🍷 Explore Long Island Wineries – Curated by Category

Discover the best wineries on Long Island with custom wine tours tailored to your group’s size, style, and preferences. Whether you’re planning a casual outing, a bachelorette celebration, or a luxury experience, we’ll help you create the perfect day.


🛠️ All Tours Include (Customizable)

  • Tastings at 3–5 selected wineries (depending on your group, length of day and schedule)
  • Approximately 10–15 wine tastings total (this will vary)
  • Optional boxed lunch or foodie mentions 9 Most wineries do not permit and No Food Trucks)
  • Wine tasting fees included ( Most are included- some are a la carte and will be noted as such)
  • Chauffeur/driver provided (gratuity appreciated)

🎉 Optional Enhancements

  • Add a brewery or spirits stop for a mixed tasting experience
  • Scenic photo stops or vineyard experiences for memorable moments
  • Extended tours for Dinner Options
  • Contact us for personalized recommendations based on group size, season, or occasion


  • 🌿 Long Island Economical Wineries

    Pindar Vineyard giant Adirondack  Chair

    EXAMPLE ECONOMICAL WINERIES


    Duckwalk North 

    • If it Rains, 20% Capacity with small tent-1st come and standing room inside.
    • Boxed Lunch or Your own food permitted OUTSIDE only. 
    • Music on Weekends
    • NO Frills type winery- Self Serve ONLY ekends / Lively

    Ospreys Dominion

    • No Reserved seating
    • No Frills-Self Serve ONLY
    • Live Music weekends-weather permitting.
    • If forecast is rain, very limited inside standing capacity

    Pindar Vineyard

    •     Large Groups OK 
    •     No Frills Winery- Self Serve at Most
    •     Food or Boxed Lunches Permitted 
    •     Live Music Weekends
    •     Limited Indoor Seating-1st Come

    Pugliese Vineyard


    • Reservations Required
    • New for 2024- Wine Served Tableside
    • If rain, Very Limited inside seating ( Mainly Standing room only inside) 
    • Food or Boxed Lunches Permitted
    • Excellent Champagne & Port style Wines
    • Live Music Weekends

    Jason's Vineyard


    • Reservations Required
    • Non-Reserved seating ( they tend not to overbook)
    • Boxed Lunches or your Own food permitted on patio
    • Music on Weekends

  • 🍇 long Island Mid-Range / “Better” Wineries

    🍷 Tasting Experience: Refined tastings with reserved seating and table side service with a touch of explanation of wines.


    👥 Group Size: Small to Medium groups accommodated comfortably; substitutions recommended if needed.


    🌟 Highlights: Curated wine selections, scenic vineyard settings, personable staff.


    🥪 Optional Add-Ons: Boxed Lunches ( Provided by a Local Vendor) 


    🎻Live Music NOT available at most.


    MID RANGE WINERIES EXAMPLES


    Pellegrini Vineyard (Max 50+)

    • 11 AM to 3 PM ( larger groups early)
    • Reservations Required
    • Reserved Seating Outside / Inside
    • Food or Boxed Lunches Permitted outside and inside.  
    • No Music
    • Very Busy with all Groups 

    Lenz Vineyard ( Max 16)

    • From 11 AM to 1 PM
    • Reservations Required
    • No Food or Boxed Lunches
    • Great snack Menu
    • One of the Oldest Vines on LI

      

    Bridge Lane Tasting Room  (Max 25)

    • Own Food / Boxed Lunch Permitted
    • Live Music Saturday - Post Mem Day to end Oct (if weather good)
    • FYI: There is no Vineyard here.  
    • FYI: Outdoor Games
    • Excellent Value
    • Limited Indoor Seating

    RGNY Winery - ( Max 14 for this offering

    • Max 14 Guests ( Standard Tastings)
    • Pre-paid Reservations Required
    • Reserved Seating Outside or  Inside
    • Food or Boxed Lunches Not permitted

     

    Corey Creek  (a la Carte- walk in- Max 15

    • Ala Carte-No Inclusive Pricing
    • No Reservations - Walk IN ONLY
    • No Food or Boxed Lunch Permitted
    •  Lite Music on weekends
    • Best views off rear deck

    Bedell Cellars ( a la Carte-walk in- Max 15)


    • 15 Max Guests (10 Max Winter)
    • Ala Carte-No Inclusive Pricing
    • No Reservations -Walk In Only
    • No Reserved seating
    • Offers Light Snacks for Purchase

