
The most-booked Westchester County tours and tickets right now

Your private Robinson R44 helicopter will whisk you from Westchester County Airport to Manhattan and back at sunset, day or night. Dazzle your loved one with unforgettable aerial views of the iconic Manhattan Skyline from above while cozying up to one another. Helicopters take off from Westchester County Airport and reach NYC airspace within minutes. Our skilled pilots will take you on a 30-minute tour, showcasing bird's-eye views of Midtown Manhattan, Central Park, Empire State Building, Harlem, Yankee Stadium, and the George Washington Bridge. Please note: the 30-minute tour does not cover the Lower Manhattan/Statue of Liberty area. For a more extended tour, the 45-minute ride includes all the sights mentioned above, plus a visit to the Freedom Tower, Battery Park, Statue of Liberty and Ellis Island. If you choose the transfer option, we can provide roundtrip car service between Manhattan and Westchester County Airport for your convenience.
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Soar above New York City and the picturesque Hudson Valley on a helicopter tour departing from Westchester Airport, just outside NYC. Choose between a 30-minute helicopter flight with aerial views of Central Park, Yankee Stadium and the East River bridges, and a 45-minute tour that continues downtown toward Freedom Tower, Battery Park, Ellis Island and the Statue of Liberty. Or plan a romantic date with an upgrade to a private couple’s flight.
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Take your friends, family or partner on a once-in-a-lifetime adventure over New York at sunset, day or night. Dazzle your guests with unforgettable aerial views of iconic landmarks from above while cozying up to one another. Ride in comfort and luxury in an Airbus AS350/H125 helicopter for 2-6 people or twin engine Airbus AS355 for 5 people. Helicopters lift off from Westchester County Airport and reach NYC airspace in just a few minutes. On a 30-minute helicopter tour our skilled pilots will dazzle you with bird’s-eye views of Manhattan, Central Park, Empire State Building, Harlem, Yankee Stadium and the George Washington Bridge. The 45-minute extended tour includes the above sights and continues to Lower Manhattan to see the Freedom Tower, Battery Park and Ellis Island. Wave to Lady Liberty before circling back to White Plains. Options with transfer include roundtrip car service between Manhattan and Westchester County Airport.
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This is a low-tech, low-data audio tour that does not track or trace users. The tour runs in any smartphone browser, no cut-rate app required! Includes a bonus audiobook of Washington Irving's "The Legend of Sleepy Hollow" !!! (7-day access) Step into the haunting world of Sleepy Hollow with this immersive self-guided audio ghost tour, blending verified history, chilling local legends, and the eerie atmosphere that inspired Washington Irving’s timeless tale. Using your smartphone, GPS-linked Google Maps, and professionally narrated audio, you’ll explore at your own pace, day or night — no groups, no schedules, no rush. Drive or walk.
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Experience the thrill of flying around the Hudson Valley with this helicopter flight lesson from Westchester Airport in White Plains, NY. Start with ground instruction to learn about basic flying technique and safety and then take to the air during an approximately 30- or 60-minute private lesson. One student will be allowed access to the controls under the supervision of a certified flight instructor. While airborne, you will enjoy breathtaking views and try your hand at basic maneuvers (turning, climbing, descending, etc.) In the Robinson R44 Raven II helicopter you have the option to invite an additional passenger/observer to ride along with you (subject to weight limitations). Please note: the observer does not fly the helicopter. Flying lessons are not permitted in NYC airspace. No prior flying experience needed.
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Perfect for a romantic date, couples enjoy the beautiful Fall colors of Hudson Valley from the sky. Helicopters lift off from a quiet location at Westchester Airport and in just a few minutes you will find yourself soaring above historic and natural landmarks dressed in fall colors. All tours are personally narrated by friendly and experienced pilots. 30-minute tour includes: Castle-on-Hudson, Kykuit (Rockefeller Estate), Sleepy Hollow Lighthouse, Gov. Mario M. Cuomo Bridge, Indian Point Energy Center, Harriman State Park, Bear Mountain, US Military Academy at West Point* and the infamous Sing Sing Prison. Opt for the 45-minute tour to see Dick's Castle, Bannerman Castle and landmarks south of the Gov. Mario M. Cuomo Bridge: Lyndhurst Mansion and The Palisades. *West Point subject to temporary airspace restrictions
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New York State’s picturesque fall foliage season is not to be missed. Instead of crowded parks and trails marvel at the cascade of blazing reds, yellows and oranges of Hudson Valley fall foliage from the comfort of a helicopter. Helicopters lift off from a quiet location at Westchester Airport and in just a few minutes you will find yourself soaring above historic and natural landmarks dressed in fall colors. All tours are personally narrated by friendly and experienced pilots. 30-minute tour includes: Castle-on-Hudson, Kykuit (Rockefeller Estate), Sleepy Hollow Lighthouse, Gov. Mario M. Cuomo Bridge, Indian Point Energy Center, Harriman State Park, Bear Mountain, US Military Academy at West Point* and the infamous Sing Sing Prison. Opt for the 45-minute tour to see Dick's Castle, Bannerman Castle and landmarks south of the Gov. Mario M. Cuomo Bridge: Lyndhurst Mansion and The Palisades. *West Point subject to temporary airspace restrictions
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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!
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Major attractions with reserved entry - skip the queue, walk straight in

