Boston · WINE TOURS

Top 4 Wine Tastings in Boston, Priced and Timed

4 tours  ·  from $30 a head

Boston itineraries always run one afternoon short. These 4 wine tastings justify the slot, priced and timed so you can decide quickly and get back to the chowder.

Boston: Harbor Champagne Sunset Sail from Rowes Wharf - The Fish Pier and Fan Pier bring the working waterfront into view
Boston Boat Tours, Boston Harbor Cruises, Boston Sunset Cruises, Boston Tours, Evening Experiences, Tour Reviews, Wine Tours

Boston: Harbor Champagne Sunset Sail from Rowes Wharf

1.Harbor Champagne Sunset Sail from Rowes Wharf

★★★★★★★★★★4.8 · 299 reviews · 2 hours · from $82Our pick

Spend two hours sailing Boston Harbor aboard Schooner Adirondack III or IV, passing the Fish Pier, Inner Harbor Islands, Navy Yard, and city waterfront. The crew answers questions about local sights and maritime history. Beer, wine, champagne, and soft drinks are available for purchase by credit card; bring a picnic and a warm layer.

“We enjoyed our 4th of July sail. The crew did a great job catering to us all. My 11 year old son really enjoyed the sailing talk the crew gave. It was so fun!”

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Boston Boat Tours, Boston Sunset Cruises, Evening Experiences, Newport Tours, Tour Reviews, Wine Tours

Newport: Champagne Sunset Sail

2.Champagne Sunset Sail

★★★★★★★★★★4.9 · 64 reviews · from $64

Board the Aquidneck for a 100-minute sunset sail along Newport’s coastline in the protected waters of Narragansett Bay. A captain and crew provide light commentary on local sights, while you sip champagne, Narragansett beer, soda, or water. No sailing experience is needed; the sail’s length varies by season.

“Great boat and crew! Great history and sights! A must do in Newport! Very generous with the drinks.”

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Wine and Wine Jelly-Sauce Tasting on Plymouth Bay - Staff, conversation, and local hospitality
Boston Food Tours, Cape Cod Tours, Food & Drink, Plymouth Day Trips, Tour Reviews, Wine Tours

Wine and Wine Jelly-Sauce Tasting on Plymouth Bay

3.Wine and Wine Jelly-Sauce Tasting on Plymouth Bay

★★★★★★★★★★5.0 · 37 reviews Top rated

At Plymouth Bay Winery on Water Street, you’ll taste wines made from Northeast grapes and berries, then explore wine jellies and sauces that bring local fruit to the table. The tasting includes a presentation and a commemorative etched glass. Staff members including Mike and Kat have helped lead tastings, though who serves you can vary.

“Hometown hospitality and great experience with wonderful people. Products are high quality and cleverly created.”

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Boston Harbor: Full Moon Cruise with Champagne Option - Drinks, snacks and the prosecco option
Boston Boat Tours, Boston Harbor Cruises, Boston Tours, Tour Reviews, Wine Tours

Boston Harbor: Full Moon Cruise with Champagne Option

4.Boston Harbor: Full Moon Cruise with Champagne Option

★★★★★★★★★★3.0 · 7 reviews · 2 hours · from $30Best value

Board at Rowes Wharf for a two-hour evening cruise through Boston’s inner and outer harbor. You’ll pass Logan Airport’s flight path, the Harbor Islands, East Boston and Charlestown, with a moonlit view of USS Constitution. A full-service bar and light snacks are available for purchase, or choose a ticket that includes prosecco.

“Ruined my engagement because you wanted to cancel the day of the event. If it was cancelled sooner other arrangements could’ve been made. THANKS ALOT”

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