Things to do in Oyster Bay

    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.

    Popular Activities in Oyster Bay

    12-Minute Helicopter Tour Over Westchester

    See Westchester’s landmarks from the air on a quick, scenic flight

    4.6 125 reviews

    Private NYC Helicopter Tour from Westchester

    Fly privately from Westchester for sweeping Manhattan views in 30–45 minutes

    4.6 125 reviews
    $1,040

    Shared NYC Helicopter Tour from Westchester

    Soar above Manhattan with narrated views on a 30–45 minute shared flight

    4.6 125 reviews
    $433/ person

    Madison Square Gilded Age Architecture Tour

    Experience Madison Square's Gilded Age architecture and nightlife history

    4.9 80 reviews
    $63/ person

    Midtown Architectural Tour: Times Square to Rock

    Unlock Midtown from Times Square to Rockefeller Center

    4.9 80 reviews
    $63/ person

    Irvington Octagon House: 3 Floor Guided Tour

    Explore three floors and the veranda of this rare octagonal landmark with an expert docent

    4.8 459 reviews
    $39/ person

    Central Park Bike Tour

    See Central Park's highlights on a guided 2-hour bike ride with photo stops

    5.0 6 reviews
    $48/ bike

    Birthplace of Hip Hop Tour: Harlem and the Bronx

    Explore hip hop's origins with pioneer guides across Harlem and the Bronx

    4.8 128 reviews
    $64/ person

    Walk This Way Thru Harlem Hip-Hop Walking Tour

    Explore Harlem's hip-hop roots with legend guides on a 2-hour walk

    4.8 128 reviews
    $41/ person
    Niagara Falls Day Trip from New York City

    Niagara Falls Day Trip from New York City

    Experience Niagara Falls in a day with guided coach transport from NYC and seasonal boat access

    4.4 195 reviews
    $257/ person

    Washington and Philadelphia Day Trip from New York City

    See D.C. and Philadelphia highlights in a single guided day with round-trip coach transport

    4.4 195 reviews
    $180/ person

    Taste 5 Award-Winning NYC Dishes & Skyline Views

    Taste five award-winning NYC dishes on a guided 3-hour walk with skyline views

    5.0 318 reviews
    $64/ person

    Hell’s Kitchen Food Tour

    Taste diverse global bites in Midtown’s Hell’s Kitchen while hearing insider stories from your guide

    Hamptons Helicopter Ride Beach Picnic

    Fly by private helicopter to East Hampton for a catered beach picnic

    4.4 231 reviews

    Central Park Highlights Running Tour

    Enjoy a casual 4.7-mile run through Central Park's top sights with a guide in about 1.5 hours

    4.9 107 reviews
    $52/ person

    Statue Of Liberty Liberty & Ellis Island Tour

    Explore iconic immigration landmarks with an expert guide in a small group of no more than eight guests.

    5.0 1.4K reviews
    $94/ person

    Metropolitan Museum of Art Skip-the-Line Semi-Private Tour

    Explore The Met's highlights with an expert guide in a small group and skip the lines.

    5.0 1.4K reviews
    $80/ person

    Metropolitan Museum and Central Park Semi-Private Tour

    Explore The Met and Central Park with an expert guide in a small group of up to 8, with reserved entry included

    5.0 1.4K reviews
    $143/ person

    Create Street Art with a Brooklyn Graffiti Pro

    Create your own street-style artwork with guidance from a local NYC graffiti artist in a Brooklyn studio.

    $48/ person

    Explore Bushwick Murals with Street Artist

    Discover Bushwick's vibrant murals with a local street artist guide

    Graffiti Date Night Workshop in Brooklyn

    Create a custom graffiti piece together with a local artist in a Bushwick studio

    Brooklyn Private Graffiti Art Class

    Private instruction in a Bushwick studio led by an NYC graffiti artist

    Brooklyn Street Art Tour

    Explore Brooklyn’s Best Street Art in Bushwick!

    $21/ person

    NYC Speakeasy Pub and Prohibition History Tour

    Visit hidden speakeasies with rich Prohibition stories and preferred entry

    4.7 31 reviews
    $38/ person

    Bar, Lounge, and Rooftop Night Tour in NYC

    Skip the lines and explore bars, speakeasies, and a rooftop with a local host

    4.7 31 reviews
    $38/ person

    NYC Bars, Lounges and Rooftop Nightlife Tour

    Enjoy free admission and express entry to bars, speakeasies, and a rooftop with your nightlife host

    4.7 31 reviews
    $38/ person

    NYC Speakeasy and Prohibition History Tour

    Discover Midtown speakeasies and Prohibition history with rich storytelling

    4.7 31 reviews
    $40/ person

    Standard Central Park Horse Carriage Ride

    See Central Park landmarks on a 40-minute horse-drawn carriage ride for all ages

    4.8 136 reviews
    $230/ carriage

    Horse Carriage Ride to the Tavern on the Green at Central Park

    Ride a private horse-drawn carriage through Central Park with drop-off at Tavern on the Green or the Loeb Boathouse

    4.8 136 reviews

    Central Park, Rockefeller & Times Square Horse Carriage Rides

    Ride a horse-drawn carriage from Central Park to Rockefeller and Times Square in 50 minutes

    4.8 136 reviews
    $235/ carriage

    Classic Central Park Pedicab Tour

    See Central Park’s top sights in 45–60 minutes with a comfortable pedicab and licensed guide

    5.0 2.5K reviews
    $42/ person

    Best of San Diego eBike Tour

    See Gaslamp, the Bay, and Balboa Park on a 2.5-hour guided eBike ride

    4.5 2.4K reviews
    $81/ person

    San Diego Electric Bike Rentals

    Cover more of San Diego’s top sights with easy, pedal-assist eBikes and ride farther with less effort

    4.5 2.4K reviews
    $43/ bike

    Washington DC Monuments at Night Bike Tour

    Pedal the National Mall after dark when it’s cooler and less crowded with guided stops at major memorials.

    4.5 2.4K reviews
    $55/ person

    Washington DC Best of Capitol Hill Bike Tour

    Cycle past the Capitol, Supreme Court, and White House with an expert guide

    4.5 2.4K reviews
    $45/ person

    Private Washington DC Bike Tour

    Customize your route for an intimate, all-ages ride with 2–4 hour options

    4.5 2.4K reviews

    Washington DC Bike Rentals

    Flexible bike rentals from 2 hours to 1 month with helmet, map, and lock

    4.5 2.4K reviews
    $16/ bike

    Miami Beach Highlights Bike Tour

    Discover South Beach’s Art Deco and historic districts on a guided 2-hour ride

    4.5 2.4K reviews
    $48/ person

    Miami Beach Bike Rentals

    Explore Miami Beach at your pace on quality hybrid bikes to Ocean Drive, Espanola Way, and South Pointe Pier

    4.5 2.4K reviews
    $16/ bike

    Private Brooklyn Bridge Bike Tour

    Pedal Lower Manhattan and the Brooklyn Bridge with a private guide

    4.5 2.4K reviews

    Explore the Charm of Oyster Bay

    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.

    Oyster Bay FAQs