Your private Robinson R44 helicopter will whisk you from Westchester County Airport to Manhattan and back at sunset, day or night. Dazzle your loved one with unforgettable aerial views of the iconic Manhattan Skyline from above while cozying up to one another. Helicopters take off from Westchester County Airport and reach NYC airspace within minutes. Our skilled pilots will take you on a 30-minute tour, showcasing bird's-eye views of Midtown Manhattan, Central Park, Empire State Building, Harlem, Yankee Stadium, and the George Washington Bridge. Please note: the 30-minute tour does not cover the Lower Manhattan/Statue of Liberty area. For a more extended tour, the 45-minute ride includes all the sights mentioned above, plus a visit to the Freedom Tower, Battery Park, Statue of Liberty and Ellis Island. If you choose the transfer option, we can provide roundtrip car service between Manhattan and Westchester County Airport for your convenience.
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Small-group + private walking tours with a local guide

Soar above New York City and the picturesque Hudson Valley on a helicopter tour departing from Westchester Airport, just outside NYC. Choose between a 30-minute helicopter flight with aerial views of Central Park, Yankee Stadium and the East River bridges, and a 45-minute tour that continues downtown toward Freedom Tower, Battery Park, Ellis Island and the Statue of Liberty. Or plan a romantic date with an upgrade to a private couple’s flight.
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New York State’s picturesque fall foliage season is not to be missed. Instead of crowded parks and trails marvel at the cascade of blazing reds, yellows and oranges of Hudson Valley fall foliage from the comfort of a helicopter. Helicopters lift off from a quiet location at Westchester Airport and in just a few minutes you will find yourself soaring above historic and natural landmarks dressed in fall colors. All tours are personally narrated by friendly and experienced pilots. 30-minute tour includes: Castle-on-Hudson, Kykuit (Rockefeller Estate), Sleepy Hollow Lighthouse, Gov. Mario M. Cuomo Bridge, Indian Point Energy Center, Harriman State Park, Bear Mountain, US Military Academy at West Point* and the infamous Sing Sing Prison. Opt for the 45-minute tour to see Dick's Castle, Bannerman Castle and landmarks south of the Gov. Mario M. Cuomo Bridge: Lyndhurst Mansion and The Palisades. *West Point subject to temporary airspace restrictions
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Museums, ruins, art collections, religious sites with expert guides

