Discover amazing Oyster Bay activities and premium in-home experiences.
Oyster Bay invites you to explore its rich tapestry of history and natural beauty, where charming streets meet serene waterfronts. Known for its vibrant maritime heritage and lush landscapes, this coastal gem offers a perfect blend of outdoor adventure and small-town warmth. Whether you're sailing the tranquil waters or discovering local lore at historic sites, Oyster Bay welcomes you with open arms to savor every moment.
Enjoy an hour-long evening cruise with Calypso music along the Nautical Mile
Enjoy coastal views, calypso tunes, and bar service on a relaxing 2-hour evening cruise
Walk Madison Square’s Gilded Age streets with historic images
Walk Midtown from Times Square to Rockefeller Center for art and architecture insights
Ride Central Park with a guide, plus photo stops at key landmarks
Taste your way through Brooklyn with five sizable stops and Brooklyn Bridge history
Taste diverse global bites in Midtown’s Hell’s Kitchen while hearing insider stories from your guide
Fly by private helicopter to East Hampton for a catered beach picnic
Run 4.7 miles through Central Park highlights with a casual-paced guide
Power walk and stretch through Central Park at sunrise
See the Statue of Liberty and Ellis Island with a local guide in a group of 8 or fewer
Explore The Met with a small-group, skip-the-line guided tour
Tour The Met and stroll Central Park in a small group of 8
Walk Midtown with an expert guide in a small group of 12
Walk Lower Manhattan with a guide, ending at the 9/11 Memorial
Walk Central Park with a guide in a semi-private group (max 12) in 2.5 hours
Create your own street-style artwork with guidance from a local NYC graffiti artist in a Brooklyn studio.
Discover Bushwick's vibrant murals with a local street artist guide
Create a custom graffiti piece together with a local artist in a Bushwick studio
Private instruction in a Bushwick studio led by an NYC graffiti artist
Visit hidden speakeasies with rich Prohibition stories and preferred entry
Skip the lines and explore bars, speakeasies, and a rooftop with a local host
Enjoy free admission and express entry to bars, speakeasies, and a rooftop with your nightlife host
Discover Midtown speakeasies and Prohibition history with rich storytelling
40-minute horse-drawn carriage ride past Central Park landmarks
Private horse-drawn carriage ride through Central Park with drop-off at Tavern on the Green
Ride by horse carriage from Central Park to Rockefeller Center and Times Square
Ride through Central Park highlights with scenic photo stops
See Gaslamp, the Bay, and Balboa Park on a 2.5-hour guided eBike ride
Cover more of San Diego’s top sights with easy, pedal-assist eBikes and ride farther with less effort
Pedal the National Mall after dark when it’s cooler and less crowded with guided stops at major memorials.
Cycle past the Capitol, Supreme Court, and White House with an expert guide
Customize your route for an intimate, all-ages ride with 2–4 hour options
Flexible bike rentals from 2 hours to 1 month with helmet, map, and lock
Discover South Beach’s Art Deco and historic districts on a guided 2-hour ride
Explore Miami Beach at your pace on quality hybrid bikes to Ocean Drive, Espanola Way, and South Pointe Pier
Bike with your own guide across the Brooklyn Bridge
Rent a bike near the Brooklyn Bridge and ride Lower Manhattan at your own pace
Rent a bike and ride Central Park with map, lock, basket, and helmet included
Oyster Bay offers a delightful blend of history, nature, and small-town charm that sets it apart from its neighbors. This picturesque area is known for its rich maritime heritage and vibrant arts scene. Visitors can start their journey at Theodore Roosevelt's Sagamore Hill, where they can walk through the former president’s home and enjoy trails with sweeping views. In warmer months, Beekman Beach becomes a hub for kayaking enthusiasts looking to paddle along serene waters.
A stroll down Audrey Avenue reveals quaint shops and cozy cafes perfect for an afternoon break. The local farmers market is a must-visit on weekends, offering fresh produce alongside artisanal goods crafted by talented locals. For those interested in exploring further afield, nearby Planting Fields Arboretum provides stunning botanical gardens ideal for leisurely walks or picnics under ancient trees.
The town comes alive during annual events like the Oyster Festival each fall when seafood lovers gather to savor delicious shellfish dishes while enjoying live music performances. Whether you're hiking through lush preserves or attending cultural festivals that celebrate local traditions, Oyster Bay invites you to experience authentic Long Island life away from bustling city streets.