Sip local brews, wines, and uncover historic towns on Pocono Daytripper's acclaimed tours. Whether you're celebrating or simply seeking a fun day out, their personalized trips add flavor to the East Stroudsburg experience.
More ways to explore the area's outdoor wonders
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Difficulty
easy
Duration
5–7 hours
Fitness Level
Suitable for most fitness levels; participants should be comfortable with short walks and standing during tastings.
Wildlife
History
The Poconos region played a role in early American history with quaint towns reflecting colonial architecture and stories, featured on the Historic Trolley Tour.
Conservation
Pocono Daytripper supports sustainable tourism by focusing on local businesses and minimizing environmental impact through guided transportation.
Pocono Daytripper
Sip local brews, wines, and uncover historic towns on Pocono Daytripper's acclaimed tours. Whether you're celebrating or simply seeking a fun day out, their personalized trips add flavor to the East Stroudsburg experience.
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.
Book Early for Group Events
Popular tours like the wine and brew pub outings fill quickly, especially for bachelorette parties and special occasions—reserve well in advance.
Bring a Reusable Water Bottle
Stay hydrated between tastings by carrying water; many tours provide snacks but water access may vary.
Wear Comfortable Shoes
Tours include walking and standing at each location, often on uneven terrain or cobblestone streets, so sturdy shoes enhance comfort.
Designate a Driver or Use Tour Transport
These tours eliminate driving concerns by providing transportation, so fully enjoy tastings without worrying about parking or navigation.
Comfortable walking shoes
You'll be on your feet during tastings and short strolls between stops.
Reusable water bottle
To stay hydrated throughout the day, especially after sampling beverages.
Light jacket or layers
Weather can change quickly; layers keep you comfortable on outdoor sections.
spring|fall|winter
Small backpack or tote
Useful for carrying snacks, souvenirs, and extra gear during the day.