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Wine Tasting in and near Brookline, MA


Spirit and Wine Tasting & Tour for Two or Four with Glasses at Flag Hill Distillery and Winery (Up to 53% Off)
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Spirit and Wine Tasting & Tour for Two or Four with Glasses at Flag Hill Distillery and Winery (Up to 53% Off)

Learn how grapes and grains transform into wine and spirits during tastings and private tours

297 North River Road, Lee
4.7
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575 Ratings
$30.00 $17.00$15.30
 Sale Ends 1/23
Spirit and Wine Tasting And Tour for Two, Includes Two Souvenir Glasses
$60.75 for Package with Wine Tasting, Wine Book, and Pruning Seminar at Candia Vineyards ($116 Value)
$60.75 for Package with Wine Tasting, Wine Book, and Pruning Seminar at Candia Vineyards ($116 Value)

Wine lovers receive a tasting for two, a voucher for dessert wine, chocolates, a wind chime, New England wine book, and a pruning seminar

702 High St, Candia
4.5
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11 Ratings
$116.00 $67.50$60.75
 Sale Ends 1/23
Wine tasting for 2, 2 glasses, $10 for dessert wine, chocolates, wind chime, New England wine book, pruning seminar
Sunday Brunch, Wine Tasting, or Three-Pack of Wine Bottles at Gilmanton Winery and Vineyard (Up to 38% Off)
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Sunday Brunch, Wine Tasting, or Three-Pack of Wine Bottles at Gilmanton Winery and Vineyard (Up to 38% Off)

Imbibe wines such as malbec, seyval, rosé. and carmenere hailing from this 9-acre farm

528 Meadow Pond Rd, Gilmanton
4.9
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441 Ratings
$35.00 $24.00$21.60
 Sale Ends 1/23
Sunday Brunch for Two
Wine Making Class for Two at IncrediBREW ($225 Value)
Wine Making Class for Two at IncrediBREW ($225 Value)

Participants learn how to make wine as well as taste wines from various vineyards

112 Daniel Webster Hwy, South Nashua 32.1 mi
4.8
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227 Ratings
$225.00 $169.00$152.10
 Sale Ends 1/23
A Winemaking Class for Two
Collection of Napa Wines from Wine Ambassador (Up to 56% Off)
Collection of Napa Wines from Wine Ambassador (Up to 56% Off)

Napa Wine Club - Wine Ambassador Discovery Collection delivered to your home or business each month

online_deal
$156.00 $79.00$67.15
 Sale Ends 1/23
Four Bottle Box of Napa Wine Mixed Bottles
40+ bought
$138 for $250 Worth of Winemaking Classes — Taste of Wine
$138 for $250 Worth of Winemaking Classes — Taste of Wine

From the merchant: Five-bottle wine tasting sampler of limited production, exclusive, artisan wines designed to serve up to 16 guests.

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$250.00 $138.00
44% discount_off
$250 Worth of Winemaking Classes
1 bought
One Etched Wine Bottle or One, Two, Four or Six Etched Monogram Wine Glasses from Etchedwine.com (Up to 73% Off)
One Etched Wine Bottle or One, Two, Four or Six Etched Monogram Wine Glasses from Etchedwine.com (Up to 73% Off)

Monogram wine glasses or customized wine bottle with personalized message to commemorate an anniversary, wedding, or Valentine’s Day

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4.8
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6,517 Ratings
$15.00 $5.00$4.00
 Sale Ends 1/23
Set of Four Personalized Etched Monogram Wine Tasting Glasses
Boston Explorer Pass: Access to Things to Do from 20+ Museums, Aquarium, Cruise, Zoo, Bike Rental & More
Boston Explorer Pass: Access to Things to Do from 20+ Museums, Aquarium, Cruise, Zoo, Bike Rental & More

Pass to 20+ Things to Do - Boston: New England Aquarium, Boston Duck Tour, Hop-On Hop-Off Trolley, Museum of Science

15 Locations 1.2 mi
1.0
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1 Ratings
$35.15
Two-Attraction Go Boston Explorer Pass for One Child (Ages 3–12)
Go Boston Pass to 40+ Things to Do - Six Flags, Aquarium, Museums, Whale Watching Cruise, Zipline & Tours
Go Boston Pass to 40+ Things to Do - Six Flags, Aquarium, Museums, Whale Watching Cruise, Zipline & Tours

Go Boston Pass: Things to do, Kids Activities, Fenway Park, Cruises, Museum of Science, Foxwoods, New England Aquarium, and Whale Watching

26 Locations 1.2 mi
1.0
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1 Ratings
$44.00
1-Day Go Boston Pass for 1 Child
Boston's Beacon Hill Guided Photography Walking (Small Group)
Boston's Beacon Hill Guided Photography Walking (Small Group)

Walking along the picturesque streets of Beacon Hill is an immersion into a 19th-century English-inspired neighborhood that's rich in history and charm. 