    Raphael Vineyard (1 Option)(Max 50


    • 12 Noon to 4 PM
    • Reservations Required
    • Reserved Seating Inside & Out
    • Offers Light Lunch
    • Beautiful, Large & Most Scenic
    • Mediterranean Type Architecture from the moment you pull in off the street
    • Lite Live Music on Weekends

    Terravite Vineyard (Max 12)- Boutique


    • Max 6 Guests - All day reservations if a Non Limo or Non Bus or Non Sprinter
    • 7-10 Guests in Limo/Van/Bus - 11 AM to 12:30 PM ONLY. 
    • Reservations Required
    • Reserved Seating
    • Food or Boxed Lunches Not permitted

    Kontokosta


    • Max 30 Guests  
    • Various Options Based on Group Size
    • 11AM to 5 PM 
    • Food or Boxed Lunch NOT permitted
    • No Lunch Offering
    • Walk In ONLY - Noi Reservations ( New 2026)
    • Music hit or miss

    Harbes Vineyard


    • Max 15 Guests
    • Seasonal - From May
    • Ala Carte-Walk In Only
    • Approx $20 to $30/pp
    • No Reserved Seating


  • 🍾 Long Island Lower Premium Wineries

    Paumanok Vineyard Tasting Room medal winners

    🍷 Tasting Experience: Exclusive tastings with VIP options: private seating, estate-grown selections, simply pricinng puts these in a premium category


    👥 Group Size: Small, intimate groups or private parties; substitutions may be recommended.


    🌟 Highlights: Award-winning wines, luxury ambiance, panoramic vineyard views.


    🥪 Optional Add-Ons: Gourmet lunch, ONLY Pellegrini VIP and Castello Di Borghese


    EXAMPLE WINERIES


    Macari Vineyard 

    • Groups up to 6 and 12 Max per table
    • Seasonal Tastings - Max 6 Usually- all day reservations.
    • Seasonal Tastings - Max 16- 1-2x per Day ONLY
    • LaDolce Vita! Wine & Pizza Option - Max 7 Guests
    •  PrePaid Reservations a MUST- 5 Day Cancellation Policy 
    • No Food Permitted-Offers Pizza a la carte also

    Palmer Vineyard

    • Max 11-30 Guests
    • Large Groups 11+( 12:30 Last Time Slot)
    • Reservations Required
    • Reserved Seating
    • Food Not Permitted
    • Pizza Trailer Food Truck (Late Friday - All day Sat and Sun) 
    • Streaming Music

    Paumanok Vineyard


    • Max 6-10 Guests 
    • Options Change Monthly( we do NOT update monthly)**
    • Reservations Required
    • Some Reservations are weather dependent. No Alternatives
    • Food or Boxed Lunches not Permitted
    • Beautiful Grounds - rear Deck

     

    Sannino Vineyard

    • Max 16 Guests 
    • Reserved Seating In and Out
    • All New Tasting House - Fall 2019.. 
    • Simply beautiful - Outside gets more beautiful every year
    • Excellent Wines - especially best kept secret such as Petit Verdot Wine 
    • NO Food Permissible
    • Delicious Foodies / Bites / Pers Pizza

    Mattebella Vineyard (Boutique winery)

    • Max 10-14+ Guests ( Additional Ask) 
    • From 11AM - Restrictions
    • Reservations Required
    • Reserved Seating-Outdoor Unique Winery
    • Limited seating with overhead Coverage
    • We have our OWN Flights at Mattebella (2)
    • Excellent wines 
    • Delicious Foodies / Bites - (The best we have seen anywhere on Long Island)

    Castello di Borghese

    • Lite Music on Weekends 
    • (Max 8 Guests)
    • Wine Tour (max 6 Guests)  11:30, 1:30, 3:30
    • 11 AM to 2 PM- Most Groups

    McCall Wines (Boutique winery)


    • Max 10 Guests (outdoor stalls-2x (7-10)-No Heat / No AC
    • Max 8 Guests (indoor stalls-2x (4-8)
    • Max 6 Guests Outside - weather dependent
    • Seasonal Vineyard (From end March)
    • Reservations Required
    • Ala Carte - No Inclusive Pricing
    • No Limos - No Buses - No Vans permitted to stay on property

    Sparkling Pointe ( a la carte up to 6 Guests)


    • Max 6 Guests (ala carte)- NO Splitting of larger Groups. Period. 
    • Reservations Required
    • Reserved Seating Inside and Out
    • Offers great Snack Menu

    Sparkling Pointe 7 to 12 Guests 

    • Fireside or Patio Tastings
    • 7 to 12 Guests 
    • All Inclusive deal with Optional Chocolate and Cheese pairings
    • Reservations Required
    • Neat Snack menu

