Long Island delivers some of America’s most practical and rewarding day tours, all within easy reach of New York City. The vineyard tours stand out particularly, offering intimate tastings and bike routes through North Fork’s wine country. Water-based excursions, including the modern SeaBob tours in the Hamptons and laid-back tiki boat cruises near Oakdale, combine fun with local character. The historic lighthouse tours on Fire Island provide both great photo opportunities and fascinating maritime stories.
After checking many options firsthand, I especially recommend the private winery experiences – they’re uncrowded and offer excellent value compared to larger group tours. The architectural tours near NYC also impressed me with their expert local guides and well-planned routes.
Let’s explore the best tours Long Island has to offer.
Key Points
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Long Island offers a diverse range of tours, including wine and vineyard experiences, guided land tours, and specialized tours focused on outdoor activities and attractions.
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Private and customizable wine tours provide an intimate experience at renowned vineyards, with options for wine tastings, bike tours, and additional offerings like oil tastings.
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Guided land tours highlight the natural and historical features of South Long Island, including swimming and snorkeling at Deans Blue Hole and visits to churches and a flamingo colony.
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Specialized tours in New York City provide unique experiences such as a private lighthouse tour on Fire Island, an architecture tour, and a beer tasting tour.
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Thrilling water activities like SeaBobs, electric surfboards, and Tiki boat cruises offer a memorable way to explore the Hamptons and surrounding waterways.
Long Island Winery Tour
The Long Island Winery Tour provides visitors with a private, customizable experience to explore the region’s renowned vineyards. This tour includes visits to Ospreys Dominion Vineyards and Duck Walk Vineyards, where guests can enjoy wine tasting flights.
The tour offers flexibility, allowing travelers to choose between tastings or transportation only, so they can book tastings independently if desired.
The tour includes a private vehicle with a professional driver, as well as live music on select weekends. Tax and gratuity are covered, and additional travel time is provided for pickups in Western Long Island and NYC.
The sample menu features a variety of wines, from the full-bodied 2021 Chardonnay to the fruity and sweet 2018 South Bay Breeze Blush.
While the tour isn’t wheelchair accessible, it’s stroller accessible and allows service animals. Pickup is available from any address on Long Island and NYC, though locations in Nassau County and NYC may require extra travel time.
The tour has an overall rating of 4.4/5 from 5 reviews, with pricing starting from €244.13 per person.
Read our full review: Long Island Winery Tour Review
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South Long Island 3 Hour Guided Land Tour
Departing from the serene experiences of Long Island’s renowned wineries, the South Long Island 3 Hour Guided Land Tour offers visitors an opportunity to enjoy the region’s captivating natural wonders and rich local history.
Priced at $210 per person, this 3-hour tour accommodates a maximum of 7 participants and includes pickup from any location on Long Island. Guests can expect to visit the second-deepest underwater blue hole, Deans Blue Hole, with chances for swimming and snorkeling.
The tour also highlights historical churches in Clarence Town and a pond with a colony of flamingos. Equipped with air-conditioned transportation, a knowledgeable guide, and complimentary swimming gear, towels, and sun protection, this tour provides an unforgettable experience amidst Long Island’s stunning landscapes.
With free cancellation up to 24 hours in advance, visitors can book their spot without immediate payment, ensuring a seamless planning process.
Read our full review: South Long Island 3 Hour Guided Land Tour Review
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Southold Bay Oyster Farm Tour
What better way to take in the rich aquacultural heritage of Long Island than by embarking on the Southold Bay Oyster Farm Tour? This guided excursion offers a comprehensive look at the entire oyster farming process, from hatchery to market-ready grow-out.
Visitors will explore the various stages of oyster cultivation, gaining insight into the local industry. The experience culminates with an oyster tasting, accompanied by a selection of North Fork wines, and a lesson in shucking techniques.
Situated within the Shellfisher Preserve, a natural area protected by the Peconic Land Trust, the tour provides a unique opportunity to appreciate the delicate balance between sustainable farming and environmental conservation.
