Lakeside Trolley

Lakeside Trolley Shared-group Finger Lakes tours from Watkins Glen on Seneca & Keuka Lake.

Trolley and shuttle tours with hand-picked stops, easy booking, and no driving to coordinate. Lakeside Trolley & Tours offers shared-group tours around Seneca and Keuka Lake in the Finger Lakes. Guests can join by vintage trolley or shuttle for a fun, easy day visiting hand-picked wineries, breweries, distilleries, and scenic stops without having to coordinate the driving. We are based in Watkins

Glen and focus on public tours for couples, friends, and small groups who want a relaxed, social experience with the planning and transportation handled for them.

https://www.lakeside-trolley.com/behind-the-scenes-wine-toursThis is the part of the Finger Lakes people usually miss.Ou...
06/01/2026

https://www.lakeside-trolley.com/behind-the-scenes-wine-toursThis is the part of the Finger Lakes people usually miss.

Our Behind-the-Scenes Tours are built around four curated stops with more time at each one — plus experiences like vineyard walks, guided tastings, production tours, and pairing moments when available.

It’s still easy: we handle the route, timing, and driving.

But the day has more depth than a quick stop-and-sip tour.

Behind-the-Scenes Tours run Monday–Thursday from Watkins Glen.

See Behind-the-Scenes Tours here:
https://www.lakeside-trolley.com/behind-the-scenes-wine-tours

This is the part of the Finger Lakes people usually miss.Our Behind-the-Scenes Tours are built around four curated stops...
05/31/2026

This is the part of the Finger Lakes people usually miss.

Our Behind-the-Scenes Tours are built around four curated stops with more time at each one — plus experiences like vineyard walks, guided tastings, production tours, and pairing moments when available.

It’s still easy: we handle the route, timing, and driving.

But the day has more depth than a quick stop-and-sip tour.

Behind-the-Scenes Tours run Monday–Thursday from Watkins Glen.

See Behind-the-Scenes Tours here:
https://www.lakeside-trolley.com/behind-the-scenes-wine-tours

Have you taken one of our Keuka Lake Tours?  Did you love it??If you haven't taken one of our Keuka Lake Tours, you're i...
05/30/2026

Have you taken one of our Keuka Lake Tours? Did you love it??
If you haven't taken one of our Keuka Lake Tours, you're in for a treat! Keuka tours are all about the incredible views, a slower pace, & prestigious wineries.

Our Keuka Tours depart every Saturday and Sunday, with pickup locations in Watkins Glen, Penn Yan and Hammondsport (NEW!)

Its the weekend ... and that means Trolley Fun!  Get your song requests ready and have some fun mingling with strangers ...
05/29/2026

Its the weekend ... and that means Trolley Fun! Get your song requests ready and have some fun mingling with strangers during our selfie for a song experience. Looking forward to another fun weekend in the Finger Lakes!

Show Bri some love in the comments if you had her as a tour guide this year (in these photos)!

Friday night in the Finger Lakes - but make it easy.Our June 5 Craft Beverage Tour is built for the beer, spirits, tap h...
05/28/2026

Friday night in the Finger Lakes - but make it easy.

Our June 5 Craft Beverage Tour is built for the beer, spirits, tap house, and casual evening crowd — less “wine itinerary spreadsheet,” more “let’s go have a good night and not worry about driving.”

Friday, June 5
Starts from Watkins Glen
Shared-group tour
Booking online

Grab seats here:
https://www.lakeside-trolley.com/buy-tickets

Sunday plans don't need to be complicated. This Sunday, we still have room for our Seneca Lake trolley tour - wineries, ...
05/27/2026

Sunday plans don't need to be complicated.

This Sunday, we still have room for our Seneca Lake trolley tour - wineries, distilleries, tap houses, and no one in your group has to be the DD.

Good option if you're already in Watkins. Glen and you're trying to squeeze in one more Finger Lakes day before heading home.

Seats are limited and booking is online

If a Finger Lakes wine day is already on your list, the Behind the Scenes tour is worth a look.Small group. Weekday pace...
05/27/2026

If a Finger Lakes wine day is already on your list, the Behind the Scenes tour is worth a look.
Small group. Weekday pace. Real access to the places behind the wine — vineyards, production floors, cellars, and yes, a working distillery.

No itinerary to build. No driving to coordinate. No trying to figure out which wineries are actually worth the stop. We handle all of that.

BTS tours run Monday through Thursday. Spots are limited and they don't last — if you've been thinking about it, now's a good time to grab your seat.

🔗 Link in bio to book.
📍 Watkins Glen, NY | Finger Lakes Wine Country

There's a moment on every tour when people just... settle in.The first stop is done, the day has found its rhythm, and s...
05/26/2026

There's a moment on every tour when people just... settle in.
The first stop is done, the day has found its rhythm, and suddenly nobody's checking their phone or thinking about where to go next.

This is one of those spots.

We want to hear from you — what was your moment like that? Drop it in the comments. 👇

📍 Weis Vineyards | Keuka Lake | Finger Lakes NY

Not every stop on our Behind the Scenes tour is a winery. 🥃This one is Finger Lakes Distilling — and if you've never wal...
05/25/2026

Not every stop on our Behind the Scenes tour is a winery. 🥃

This one is Finger Lakes Distilling — and if you've never walked through a working distillery before, it's a pretty cool thing to see (& smell). The tanks, the stills, the barrel room. The whole operation, explained by people who run it.
It's one of those stops that surprises people in the best way. You came for the wine country day and you also ended up learning how whiskey gets made. Not a bad bonus.

Our BTS tours run Monday through Thursday and include stops like this one — places where you get real access, not just a tasting menu. Small groups. Curated stops. No planning required on your end.

Link in bio to book your spot.
📍 Finger Lakes Distilling | Seneca Lake | Watkins Glen NY

05/24/2026

Ever wonder what's actually behind that tasting room door? Barrels, Vines, the people who make it all happen - our behind the scenes tours bring you closer to the wine than most people ever get. This tour is for the curious ones.

Address

2 Seneca Harbor Park
Watkins Glen, NY
14891

Opening Hours

Monday 10am - 6pm
Tuesday 10am - 6pm
Wednesday 10am - 6pm
Thursday 10am - 6pm
Friday 10am - 6pm
Saturday 10am - 6pm
Sunday 10am - 6pm

Telephone

+16073021494

Alerts

Be the first to know and let us send you an email when Lakeside Trolley posts news and promotions. Your email address will not be used for any other purpose, and you can unsubscribe at any time.

Contact The Business

Send a message to Lakeside Trolley:

Share