Posted on 4/6/2026

Best Wineries, Vineyards, and Wine Bars for a Cape Cod Trip

If you are a wine lover, now’s the time to take advantage of the great options on Cape Cod. From vineyards and wineries to wine bars, there are great options available, no matter the type of wine you drink. Here’s a look at some of the spots you shouldn’t miss. 

Truro Vineyards of Cape Cod: The Classic Outer Cape Vineyard Stop 

For a true vineyard feel on the Outer Cape, Truro Vineyards is the one. Their carefully restored 1830 farmhouse serves as the tasting room and retail space. They offer tours of the vineyard, and food trucks stop by regularly in summer, making it a great way to spend the day. You can also add variety by sampling some of the South Hollow Spirits Distillery liquors, which are great for those who are more into cocktails. 

Cape Cod Winery: An Easy Tasting in East Falmouth 

If your day is split between beaches and dinner reservations, Cape Cod Winery is an easy addition to your day. The winery offers a casual feel, with multiple spots to enjoy your drink, including an indoor tasting room, a bar area, and outdoor seating under a pergola with crushed seashells underfoot. It’s a great option for couples or groups who want a relaxed tasting without committing to a full tour. 

Uva Wine Bar: Self-Pour Wine Tasting in Mashpee 

If your group loves trying lots of styles, Uva is a fun twist. It’s Massachusetts’ only self-pour wine bar, with 48 wines available via self-serve dispensers. You choose 2 oz, 4 oz, or 6 oz pours, making it easy to build your own flight and try something new without buying a full glass. Uva also has a wine boutique next door if you find your new favorite, and they host craft nights and private events, so be sure to check out their calendar. 

Baleine: Dennis Village’s Star Wine Bar 

For a thoroughly enjoyable night on the Cape, head to Baleine. From the team behind The Pheasant and Dunn & Sons Wine, Baleine pairs exceptional wines and craft cocktails with a menu built for grazing, featuring oysters and local shellfish, crudo, cheese and charcuterie, steak tartare, plus bar snacks and desserts if you just feel snackish. It’s a great place to linger over your drink and enjoy a lively conversation or a relaxed meal. 

Nantucket Vineyard: A Ferry Day Trip With Wine, Music, and Food Trucks 

If you’re adding a day trip to Nantucket to your itinerary, plan a stop at Nantucket Vineyard. Founded in 1979, it’s part of the Cisco Brewers family of companies alongside Cisco and Triple Eight Distillery, with beer, wine, cider, and spirits made on the same property. It’s the perfect place for a relaxed afternoon: kids and dogs are welcome, there’s live music, and food trucks make it easy to turn a tasting into a full day out. 

 Plymouth Bay Winery: A Perfect Spot Across the Bridge 

This one is technically off-Cape, but Plymouth is close enough to be a perfect bookend to your trip, either right before you cross the bridge or as a final stop on the way out if you plan to explore the historic town. Their wines are produced from locally grown, native grapes and berries, and the atmosphere makes you feel right at home. Choosing a tasting is easy. A curated flight includes five wines for $15, or $20 to try core wines plus a seasonal selection, and they welcome both walk-ins and reservations. 

Quick Tips for a Smooth Wine Itinerary 

  • Double-check seasonal hours. 
  • Mix the week: one vineyard day, one tasting room stop, and one wine bar night. 
  • Use Uva’s pour sizes to sample broadly without committing to full glasses. Plan a safe ride option: designated driver, rideshare, or a walkable night. 

Make Nauset Rental Your Home Base 

The best part of wine tasting on Cape Cod is not having to rush. When you make your home base with Nauset Rental, you can spread these stops across your stay while still leaving plenty of time for beach days. Pick the town that fits your vibe, settle in, and toast to a trip that’s equal parts coastline and corks.

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