
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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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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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.
No similar experiences found

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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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.
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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.
No similar experiences found

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
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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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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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Common questions about booking Westchester County experiences through SimilarTours
Fall is peak season - the foliage helicopter tours are wildly popular then, and for good reason. The Hudson Valley turns brilliant gold and red from roughly late September through early November. If you're after smaller crowds and lower prices, spring and summer work well too, though the aerial views won't be quite as dramatic.
Book popular fall tours at least 2-3 weeks out, especially for weekends. Private tours for couples and small groups (2-6 people) fill quickly during October. Check before you go for current availability, as weather can shift schedules.
Westchester's spread out, so a car makes life easier for reaching kayak launches, woodland parks, and historic sites. Most helicopter tours operate from local facilities and provide pickup details when you book - confirm transportation logistics directly with the operator.
Yes - a local guide transforms a kayak fishing trip or forest bathing session into real knowledge rather than just activity. Helicopter tours especially benefit from a pilot who knows the best angles for foliage and skyline shots.
Most include the flight itself, safety briefing, and headsets so you can hear over the noise. Shared Manhattan tours are more affordable than private Hudson Valley trips. Check what's covered - some include photos or video, others don't.
Helicopter tours typically have age/weight restrictions (check before you go), so younger kids may not qualify. Forest bathing and scavenger hunts work well for families, and kayak fishing tours can accommodate groups if you book the right operator.
Helicopter tours run in most conditions, but wind and clouds affect visibility - early morning flights often have clearer skies. Kayaking and forest bathing are best in mild temperatures; avoid extreme heat or cold.
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Westchester County sits just north of New York City, offering a surprising range of experiences that blend suburban ease with dramatic natural scenery. Visitors here book helicopter tours more than anything else - whether it's chasing fall foliage over the Hudson Valley, catching Manhattan's lights from above, or taking a flight lesson yourself. You'll also find quieter pursuits: kayak fishing on local waterways, forest bathing in woodland parks, and offbeat outings like touring the remarkable Armour-Stiner Octagon House or a scavenger hunt through Croton-on-Hudson. It's a place where you can be airborne over skyscrapers one day and paddling through quiet coves the next.