By Stephanie McKeon, COO, Joshua’s Worldwide

Discover Connecticut’s Best Vineyards and Beyond—Without Lifting a Finger

Connecticut may be known for its shoreline charm and fall foliage, but make no mistake—New England is wine country, too. From sweeping vineyard views to small-batch reds and weekend food trucks, the Northeast has a lot to offer wine lovers.

At Joshua’s Worldwide, we believe travel should be effortless, indulgent, and safe—especially when there’s wine involved. That’s why we’ve curated a list of the best vineyards in New England—and offer luxury transportation to match.

Whether you’re planning a romantic tasting, a girls’ weekend, or a bachelorette party, here are 5 iconic vineyards you’ll want on your itinerary.

👉 Check out our fleet of vehicles and jets!

1. Saltwater Vineyard, Stonington CT

Saltwater Farm Vineyard is coastal Connecticut at its finest. Set on a repurposed WWII-era private airport, it pairs modern industrial charm with award-winning wines and views that stretch to the salt marsh.

What to Try: Estate Chardonnay or Gold Arc Rosé
Why Go: Beautiful hangar-style tasting room, Mystic-Stonington proximity, and a coastal backdrop perfect for any celebration

📍 349 Elm St, Stonington, CT

2. Gouveia Vineyards – Wallingford, CT

With 140 acres of rolling hills and panoramic views, Gouveia is a local favorite with the feel of a European countryside retreat. It’s known for its laid-back atmosphere, generous pours, and stunning sunsets.

What to Try: Stone House Red or Chardonnay
Why Go: BYO food policy, picnic-perfect grounds, and unbeatable vistas

📍 1339 Whirlwind Hill Rd, Wallingford, CT

3. Newport Vineyards, Middletown, RI

A full-day destination near the coast, Newport Vineyards features wine, beer, a full-service kitchen, and seasonal events. It’s ideal for groups who want more than just a tasting.

What to Try: Dry Rosé or Great White
Why Go: Vineyard, brewery, restaurant, and retail—plus its coastal Newport charm📍 909 E Main Rd, Middletown, RI

4. Truro Vineyards – Truro, MA (Cape Cod)

On the Outer Cape, Truro Vineyards blends laid-back charm with seriously good wines. Add in their on-site distillery and seasonal food truck, and you’ve got the ultimate day out.

What to Try: Cranberry Red or Diamond White
Why Go: Small-town charm, award-winning wines, and a perfect stop during a Cape Cod weekend

📍 11 Shore Rd, North Truro, MA

5. Wölffer Estate Vineyard – Sagaponack, NY

Wölffer is one of the most luxurious vineyards in the Northeast. Located in the Hamptons, it’s the epitome of elevated wine tasting—with its now-famous “Summer in a Bottle” rosé and a stunning estate backdrop.

What to Try: Summer in a Bottle Rosé or Grandioso Rosé
Why Go: Iconic branding, Instagram-worthy setting, and upscale atmosphere

📍 139 Sagg Rd, Sagaponack, NY

🚘 Turn It Into a Wine Country Experience with Chauffeured Service

Let us handle the driving, parking, and timing while you sip, savor, and unwind. At Joshua’s Worldwide, we provide:

• Chauffeured sedans, SUVs, and sprinters for day trips or full weekends
• Custom itineraries for Connecticut wine tours and New England vineyard crawls
• Pickup and drop-off from homes, hotels, and airports
• White-glove service with local expertise

Whether you’re visiting one vineyard or turning it into a multi-state tour, we’ll make the entire journey as seamless as the pour.

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Ready to explore the best vineyards in New England—with a designated driver, luxury fleet, and curated itinerary? Let Joshua’s Worldwide turn your next vineyard visit into something truly unforgettable.

👉 Book Your Private Vineyard Experience

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Joshua’s Worldwide
Effortless. Elegant. Everywhere you go.
Wine included.