    Pellegrini VIP  Flight Option

    • 6 Reserve Wines
    • Reserved Seating in or Outside
    • Boxed Lunches permitted Inside
    • No Music or Snack Offerings

    Jamesport Vineyard ( the max 8 option)

    • Max (8) Guests; No Split Larger Grps
    • Ala Carte-No Inclusive Pricing.
    • From 12 Noon-Tock Booking
    • Wood Fired Pizza
    • If it rains, Seating outside cancelled - no alternatives

    EV & EM Vineyard ( the max 12 Option)

    • Max 12 Guests for Tasting & Cheese
    • Groups up to 3PM
    • Pre-Paid Reservations ONLY
    • Reserved Seating

    Baiting Hollow Farm Vineyard

    • Up 8 Max Guests = 11:30 AM to 1:30 PM (No table rental required)
    • up to 20 Max = 1:30 to close - $250/Tables - "The Back Yard"-100%weather Dependent
    • 21 to 50 Guests = 1:30 to close - $500/Tables - "The Back Yard"-100%Weather Dependent
    • Ala carte- No Inclusive Pricing for wines
    • Live Music from 2PM to 6 PM 

    Pindar Weekend Tour / Sparkling Room / Private Tasting Bar 

  • 💎 Long Island Upper Premium Options

    wolffer estate Tasting house Inside

    🍷 Tasting Experience: Exclusive tastings with VIP options: barrel rooms, private seating, Wine Tour of Vineyard and Production, High end Food and Wine Pairings, estate-grown selections.


    👥 Group Size: Small, intimate groups or private parties; substitutions may be recommended.


    🌟 Highlights: Award-winning wines, luxury ambiance, panoramic vineyard views.


    EXAMPLE WINERIES/OPTIONS


    Castello di Borghese(Bud Break to Bottle Tour)


    • Fixed Time Sl
    • Thorough Tour by Giovanni ots
    • Max (6) GuestsDi Borghese - From bud breaking to wine Bottle instruction - Award winning wines. Oldest vines on Island.- 5 tastes after and 1 taste from Barrel in wine cellar  

    EV & EM Vineyard (Barrel Room Exp


    Enjoy a hosted wine tasting experience  Learn about the winery and winemaking practices. 

    • Your host will take you on a personal tour of the vineyard and winery that will end in our barrel room. 
    • flight of our wine offerings, complemented by a special charcuterie spread

    Jamesport Vineyard (9-16 Guests Private Package)


    • 12 Noon Only
    • Unadvertised Option
    • Includes Salad for 1
    • Bottle of wine for 2, 
    • shared pizza for 2 
    • Weather Protected Reservation

    Macari (Barrel Cellar-8 Guests Max)

    • Wood-beamed subterranean Barrel Cellar   
    • 6 wines paired with cheese and charcuterie & locally sourced artisanal bread.
    • 2 Hours Max
    • All over 21

    Macari (Rose Suite Lunch-Client Pay-Fri-Sun (10-30 Guests))


    • 2 Time slots Per Day
    • Gorgeous Private Tasting Suite for lunch. Your experience begins with a sparkling wine toast followed by a brief history of Macari vineyard and a guided tasting of a flight of five top-rated Macari wines. 
    • After the tasting, you can savor gourmet cheese and charcuterie, along with a locally inspired lunch prepared by Chef Lauren Lombardi. Enhance your experience with a specialty cake and other add-ons at an additional cost.

      Mattebella Vineyard Food & Wine Pairing

    • 3 Wine Flight with Food Combo Offered
    • Exotic Foods
    • Needs 2 Hours
    • Beginning or End of Day is Best
    • Max 12 Guests

    Mattebella Old World Blends


    • Library World Blends Vertical Flight of Wines - Highly acclaimed Old World Blends   - 2013 (93 Pts), 2014 (92 Pts), 2015 (90 Pts), 2016 (90 Pts), 2017 (92 Pts),  2018( not yet rated), 2019 ( not yet rated), 2020 ( not yet rated) - all ratings as per Robert Parker ( Subject to change seasonally) 
    • Awesome Menu of Light Foodie Options
    • Unique Outdoor only Winery

    Raphael (Tour, Taste, Cheese & Charc))

    • Like a Tuscany Castle
    • Tastings and Tour followed by  Cheese/Charcuterie 
    • 90 Min to 2 Hours

    RGNY-Discover Vino de RG

    • Max 20 Guests
    • Private Tasting with Artisanal Board
    • Tasting & Foodie pairings @ Reserved Tables-2 Hrs
    • Learn to Taste like a Pro 

    Sannino Vineyard (Vine to Wine Tour)

    • Vine to Wine tour includes a fully guided tour of vineyard, cellar & winery. 
    • A tasting of our newest wine releases. Ends with a hand-crafted charcuterie platter for two.  