This is a low-tech, low-data audio tour that does not track or trace users. The tour runs in any smartphone browser, no cut-rate app required! Includes a bonus audiobook of Washington Irving's "The Legend of Sleepy Hollow" !!! (7-day access) Step into the haunting world of Sleepy Hollow with this immersive self-guided audio ghost tour, blending verified history, chilling local legends, and the eerie atmosphere that inspired Washington Irving’s timeless tale. Using your smartphone, GPS-linked Google Maps, and professionally narrated audio, you’ll explore at your own pace, day or night — no groups, no schedules, no rush. Drive or walk.
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Walk through the real-life landscape that inspired one of America’s most famous ghost stories. This self-guided Sleepy Hollow adventure takes you to the Headless Horseman Statue, the legendary bridge, the Old Dutch Church, Philipsburg Manor, Washington Irving’s grave, and the hauntingly beautiful Sleepy Hollow Cemetery—all while uncovering Revolutionary War intrigue, eerie local legends, and the true history behind the folklore. With GPS-triggered storytelling that plays automatically as you walk, you’re free to explore at your own pace and experience Sleepy Hollow where the legend actually happened.
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Bike tours, e-bikes, kayaking, rafting, anything outside

I am the only guide, giving kayak fishing tours in the NYC metro area. This is a once in a lifetime experience with a professional fisherman / kayaker. I supply everything you need to catch fish in the big apple.
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Half-day to full-day trips out of the city - Pompeii, Tivoli, Tuscany, you name it

Experience the thrill of flying around the Hudson Valley with this helicopter flight lesson from Westchester Airport in White Plains, NY. Start with ground instruction to learn about basic flying technique and safety and then take to the air during an approximately 30- or 60-minute private lesson. One student will be allowed access to the controls under the supervision of a certified flight instructor. While airborne, you will enjoy breathtaking views and try your hand at basic maneuvers (turning, climbing, descending, etc.) In the Robinson R44 Raven II helicopter you have the option to invite an additional passenger/observer to ride along with you (subject to weight limitations). Please note: the observer does not fly the helicopter. Flying lessons are not permitted in NYC airspace. No prior flying experience needed.
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Private guides, VIP access, after-hours tours, premium small-group

Take your friends, family or partner on a once-in-a-lifetime adventure over New York at sunset, day or night. Dazzle your guests with unforgettable aerial views of iconic landmarks from above while cozying up to one another. Ride in comfort and luxury in an Airbus AS350/H125 helicopter for 2-6 people or twin engine Airbus AS355 for 5 people. Helicopters lift off from Westchester County Airport and reach NYC airspace in just a few minutes. On a 30-minute helicopter tour our skilled pilots will dazzle you with bird’s-eye views of Manhattan, Central Park, Empire State Building, Harlem, Yankee Stadium and the George Washington Bridge. The 45-minute extended tour includes the above sights and continues to Lower Manhattan to see the Freedom Tower, Battery Park and Ellis Island. Wave to Lady Liberty before circling back to White Plains. Options with transfer include roundtrip car service between Manhattan and Westchester County Airport.
No similar experiences found

Perfect for a romantic date, couples enjoy the beautiful Fall colors of Hudson Valley from the sky. Helicopters lift off from a quiet location at Westchester Airport and in just a few minutes you will find yourself soaring above historic and natural landmarks dressed in fall colors. All tours are personally narrated by friendly and experienced pilots. 30-minute tour includes: Castle-on-Hudson, Kykuit (Rockefeller Estate), Sleepy Hollow Lighthouse, Gov. Mario M. Cuomo Bridge, Indian Point Energy Center, Harriman State Park, Bear Mountain, US Military Academy at West Point* and the infamous Sing Sing Prison. Opt for the 45-minute tour to see Dick's Castle, Bannerman Castle and landmarks south of the Gov. Mario M. Cuomo Bridge: Lyndhurst Mansion and The Palisades. *West Point subject to temporary airspace restrictions
No similar experiences found

