Best New York Day Trips: Take a TailBus Staycation


New York City is known as the city that never sleeps. If you live downtown, you know it’s true. People are constantly coming and going, and the city noise never dies down. Don’t get us wrong, we love our city, but sometimes you need a break. That’s why the team at TailBus came up with a series of day trips. Our mini staycations offer stress-free getaways without the hassle of getting time off work. We provide you with transportation and free drinks on the way to a relaxing destination, so you can indulge in some much deserved “me” time away from the hectic city streets. Check out our list of the best New York day trips and start dreaming of your next escape.


Best New York Day Trips: Visit a winery.

Spring is just around the corner, and what better way to celebrate than with a trip to a nearby winery. New Jersey is home to some of the best vineyards around, and they’re far enough outside of the city that you feel like you’ve gone away on vacation. One of our favorite TailBus winery trips was to Hopewell Valley Vineyards. This charming winery hosts live music, offers free tours, and lets guests wander the vineyard. Our group enjoyed the afternoon escape and free wine onboard our luxury charter bus. If you want to plan a trip to a local winery, visit our planning page to connect with a member of our team.

Escape to the Horse Races

A classy afternoon at the Belmont Park Race Track is refreshing and oh-so-fun. This staycation offers a break from ordinary weekend activities and gives you the chance to connect with new friends and experience something unique together. TailBus provided transportation and complementary mimosas to a group of Tailers that wanted to witness American Pharaoh’s Ride to Immortality. This monumental trip to see who would win the Triple Crown was one of the best New York day trips we’ve ever taken. For photos from our daytrip, check out our trip photo gallery.

Plan a Beach Day

When the sun is shining and the temperatures are high, there’s nothing better than escaping to the beach for an afternoon. Our chartered bus trip took an adventurous group for a scenic ride up the coastline to Robert Moses Beach and provided complementary mimosas and free beach swag on the drive. Upon arrival, Tailers enjoyed basking in the sun, swimming in the surf, and eating good food at the local bar & grill. For more details about our beach day trip, visit our event page.

Explore Nature and Enjoy a German Tradition

The team at TailBus values unique experiences and works to empower New Yorkers, so they can escape the city and enjoy the beauty of our great state. In the autumn months, one of our favorite day trips is to the mountains. Bear Mountain offers some of the best hiking paths, so you can get out in nature and unwind. On our last trip to Bear Mountain, we dropped the group at the Oktoberfest after they were done exploring. Tailers loved the seasonal aspects of the getaway (and of course the beer and bratwurst!)

If you’re in need of a city escape, check out the best New York day trips. We’ll take you to a unique spot and bring you back refreshed and ready for what the workweek will throw your way. Visit our planning page to dream up your next day trip now!

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