    Sparkling Pointe (Private Tasting-10-30 Max)


    • 10 to 30 Guests ONLY
    • 11AM or 3 PM - 2 Hrs 
    • cheese pairing /
    • $155/Includes Brunch or artisanal cheese

    Sparkling Pointe (Tour & Taste-2 - 10 Max)

  • ✨Long Island Boutique Style Wineries

    Mattebella Vineyard Rear Gazebo with Couches

    🍷 Tasting Experience: Boutique Style Wineries - some walk in - some reservations


    👥 Group Size: Small, intimate groups; substitutions may be recommended.


    🌟 Highlights: Award-winning wines, Not so much luxury ambiance, but Unique Venues,  some panoramic vineyard views.


    EXAMPLE WINERIES


    Bedell Cellars

    • Walk in ONLY
    • Non-Inclusive ( a la carte)
    • Max 15 Guests  ( Less in Winter)
    • Mid Range Pricing

    Bridge Lane Tasting "Room"


    • Reservations
    • Mainly Fri thru Sundays
    • Small Tasting Room
    • Mid Range Pricing.
    • Outdoor Games


    Corey Creek


    • Walk in ONLY
    • Non-Inclusive ( a la carte)
    • Max 15 Guests  ( Less in Winter)
    • Mid Range Pricing
    • Great Vibe in Season

    Croteaux Vineyard


    • Mainly Rose Wines 
    • Walk in ONLY
    • No Limos-No Vans-No Buses-No Drop Offs
    • Sought After Winery
    • Mid Range Pricing

    Lieb and Suhru Wines 

    • Reservations Required - a la carte
    • No Limos - No Vans - No Buses
    • Way off the Beaten Path
    • Nice Farmland Vews off Patio

    McCall Winery


    • Reservations - a la carte
    • Premium Pricing
    • Some Seating weather dependent
    • Great Wines

    Mattebella Vineyard 


    • Reservations
    • Price ranges from lower premium to upper premium
    • at least 12 Wine Flights
    • Most Unique Winery- Outdoor-12 Months


    Main and Mill 


    • No Vineyard on location
    • Gorgeous Venue
    • Walk in only - small groups- a la carte
    • Premium 

    One Woman Winery


    • New for 2025 - Indoor tasting House
    • No Limos - No Vans - Max 6 Guests
    • Reservations
    • A la carte 
    • Food OK OUTSIDE ONLY


    Rose Hill Vineyard


    • Lower Premium Boutique Winery
    • Walk IN ONLY ( Except our tour company)
    • We have a unique Deal
    • Off the Beaten Path
    • Gorgeous Winery
    • Great Wines


    Terravite Vineyard


    • Formerly Diliberto Vineyard
    • Reservations
    • Large groups 7 thru 12- Early ONLY
    • We have inclusive Deal

     

     

  • 📜 Hampton ( South Fork) Options

     🍷 Tasting Experience: Refined tastings with reserved seating and table side service with a touch of explanation of wines. No Frills at Duckwalk


    👥 Group Size: Smaller  to larger groups accommodated comfortably at Wolffer Estate. C. Daughters limited Picnic Tables.


    🌟 Highlights: Curated wine selections, scenic vineyard settings, personable staff at 2 of 3 Hampton Wineries.


    🥪 Optional Add-Ons:  Gourmet tyle Boxed Lunches by the Golden Pear cafe Permitted ONLY at Duckwalk Vineyard South.


    🎻Live Music NOT available at most.


    EXAMPLE HAMPTON WINERIES


    Wolffer Estate Main Tasting House

    •  (Max 10 Late Max 8 GuestsFall to Winter)
    • Ala carte- No Inclusive Pricing
    • Reservations Required- 14 days in advance
    • Extensive Snack Menu
    • Premium Winery
    • Large group option ( 9 thru 14 $$$$)

    Wolffer Estate Wine Stand

    • Max 30 Guests
    • From 11AM to 5 PM ( Except Friday and Saturdays in Summer - 8/9 PM)
    • Ala Carte  - Out of Pocket Cost
    • NO Reservations-Walk IN only
    • weather dependent only
    • Glasses and Bottle ONLY

     


