Westchester County packs a surprising variety of high-quality tours into its backyard. Skip the tourist traps and focus on the authentic experiences that make this region special. The standout options include helicopter rides over Manhattan’s skyline (worth every penny for the jaw-dropping views) and kayak fishing trips that get you up close with local marine life. Architecture enthusiasts shouldn’t miss the guided tour of the remarkable Armour-Stiner Octagon House – it’s the only 36-sided home in America. The Hudson Valley fall foliage tours by air are especially memorable, offering unmatched views of autumn colors. Let’s explore the best tour options Westchester has to offer.

Key Points

  • Private helicopter tours from Westchester offer 30- or 45-minute flights with iconic views of Central Park, Statue of Liberty, and Times Square.
  • Shared helicopter tours from Westchester provide a budget-friendly group experience with roundtrip transfers from Manhattan available.
  • The private tour of the Armour-Stiner Octagon House showcases a 36-sided unique architectural design with a high traveler recommendation rate.
  • Hudson Valley fall foliage helicopter tours offer 30- or 40-minute flights with scenic views of landmarks like Castle-on-Hudson and Bear Mountain.
  • Guided kayak fishing tours in Westchester allow for an outdoor exploration of the waterways while fishing from a provided kayak.

Private New York City Helicopter Tour for Couples From Westchester

Private New York City Helicopter Tour for Couples From Westchester

Although the hustle and bustle of Manhattan can be exhilarating, couples seeking a more intimate and breathtaking experience can opt for a private New York City helicopter tour departing from Westchester County Airport.

The 30- or 45-minute flights offer flexibility in schedule and budget, allowing sightseers to admire iconic landmarks like Central Park, Times Square, and the Statue of Liberty from above.

Easily accessible by Metro-North train or car, the Westchester County Airport serves as the launch point for this unique aerial adventure.

Pickup service is available from Manhattan for an additional fee, ensuring a seamless roundtrip experience.

With a maximum weight of 250 lbs per passenger and height limit of 6’3″, the R44 helicopter accommodates most travelers.

Praised by 93% of past customers, this private tour provides an unforgettable and romantic way to experience the Big Apple from a bird’s-eye view.

Read our full review: Private New York City Helicopter Tour for Couples From Westchester Review
Book now: Check availability

Manhattan Helicopter Tour From Westchester (Shared)

Manhattan Helicopter Tour From Westchester (Shared)

Travelers seeking a remarkable bird’s-eye view of Manhattan can embark on a shared helicopter tour departing from Westchester County Airport. The tour offers a 30- or 45-minute ride, providing aerial views of iconic landmarks like Central Park, the Statue of Liberty, and the Freedom Tower.

With a minimum of 2-4 passengers required, the tour allows travelers to share the experience with fellow adventurers, making it an affordable option. The tour accommodates a maximum of 6 passengers per flight and has a total weight limit of 250 lbs per person.

Children under 2 can ride for free on a parent’s lap, while those under 18 require parental consent. Roundtrip transfers from Manhattan are available for an additional fee, and the tour is easily accessible via the Metro-North train from Grand Central.

With a 92% traveler recommendation and a Badge of Excellence, this Manhattan helicopter tour promises a thrilling and memorable experience for visitors to Westchester County.

Read our full review: Manhattan Helicopter Tour From Westchester (Shared) Review
Book now: Check availability

Private Tour of The Armour-Stiner Octagon House in New York

Private Tour of The Armour-Stiner Octagon House in New York

Visitors can explore the captivating Armour-Stiner Octagon House through a private tour offered in Irvington, New York. This unique 36-sided octagonal house, with its distinctive architecture, receives an exceptional 97% traveler recommendation based on 36 reviews.

At just $29 per person, the tour provides in-depth, knowledgeable insights from a docent well-versed in the home’s history and design.

Though the house isn’t wheelchair accessible, most travelers can participate in this private activity, which concludes at the meeting point where it began. Guests will receive confirmation of their booking and can expect to learn fascinating details about the property.

With an impressive 4.9 overall rating, this tour offers an engaging look into the Armour-Stiner Octagon House, a rare and remarkable architectural gem in Westchester County.

Read our full review: Private Tour of The Armour-Stiner Octagon House in New York Review
Book now: Check availability

Private New York City Helicopter Tour for 2-6 From Westchester

Private New York City Helicopter Tour for 2-6 From Westchester

For those seeking an unforgettable aerial adventure, the Private New York City Helicopter Tour from Westchester offers a remarkable opportunity to soar above the iconic skyline.

