All Westchester County Tours & Excursions in 2025

Fly high over New York City's famous skyline on this private helicopter tour from Westchester. Reach the city quickly and safely, ensconced in the comfortable seats of the private helicopter, then fly around the famous skyline. Enjoy views and photo ops accompanied by your guide's commentary, tailored to your interests.

Soar high above New York City and the beautiful Hudson Valley on this guided helicopter tour. Beginning at the Westchester County Airport in White Plains choose from a 30- or 45-minute ride. See Central Park, the East River bridges, Yankee Stadium, and more with the longer flight heading downtown toward Ellis Island and the Statue of Liberty, plus Freedom Tower, Battery Park and more.

Experience the thrill of flying a helicopter just a short drive from New York City. With this beginner-friendly experience that's perfect for aviation enthusiasts, you start with a lesson covering safety protocols and flying techniques. Then hop aboard your Robinson helicopter and take to the skies. With the help of your instructor, you'll whisk into the air to enjoy the bird's-eye views, and even take the controls and fly yourself.

Take leaf-peeping to the extreme and view the fall colors of Westchester County from above the treetops in this romantic helicopter tour for couples. Take off from Westchester airport under the care of an experienced pilot who will narrate the tour as you view autumn leaves among landmarks such as Castle-on-Hudson, Bear Mountain, and Indian Point Energy Center.

The Armour-Stiner Octagon House was built in 1860 as a summer home. To this day, the Spring months here in The Hudson Valley are the most delightful time of the year. Victorian Springtime at The Octagon House, a one-hour tour, includes both a guided exploration of the lush 19th-century grounds and an unforgettable interior tour of this marvelously preserved Victorian Summer Home. Guests will see and smell a vibrant array of Victorian flowers inside the fully restored Lord and Burnham greenhouse, listen to an orchestra of songbirds in the Foxglove Garden, and step back in time with a stroll around the 360-degree verandah. In the interior portion of the tour, see many examples of how the natural world heavily influenced Victorian life and design.

Peekskill is one of New York's best-kept secrets and one of the oldest societies in America, dating back to the 1600s. Peekskill is home to an artist community, vintage bookstores, festivals, live music, and a huge foodie culture. We will visit bars, bakeries, dessert parlors, and cafes, as well as artist lofts, street art, boutiques, and bookstores. Your tour includes a combination of 10-15 food and non-food indoor and outdoor stops. Participants will enjoy bite-sized food, desserts, coffee, and alcoholic beverages, varying between Latino, Carib, Southern, and American culture. All food and drinks are included. More than just food and drinks, you will learn about Peekskill's rich history spanning 500 years through random, fun, and surprising facts! This will be a 2-mile walk with minimal seating or tables on uneven pavement. The tour starts at 11:30 am and ends at 1:30 pm. The tour is rain or shine. Please come with comfy shoes, an empty tummy, ready to mingle, and we'll do the rest.

Step into the shoes of a newly-minted detective, tasked by Commander Mahoney to solve a gripping case... murder on the streets of New Rochelle. Throughout this crime-solving audio adventure, visit each of the 10 mapped locations. You'll have the option to explore the downtown area using the Walking Map or follow a Driving Map on the city's outskirts. Once you choose, the exact starting point will be revealed. *See images for route. Park or stop at each location, listen to the audio story, and put your detective skills to the test by gathering clues and piecing together the evidence. Finally, make your deductions and issue an arrest warrant. Your overall detective skills will be evaluated, culminating in a Case Performance Score to measure your sleuthing prowess. This game is suitable for solo detectives, dynamic duos, or groups of mystery enthusiasts, offering an immersive audio tale filled with intrigue.

Experience the brilliant colors of fall in the Hudson Valley on a fall foliage helicopter tour. Beginning at the Westchester County Airport in White Plains, board a helicopter with other passengers, then listen as the pilot narrates the journey over landmarks like Tarrytown Castle and the Tappan Zee Bridge. Select from a 30- or 45-minute flight, the latter featuring views of the Bannerman Castle and Dick's Castle and more. An additional airport fee is due at the time of check-in.

Relax into nature with this guided group forest bathing experience in Woodland Park near Peekskill. This is a sensory-based session, based on Shinrin-yoku, or forest bathing. Your guide will facilitate this process, and invite you to share afterwards. This is about a two hour session in the wilderness.

Enjoy a unique opportunity to go kayak fishing in the New York City metropolitan area with a professional fisherman and kayaker, and the only guide providing such tours. Enjoy the flexibility to customize your fishing location and the convenience of having all your equipment provided for you. Instruction on equipment use and safety and fishing tips also provided.

