Experience the charm of the Poconos aboard a historic trolley with Pocono Daytripper. Journey through Delaware Water Gap, iconic landmarks, and stunning scenery on this private tour.
More ways to explore the area's outdoor wonders
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Difficulty
easy
Duration
1.5–2 hours
Fitness Level
Suitable for all fitness levels as the tour involves mostly sitting with light walking on and off the trolley.
Wildlife
History
The trolley system played an essential role in transporting visitors during the early 20th century, connecting communities within the Delaware Water Gap region.
Conservation
Efforts in the Delaware Water Gap National Recreation Area focus on preserving natural habitats and maintaining clean waterways to protect the area's rich biodiversity.
Pocono Daytripper
Experience the charm of the Poconos aboard a historic trolley with Pocono Daytripper. Journey through Delaware Water Gap, iconic landmarks, and stunning scenery on this private tour.
Pocono Daytripper is a tour operator based in East Stroudsburg, Pennsylvania, specializing in curated day trips around the Pocono Mountains. The company offers five signature experiences that showcase regional history, craft beverages, and local food.
The Historic Trolley Tour invites riders to experience the charm of the Poconos aboard an elegantly restored trolley with nostalgic audio featuring Fred Waring. The route travels through the Delaware Water Gap area and highlights scenic attractions such as the Castle Inn and the Delaware Water Gap National Recreation Area.
The Slate Belt Beverage Tour focuses on Pennsylvania’s Slate Belt with four stops featuring craft beer, wine, and spirits. Guests meet local brewers and distillers while enjoying guided trolley transfers between tasting venues.
The Hop On, Hop Off Wine Tour is a six-hour outing visiting four vineyards and distilleries, including stops like Blue Ridge Estate and Silverback Distillery, that lets guests move between tasting rooms at a relaxed pace.
The Pocono Brew Pub Tour explores the regional craft beer scene with visits to breweries and pubs such as Richmond Farm Brewery and Bovino’s, pairing drinks with local food offerings.
The Taste of the Pocono’s Foodie Tour highlights culinary venues and historic sites such as Silverback Distillery and Willowtree Inn, with opportunities to sample local dishes and hear stories from chefs.
Pocono Daytripper emphasizes comfortable, scenic transportation, local partnerships, and experiences designed for small groups and day visitors seeking memorable regional outings. Reservations are recommended for most tours and group accommodations are available online upon request.
Service Area
Pocono Mountains
Scenic day trips from East Stroudsburg
Tours Offered
5 tours
Half-day and full-day options
Local Partners
Breweries & Wineries
Tasting rooms and chefs
Departure Point
East Stroudsburg, PA
Central pickup location
Reserve a seat on a Historic Trolley, beverage tour, or foodie outing from East Stroudsburg and experience authentic local flavors and scenery.
Arrive Early for Best Seating
Secure your preferred spot on the trolley by arriving at least 15 minutes before departure.
Bring a Camera or Smartphone
Capture the scenic Delaware Water Gap and historic sites along the route for lasting memories.
Dress in Layers
Temperatures can vary inside the trolley; wearing layers ensures comfort throughout the trip.
Check Weather Ahead
Tours operate rain or shine but may be affected by severe weather, so confirm your booking on the day.
Comfortable Walking Shoes
Ideal for walking to and from the trolley stops and exploring nearby attractions.
Camera or Smartphone
Capture stunning scenery and historic sites throughout the tour.
Water Bottle
Stay hydrated during warmer weather, especially on sunny summer days.
summer
Layered Clothing
Adjust your clothing to changing temperatures for comfort throughout the ride.
fall