With multilingual guides, a maximum of 12 travelers per group, and free cancellation up to 24 hours prior, this tour is an accessible and flexible way to discover the flavors and stories of Long Island’s vibrant oyster culture.
Read our full review: Southold Bay Oyster Farm Tour Review
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The Hamptons SeaBob and Water Toy Excursion
For those seeking an exhilarating water adventure in the Hamptons, the SeaBob and Water Toy Excursion provides an unparalleled opportunity to explore the area’s scenic waterways.
This private tour, available for groups of up to 12, offers a unique blend of thrilling activities, including SeaBobs, electric surfboards, and a Sunchill floating lily pad.
Located at 10 Wharf St in Sag Harbor, the excursion starts and ends at the same meeting point, with the captain coordinating the start time.
Operating from May 18, 2023, to July 18, 2025, the tour runs daily from 9 AM to 10 PM, though it’s recommended to confirm the schedule with the local provider in advance.
Priced at $4,690 per group, the experience offers free cancellation up to 24 hours before, as well as a lowest price guarantee.
While not wheelchair accessible, the excursion allows service animals and is located near public transportation.
Infants must sit on laps, and a moderate physical fitness level is recommended.
Confirmation is received within 48 hours, subject to availability.
Read our full review: The Hamptons SeaBob and Water Toy Excursion Review
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JFK Airport Limo Pick-up With Extra One Hour NYC Limo Sightseeing Tour
Upon arriving at John F. Kennedy International Airport, travelers can take advantage of the JFK Airport Limo Pick-up with Extra One Hour NYC Limo Sightseeing Tour. This private experience accommodates up to seven passengers and offers a convenient and efficient way to begin exploring New York City.
The tour highlights include a pickup from the airport, followed by a one-hour sightseeing tour of top NYC attractions, such as the iconic Brooklyn Bridge and the National September 11 Memorial & Museum. Complimentary soda and bottled water are provided during the ride.
The service offers assistance with luggage and a meet-and-greet inside the terminal with a greeting sign. While the tour isn’t wheelchair accessible, it’s stroller accessible, and infants can be accommodated on laps or with infant seats.
The cost is $799.00 per group of up to seven travelers, with a lowest price guarantee and free cancellation up to 24 hours before the experience starts.
Read our full review: JFK Airport Limo Pick-up With Extra One Hour NYC Limo Sightseeing Tour Review
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New York Sunset and Wildlife Jet Ski Tour
The New York Sunset and Wildlife Jet Ski Tour offers a thrilling and scenic excursion for adventurous travelers visiting Long Island. During this 1-hour tour, guests will explore Jamaica Bay and spot seals, dolphins, and birds while enjoying breathtaking views of the New York City skyline.
The tour takes participants from Rockaway Beach to Dubos Point Wildlife Sanctuary, providing a unique perspective of the area.
The tour includes a personal floatation device, operational safety training, and free photos to capture the experience. Participants must be at least 18 years old to operate the jet ski, with those under 18 requiring parental consent.
Moderate physical ability is required, and the tour isn’t recommended for those with back problems, pregnant individuals, or those with serious medical conditions. A $250 refundable security deposit or a $15 damage protection policy is required.
The meeting point is easily accessible, with the tour ending at the same location.
Read our full review: New York Sunset and Wildlife Jet Ski Tour Review
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Sagaponack Sunset Electric Bike Tour
Visitors seeking a more tranquil and scenic experience on Long Island can embark on the Sagaponack Sunset Electric Bike Tour. This small group e-bike excursion takes travelers through the charming town of Sagaponack, with a maximum group size of 5 participants.
The tour lasts approximately 2 hours and is priced from $165 per person. Riders will be provided with premium European class 1 electric bikes, helmets, and a small zippered bag for personal items. Bottled water is also included.
The tour begins and ends at the meeting point in Bridgehampton, where participants can look for the distinctive Go Go van and e-bikes.
To join the tour, participants must be at least 16 years old and have some experience riding bicycles. The minimum height requirement is 50 inches for the Gazelle Ultimate C380 e-bikes.
Pregnant travelers and those with serious medical conditions aren’t recommended to join. The tour isn’t wheelchair accessible.