Recommended by 95% of travelers, this 30-minute tour provides live narration from a knowledgeable pilot/guide tailored to your interests. Departing from the crowd-free Westchester County Airport, you’ll experience epic views and photo opportunities aboard an Airbus AS350/H125 or Airbus AS355 helicopter with a maximum combined weight of 1000 lbs.

While the tour doesn’t cover Lower Manhattan or the Statue of Liberty, it showcases the stunning panorama of the city’s landmarks.

Accessible via Metro-North train and taxi, the meeting point at Atlantic Aviation West offers free parking and roundtrip transfers from Manhattan for an additional fee. Tours are subject to weather and maintenance, but cancellations allow for rescheduling or a full refund.

With a wheelchair-accessible design and free cancellation up to 24 hours in advance, this private helicopter experience is an ideal way to celebrate special occasions with unparalleled aerial views of New York City’s skyline.

Read our full review: Private New York City Helicopter Tour for 2-6 From Westchester Review
Book now: Check availability

Couples Private Hudson Valley Fall Foliage Helicopter Tour From Westchester

Couples Private Hudson Valley Fall Foliage Helicopter Tour From Westchester

Couples seeking a romantic aerial adventure can enjoy the Private Hudson Valley Fall Foliage Helicopter Tour from Westchester. The tour departs from Westchester Airport with an experienced pilot, offering 30-minute or 40-minute options to view the stunning autumn colors.

Highlights include soaring over landmarks like Castle-on-Hudson, Bear Mountain, and Indian Point Energy Center.

The tour is priced at $950 per group of up to two passengers. Roundtrip hotel transfers from Manhattan are available for an additional fee, and the meeting point is easily accessible via Metro-North and taxi.

While there’s free parking, passengers should note the weight and height restrictions of 250 lbs per person and 6’3″ maximum.

Booking is flexible, with free cancellation up to 24 hours before the tour. However, flights are subject to weather conditions, so alternative dates or refunds may be offered in case of cancellations.

Read our full review: Couples Private Hudson Valley Fall Foliage Helicopter Tour From Westchester Review
Book now: Check availability

Hudson Valley Fall Foliage Helicopter Tour From Westchester (Shared)

Hudson Valley Fall Foliage Helicopter Tour From Westchester (Shared)

The Hudson Valley Fall Foliage Helicopter Tour from Westchester offers travelers a unique aerial perspective to witness the vibrant autumnal colors blanketing the region.

Departing from the Westchester County Airport, the tour provides a choice between 30- or 45-minute flights, with the longer option including views of Bannerman Castle and Dicks Castle. Highlights of the tour include Tarrytown Castle, the Tappan Zee Bridge, and the Hudson River Palisades. Prices start at $395 per person, varying based on group size.

Accessibility is a key feature, with the tour being wheelchair-friendly and accommodating for infants. However, there are weight restrictions, and a minimum of 2-4 passengers is required for the shared helicopter tour.

Cancellations and weather-related changes are possible, with options for rescheduling or full refunds. While reviews are generally positive, some past guests have reported issues with communication and rescheduling.

Travelers should be mindful of prohibited items, such as Samsung Galaxy Note 7 phones, on the flights.

Read our full review: Hudson Valley Fall Foliage Helicopter Tour From Westchester (Shared) Review
Book now: Check availability

Guided Kayak Fishing Tour

Guided Kayak Fishing Tour

Although the Westchester County region is best known for its picturesque landscapes and historic landmarks, it also offers a unique opportunity to experience the great outdoors through a guided kayak fishing tour.

This tour allows visitors to explore the area’s waterways while fishing from the comfort of a kayak, led by a professional fisherman and kayaker. The tour includes all necessary equipment, from the kayak and personal flotation device to the fishing rod and bait, ensuring a seamless experience.

Participants can customize the fishing location based on their plans, and the tour is private, allowing only your group to participate. With moderate physical fitness required, the tour isn’t recommended for those with serious medical conditions or pregnant travelers.

Priced at $564.11 per person, the guided kayak fishing tour is a great way to take in the natural beauty of Westchester County while enjoying the thrills of recreational fishing.

Read our full review: Guided Kayak Fishing Tour Review
Book now: Check availability

The Sum Up

Westchester County offers a variety of tours to suit different interests. Visitors can take private helicopter tours to see the stunning New York City skyline or enjoy the vibrant fall foliage in the Hudson Valley. For a more serene experience, a guided kayak fishing tour provides an opportunity to explore the local waterways. With such a diverse range of options, there’s something for all to enjoy in Westchester County.