Explore the best local bars in town. This crawl is the perfect way to discover the city's hidden gems. Join us for a night of excitement, laughter, and endless enjoyment on the Peekskill NY Bar and Pub Tour! We will visit 3 bars in downtown Peekskill. Your tour includes both drinks and food. At each bar, we will order one drink per person and shared appetizers for the group. The tour will last 2 hours give or take. This is a great tour for solo travelers to meet people, couples, or groups. You can also book this tour as a private group. During the tour, you will also learn about the gastronomy, music, and art culture of Peekskill. We will meet at 8 pm and end at 10 pm. All food and drinks are included. The tour is rain or shine and is great for solo travelers, corporate groups, and private groups, so come with comfy shoes, ID, an empty tummy, ready to mingle, & we'll do the rest. Book your spot now and get ready to indulge in Peekskill's nightlife!

Embark on an unforgettable journey through the picturesque landscapes of the Hudson Valley with our exclusive Wine Vineyard Tour. Immerse yourself in the beauty of scenic vineyards, where every step is a photo opportunity waiting to happen. Indulge your senses by savoring the exquisite flavors that the region has to offer. Join us on this enchanting adventure and discover the magic of Hudson Valley! We will meet at Dillan's Wine Cellar in Peekskill, NY, and head to 2-3 vineyards, depending on the events that may be happening at each vineyard. As the tour is by car. The tour includes one tasting per vineyard, which has 3-4 different wines, plus shared appetizers/snacks for the table at each vineyard. Your trip includes transport, gas, tolls, wine, lunch, and the tour. The tour happens rain or shine. The tour is 4 hrs from 11:30am - 3:30pm. This tour is great for solo travelers, couples, or groups. Book your tour today and treat yourself some relaxation!

Our very unique, immersive adventures are the only ones of their kind. We, unlike other companies, provide your very own remote, interactive, live host to assist and encourage you along through your phone. We are an Austin, TX-based global custom event design company offering scavenger hunts and other events in 300+ cities in North America and beyond. Our specially hand-crafted adventures are equal parts tour, creative challenge, detective hunt, and social experiment! Guests get to discover in an alternate reality our favorite hidden gems off the beaten trail and creatively interpret fun art, history, and culture clues - for points! They get to enjoy fame and glory while appearing on our website’s international leaderboard, no matter what their score. They get to essentially race other teams in other cities, even if they don’t have competitors who have signed up in their city that day. Get ready to discover unusual oddities, laugh out loud, and make the experience your own!

Hover over the flame-red leaves of the Hudson Valley’s fall foliage on a seasonal helicopter tour. Fly over Westchester County landmarks such as the Yonkers Waterfront and Tappan Zee Bridge, or upgrade to include a Bear Mountain flyover. This tour is ideal for fall foliage pilgrims; plus, the a private pilot ensures you'll receive undivided attention.

Our very unique, immersive adventures are the only ones of their kind. We, unlike other companies, provide your very own remote, interactive, live host to assist and encourage you along through your phone. We are an Austin, TX-based global custom event design company offering scavenger hunts and other events in 300+ cities in North America and beyond. Our specially hand-crafted adventures are equal parts tour, creative challenge, detective hunt, and social experiment! Guests get to discover in an alternate reality our favorite hidden gems off the beaten trail and creatively interpret fun art, history, and culture clues - for points! They get to enjoy fame and glory while appearing on our website’s international leaderboard, no matter what their score. They get to essentially race other teams in other cities, even if they don’t have competitors who have signed up in their city that day. Get ready to discover unusual oddities, laugh out loud, and make the experience your own!

We will visit 8-10 shops, a combination of thrift, vintage, second-hand, and consignment stores. After shopping, we will go to one of my favorite wine vineyards, and as a final treat, we will go to Woodbury Commons Outlets. The tour cost includes gas, tolls, parking fees, a small coffee from our local cafe, a glass of wine or sangria at the vineyard, and some shared appetizers and bites from the vineyard kitchen. Your tour cost includes gas, tolls, parking fees, coffee, wine or sangria, and shared appetizers at the vineyard. You are responsible for paying for all your goods at each store. The tour is from 11:30 am-5:30 pm. The tour is rain or shine. All food and drinks are included. Wear comfy shoes. Don't miss the chance to explore the best of New York's shopping and wine scene in one unforgettable tour. The tour is rain or shine and is great for solo travelers, corporate groups, and private groups, so come with comfy shoes, an empty tummy, ready to mingle, & we'll do the rest.