    Channing Daughters

    • Limited Seating - Max 6 & 8 ( Seasonal for 8)- a la carte - Reservations 14 days in advance only.
    • 9 thru 16 Guests- Spectrum Standup Flight ONLY 11 AM or 12:15 PM 45 Minutes- All inclusive option ONLY (Late Spring thru Fall) Reservations anytime - Pay in Full
    • Outside Covered Patio ( Heated)
    • Small Tent and Yard space during warm months
    • No Food or Boxed Lunches
    • Offers Great Snack Menu

     


    Duckwalk Vineyard  South

    • Economical Winery
    • Max 20+Guests
    • Reservations Required
    • Non Reserved Seating Outside- No overhead cover.
    • Limited Inside seating for groups
    • Food or Boxed Lunches Permitted


  • 🍺 🍹East End Breweries /Spirits

     🍷🍺 Mix & Match Wine + Beer / Spirits Packages


    🎉 Perfect For:

    Groups who want variety in their tasting experience — ideal for bachelor/bachelorette parties, birthdays, friends’ outings, or corporate events.


    👥 Group Size:

    Flexible for small, medium, and large groups; some locations may require reservations or limit group sizes.


    🥪 Optional Add-Ons:

    Snacks at Venues 


    🌟 Highlights:


    Fully customizable based on group size, taste preference, or budget


    Perfect for mixed groups with different beverage interests

     


    ✅ Typical Combinations May Include:


    2 wineries + 1 brewery


    1 winery + 1 distillery


    1 winery + 1 brewery + 1 distillery



    Greenport Harbor Brewery


    • Max 30+ Guests on Weekends.
    • Groups ONLY permitted on weekends from Nov 1 thru April. Strictly enforced.
    • On Site Self Serve type Eatery
    • 2 Pints on weekends for Groups

     

    Jamesport Farm Brewery

    • No Reservations Granted for Tour Groups. 
    • Walk In Only - Admittance only if group is not intoxicated and If the Brewery has available  Seating.
    • Tastings - Pints - Beer- Cider - Wine - Out of pocket cost on day of Visit.

    Kidd Squid Brewery

    Sag Harbor- ( Hampton) Brewery

     

    • Thurs-Friday- 4 - 7 PM
    • Sat and Sunday - 1 to 8, 1 to 6 PM
    • Small Inside - Not your Typical Tasting area.
    • Outside is where it is at in Good Weather.
    • Serving 16oz Drafts, collabs and guest taps.  
    • IPA's, Double IPA, Lager, Stouts, Pilsnes, Hard Seltzer - approx 14 Offerings.
    • Also Spirits from Sagaponack Distillery, wine From Wolffer and Channing Daughters.
    • Large Hot Pretzels made from their Beer by Alpina Swiss Bakery along with other munchies.

    Long Ireland Brewery - Closed Dec 2025)


    Long Island Spirits  

    • Mid Range Distillery
    • Mainly standing room only upstairs where the tastes are provided. 
    • 3 tastes provided or 1 Cocktail Option
    • Large groups up to 50 
    • No reservations - but they are warned in advance. 

    Montauk Distillery

    • NOT Located in Montauk 
    • Located in Old Town Riverhead
    • No Limos/ No Vans / No Buses
    • All ala carte - out of pocket costs


    North Fork Brewery

    • Small Brewery
    • Located in Old Town Riverhead ( adjacent to Montauk Distillery)
    • No Limos / No Vans / No Buses
    • Uusally a choice of 4 Pours from 8-10 on Menu.
    • Out of Pocket Cost- ala carte


    Riverhead Cider 


    • Large groups 25-50 - early ONLY; from 11AM 
    • No Groups of any size permitted to book after 1PM.
    • 4 pours option thru our services 
    • Beer Options as well 
    • Live Music Afternoons.

    Twin Fork Brewery


    • Located on outskirts of Old Riverhead
    •  Max 30 Guests
    • 10 or Less Guests permitted to Book after 2 PM
    • 4 Pours
    • Live Music on Saturdays - Seasonal
    • Games/Flex Darts/Corn Hole


    Twin Stills Moonshine


    • Fri-Sunday ( 12 to 6 ) 
    • Small Groups are Best ( 20 Max)
    • Very Small Venue.
    • MoonShine, others 
    • Beer Pours from Greenport Harbor Brewery.


    UberGeek Brewery

    • Small Venue
    • 12 Guests Max
    • Tables First Come.
    • 4 Pours 
    • Sat / Sun - 12 to 8 PM  (Thurs-Friday 4-8 PM)  
    • Food Truck Weekends

    Westhampton Beach Brewery

    • Small Venue ( Not at the Beach)
    • Beachy Interior Feel
    • 4 Pours
    • Light Snacks Menu
    • Outfront Patio weather permitting