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Wine Tours in Massachusetts
Real wine tours in Massachusetts — live ratings, prices, and booking links.
Real wine tours in Massachusetts
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North End Boston Food Tour: Pizza, Pasta, and Pastries
★ 5.0(326 reviews)· 3 hrs
From €87
Boston's North End Food and History Walking Tour
★ 5.0(493 reviews)· 3 hrs
From €89
Full Day Winemakers Tour in Marlborough
★ 5.0(330 reviews)· 6h 30m
From €112
Meet the Winemakers - Seven Birches Winery Tour
★ 4.9(193 reviews)· 1h 15m
From €36
Port Wine Lodges Tour Including 7 Port Wine Tastings (English)
★ 4.9(2,193 reviews)· 3h 30m
From €56
Boston Freedom Trail History Pub Crawl Small-Group Tour
★ 4.9(1,037 reviews)· 2h 15m
From €54
Sailing on Historic Schooner Yacht in Salem, MA
★ 4.9(209 reviews)· 2 hrs
From €43
Wine and Wine Jelly-Sauce Tasting on Plymouth Bay
★ 4.8(38 reviews)
From €12
Real listings from Viator, including live ratings and prices — clicking through takes you to book directly.
What to check before you book
- Check whether tastings and transport are included in the price, or just the entry.
- Confirm the number of tastings included and whether food is paired in.
- Ask about designated-driver or transport options if the tour includes multiple stops.
Best time for wine tours in Massachusetts
Real weather data, based on the last 3 years — useful for outdoor plans, less relevant for indoor experiences.
January
2° / -5°C
~123mm rain
April
15° / 4°C
~105mm rain
July
28° / 19°C
~184mm rain
October
17° / 8°C
~74mm rain
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FAQs — Wine Tours in Massachusetts
Based on real current ratings, "North End Boston Food Tour: Pizza, Pasta, and Pastries" is the highest-rated option we found (5.0 stars) — see the listings above.