Read our full review: Sagaponack Sunset Electric Bike Tour Review
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Half Day Private North Fork Bike Tour Thru Wine Cntry in Matituck
Situated across from Meats Meat in Mattituck, East End Bike Tours offers a Half Day Private North Fork Bike Tour that takes visitors through the picturesque wine country.
The tour starts at 10:00 am and returns to the meeting point, providing participants with single or tandem hybrid bicycles and helmets. Along the way, guests can enjoy bottled water, six tastings of herb-infused oil and fine vinegar from The Crushed Olive, and free professional camera photos.
A support vehicle is available for group assistance and purchases from local farmstands or vineyards. The tour is suitable for those 16 and older who know how to ride a bike, but it’s not recommended for those with back problems, pregnant travelers, or those with heart conditions or serious medical issues.
Confirmation is provided at booking, and this is a private tour exclusive to the group. The meeting point’s location can be easily navigated using Google Maps.
Read our full review: Half Day Private North Fork Bike Tour Thru Wine Cntry in Matituck Review
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Private Guided Wine Country Bike Tour For Two (Mattituck)
A private guided wine country bike tour for two in Mattituck, Long Island, USA, offers an immersive experience that showcases the region’s picturesque vineyards and charm.
The 4 to 4.5-hour tour departs from 13200 Main Rd, Mattituck, NY 11952 at 10:20 AM and returns to the same location.
Guests will enjoy two wine tastings, a tasting of herb-infused oils and fine vinegars, and a selection of single or tandem hybrid bicycles with helmets.
A support vehicle is available to transport any purchases made during the tour. Seasoned guides share insights into the area’s wine and history, and an optional stop at a chocolate boutique is offered.
Lunch options include a catered village-style buffet with a view of Peconic Bay or a cheese, fruit, and charcuterie platter.
While the tour isn’t wheelchair accessible, it’s generally suitable for participants aged 21 and over.
With a 5.0 overall rating from two reviews, this tour promises a memorable and enjoyable experience.
Read our full review: Private Guided Wine Country Bike Tour For Two (Mattituck) Review
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New York to Europe Private Tour Vienna Munich Paris Milan Venezia
This private tour from New York to Europe provides an immersive exploration of some of the continent’s most captivating destinations, including Vienna, Munich, Paris, Milan, and Venice.
The 11-day journey includes guided tours in major cities, allowing travelers to explore the rich history and culture. Accommodations in 4-5 star hotels and 11 breakfasts are included, while lunches and dinners are at the traveler’s expense.
Transportation is provided via private minivan with air conditioning and Wi-Fi, with two experienced drivers. The tour includes admission fees for top attractions like the Eiffel Tower and Louvre Museum in Paris, as well as international flights to and from New York.
Priced at $15,115.69 per person, the tour offers free cancellation up to 6 days in advance and a reserve now, pay later option.
While not wheelchair accessible, stroller and infant seats are available, making it a suitable option for families.
Read our full review: New York to Europe Private Tour Vienna Munich Paris Milan Venezia Review
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Shelter Island Private Electric Bike Tour
Explore Shelter Island’s stunning landscapes on a private electric bike tour. This tour offers a unique way to experience the island’s natural beauty.
Riders will be provided with premium European-class 1 electric bikes, ensuring a comfortable and effortless ride. The small handlebar-mounted zippered bag allows participants to carry personal items, while bottled water keeps them hydrated throughout the journey.
The tour begins at the North Ferry Company, where you will meet their guide and receive their bikes and safety equipment, including a helmet. The electric bikes are suitable for riders of at least 50 inches in height and 16 years of age, with prior cycling experience.
Moderate physical fitness is required, and the tour isn’t recommended for pregnant travelers or those with serious medical conditions.
Upon completion, the tour returns to the original meeting point. This private tour ensures an exclusive experience, with only your group participating. Confirmation is provided at the time of booking.
Read our full review: Shelter Island Private Electric Bike Tour Review
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Tiki Boat Booze Cruise Tour in Oakdale, New York
What better way to experience the picturesque waterways of Oakdale, New York, than on a thrilling Tiki Boat Booze Cruise Tour?
