You Sleep

  • · Mohonk Mountain House
  • · The Garrison, Garrison, NY

Where You Eat

  • · Blackberry Farm Hudson Valley
  • · Xaviar's Piermont
  • · Tuthilltown Spirits tasting room

Questions

Do we need military affiliation to tour West Point?
No, but advance booking through an authorized tour operator (like West Point Tours) is required; civilian groups are welcome with valid ID.
Is Constitution Island accessible year-round?
No. The island is open May through October; boat tours depart from Cold Spring and require advance reservation.
How strenuous is the Bear Mountain hike?
Moderate, 4-5 miles round trip with 1,300 ft elevation gain; most fit crews finish in 3-4 hours.

Ready to book the story?

Five quick questions, then we build the full itinerary — lodging, daily schedule, dining, bars, the group-chat message — and drop you into a Trip Room you can share with the crew.