Perfect for couples, the whole family or group of friends, enjoy the beautiful Fall colors of Hudson Valley from the sky. Helicopters lift off from Westchester County Airport and in just a few minutes soar above historic and natural landmarks dressed in fall colors. All tours are personally narrated by friendly and experienced pilots. Ride in comfort and luxury in an Airbus AS350/H125 helicopter for 2-6 people or twin engine Airbus AS355 for 5 people. 30-minute tour includes: Castle-on-Hudson, Kykuit (Rockefeller Estate), Sleepy Hollow Lighthouse, Gov. Mario M. Cuomo Bridge, Indian Point Energy Center, Harriman State Park, Bear Mountain, US Military Academy at West Point* and the infamous Sing Sing Prison. Opt for the 45-minute tour to see Dick's Castle, Bannerman Castle and landmarks south of the Gov. Mario M. Cuomo Bridge: Lyndhurst Mansion and The Palisades. Options with transfer include roundtrip car service between Manhattan and Westchester County Airport.
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Experience a magical nighttime helicopter ride during The Most Wonderful Time of The Year with up to 5 companions! Departing from Westchester County Airport, you'll soar over New York City and return, creating unforgettable memories with friends and family. This once-in-a-lifetime opportunity allows you to witness the breathtaking views of the iconic Manhattan skyline and familiar landmarks beautifully adorned in holiday lights. Helicopters take off from Westchester County Airport and reach NYC airspace in just minutes. During the tour, our skilled pilots will provide you with stunning bird's-eye views of Midtown Manhattan, Central Park, the Empire State Building, Times Square, and more. If you're lucky, you might bump into Santa Claus mid-air! You will also get to see Lower Manhattan, including the Freedom Tower, Battery Park, and Ellis Island and have the chance to wave to Lady Liberty before circling back to Westchester.
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Common questions about booking Westchester County experiences through SimilarTours
Fall is peak season - the foliage helicopter tours are hugely popular then, and the Hudson Valley looks spectacular from the air. Summer works well for kayaking and outdoor activities. Winter brings the holiday lights tours if you're into that atmosphere.
Private helicopter tours (especially for couples or small groups) fill up weeks ahead, particularly during fall foliage season and the holidays. Shared Manhattan tours have more flexibility. Book as early as you can confirm your dates.
It depends on what you're doing. Helicopter tours typically arrange pickup, so you can avoid driving. But if you're exploring towns like Croton-on-Hudson or visiting the Octagon House, having a car makes things much easier. Check with individual tour operators about their logistics.
Yes, especially for the unusual ones - a forest bathing session in a woodland park or a scavenger hunt in Croton-on-Hudson give you local knowledge and a different angle on the area than you'd get solo. The helicopter tours are obviously experiences you can't do alone.
That varies by operator and tour type. Most private tours include headsets so you can hear the pilot's commentary and talk to your group. Some include photo packages. Always check before you book - what's included differs between a shared Manhattan tour and a private fall foliage flight.
Helicopter tours typically have age and weight requirements - check before you go. The kayak fishing tour and scavenger hunts work well for families, and historic house tours like the Octagon House appeal to kids interested in architecture. Forest bathing sessions tend to be more adult-focused.
Yes - it's right there, 20-40 minutes north depending on where you're coming from. That's partly why helicopter tours from here are so popular. If you're using ground transport, check transit times to your specific activity location.
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Westchester County sits just north of New York City, serving as a quieter base for exploring both the Hudson Valley's natural beauty and Manhattan's skyline. Most visitors here book helicopter tours - whether it's a private flight over the city, a fall foliage run up the Hudson, or a shared tour to catch the holiday lights. If you'd rather stay grounded, there's kayak fishing on the water, forest bathing in woodland parks, and quirky local attractions like the Armour-Stiner Octagon House. It's the kind of place where you can do something genuinely adventurous without losing easy access to the city.