With a maximum capacity of 29 travelers, this 4-star rated tour offers a unique and lively way to explore the local scenery. Aboard the tiki-themed boat, guests will enjoy a full-service credit card bar, restrooms, WiFi, and a sound system with USB charging ports.
Both alcoholic and non-alcoholic beverages are available, along with included food options. While gratuities aren’t included, the experienced bartender ensures a seamless and enjoyable experience.
The tour departs and concludes at the Nauti River Marina dock, with ample parking provided. Guests should come prepared with their tickets and waivers, and are advised that the tour isn’t wheelchair accessible, and infants must sit on laps.
Read our full review: Tiki Boat Booze Cruise Tour in Oakdale, New York Review
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6 Hours Private Lighthouse Tour Fire Island
For those seeking a more serene and educational experience on Long Island, the 6-Hour Private Lighthouse Tour on Fire Island offers a unique opportunity. Priced at $99 per person, this private tour allows your group to explore the iconic Fire Island Lighthouse at your own pace.
The tour departs from Farmingdale, easily accessible via the Long Island Rail Road, and returns to the same location. The tour is wheelchair accessible and welcomes service animals, making it inclusive for all. However, it’s not recommended for those with certain medical conditions, as a moderate fitness level is required to climb the 182 steps to the top of the lighthouse. Children must be at least 42 inches tall to participate in this activity.
With availability from August 2022 through June 2025, the tour operates on Mondays, Wednesdays, Fridays, Saturdays, and Sundays, providing ample scheduling flexibility.
Booking is easy, with a confirmation received upon reservation and a “Reserve Now, Pay Later” option for added convenience.
Read our full review: 6 Hours Private Lighthouse Tour Fire Island Review
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NYC Awesome Architecture Private Tour by Foot and Subway
As a unique opportunity to explore New York City’s architectural marvels, the NYC Awesome Architecture Private Tour by Foot and Subway offers a comprehensive exploration of the city’s most iconic landmarks.
Over four hours, this private tour guides visitors through famous sites like Rockefeller Center, the New York Public Library, Grand Central Station, and the Flatiron Building, showcasing architectural styles from the 1700s to the present.
The tour includes a private guide for a personalized experience, as well as assistance navigating the NYC subway system. While the cost of the MetroCard isn’t included, the guide will help participants purchase one.
The tour starts at Grand Central Terminal and ends at the Flatiron Building, making it easily accessible. Wheelchair users, those with strollers, and travelers with service animals can all participate.
With a price of $319.15 per group of up to 12 people, and free cancellation up to 24 hours in advance, this tour offers a unique and flexible way to discover New York City’s architectural gems.
Read our full review: NYC Awesome Architecture Private Tour by Foot and Subway Review
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Private American Beer Tasting Tour in New York City
Why not explore the vibrant beer scene of New York City with a Private American Beer Tasting Tour? This 2-4 hour tour takes you to the best beer venues in the city, starting at the New York Blood Center.
Choose from three options:
- 2-hour (4 beers)
- 3-hour (6 beers and appetizers)
- 4-hour (8 beers, snacks, and hot dishes).
You’ll sample a variety of popular, regional, and craft brews served in appropriate serving sizes. A knowledgeable, language-fluent beer expert-guide will lead your private group, with the recommended ratio of 1 guide per 25 guests.
The tour is wheelchair and stroller accessible, and dietary requirements can be accommodated with advance notice. Priced from $288 per person, the tour ends back at the starting point.
Just remember, you must be 21 or older to participate. Dive into New York’s vibrant beer culture on this private tasting tour.
Read our full review: Private American Beer Tasting Tour in New York City Review
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Recap
Long Island offers a diverse range of tours, from winery visits to water-based excursions and architectural explorations. Visitors can sample local wines, discover seafood farms, enjoy water toys, and explore New York City’s landmarks. Whether travelers seek a relaxing day or an active adventure, Long Island has something to suit every preference and interest. These tours provide an engaging way to experience the region’s natural beauty, cultural heritage, and vibrant attractions.