Learn how to compose amazing pictures of Beacon Hill’s diverse architecture, antique gas lamps lining the brick sidewalks, colorful flowers spilling out of the window boxes, the most photographed street in Boston as well as an exclusive enclave and other surprises hidden in unexpected places. 

Fascinating commentary on Beacon Hill's historical sites along the itinerary is also provided throughout the tour.

Tremont Street, Boston 2.5 mi
4.7
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12 Ratings
$42.67
Boston's Beacon Hill Guided Photography Walking (Small Group)
Boston Chocolate Tours w/ Private Tour Option
Boston Chocolate Tours w/ Private Tour Option

Boston is a city known for its significant role in shaping American history and its contribution during the American Revolution. Alongside this historical significance, Boston has long been known as one of the leaders in the chocolate movement. In fact, the first chocolate shop in the colonies opened in 1740 in the North End of Boston with a "drinking chocolate". And we didn't stop there! Boston takes pride in the creation of several iconic desserts that we'll sample during our chocolate-filled journey through the city!

Tremont Street, Boston 2.5 mi
$205.69
Boston Chocolate Tours w/ Private Tour Option
1 bought
Pro-Photoshoot in Historic Boston or Cambridge, Massachusetts
Pro-Photoshoot in Historic Boston or Cambridge, Massachusetts

An urban style photoshoot in historic Boston! Let me take you to my favorite locations: -Copley Square -Newbury St. -Public Gardens -Beacon Hill We will walk through this historic landmarks and we will explore the area while I take the best photos of your trip. We will walk a lot, so make sure to bring comfortable shoes. In about 48 hours after the end of the photo session​,​ you will get an email with a link to your digital gallery with your edited images so you can download them on your computer or laptop and share your memories with friends and family. You can also print your photos in your preferred​ printing shop and showcase the images of your vacation in Boston in your living room, your office or just post them on your social media!!!!​ Note: if you have a special request related to a specific time of day, location and or a big group, please do not hesitate to write me and let me know about it, I will work with you to have your photo-needs happen.

560 Boylston Street, Boston 2.6 mi
$163.47
Pro-Photoshoot in Historic Boston or Cambridge, Massachusetts
Tour of MIT for Two or Four People
Tour of MIT for Two or Four People

MIT students steer groups to notable landmarks while imparting college factoids

300 Main Street, Cambridge 2.7 mi
4.8
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48 Ratings
$26.58 $18.00$16.00
 Sale Ends 1/23
Tour of MIT for Four People
Self-Guided Boston Scavenger Hunt for Two, Four, or Six from ScavengerHunt.com (Up to 57% Off)
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Self-Guided Boston Scavenger Hunt for Two, Four, or Six from ScavengerHunt.com (Up to 57% Off)

Participants gear up and launch the ScavengerHunt.com app to start their own adventure, racing against the clock at a time of their choosing

2 Locations 2.9 mi
3.9
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3,581 Ratings
$60.00 $34.50$31.05
 Sale Ends 1/23
Boston Scavenger Hunt for Two People
Walking Tour for Two, Four, or Six from Showbiz Boston (Up to 50% Off)
Walking Tour for Two, Four, or Six from Showbiz Boston (Up to 50% Off)

Tour-goers explore Boston’s colorful history through its grand theaters and scandalous celebrities

139 Tremont St., Boston 3.3 mi
4.0
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3 Ratings
$40.00 $25.00$22.50
 Sale Ends 1/23
Walking Tour for Two People, valid Saturday or Sunday
Historical Walking Tour Admission for One, three, or Five at Wicked Good Tours (Up to 55% Off)
Historical Walking Tour Admission for One, three, or Five at Wicked Good Tours (Up to 55% Off)

Historical walking tour takes participants of all ages through the history of the Freedom Trail

139 Tremont Street, Boston 3.3 mi
3.0
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2 Ratings
$18.00 $12.00$10.80
 Sale Ends 1/23
One–Hour Historical Walking Tour for One
2.5-Hour Walking Tour of Boston for One or Two from Roger's Wicked Fun Tours (Up to 37% Off)
2.5-Hour Walking Tour of Boston for One or Two from Roger's Wicked Fun Tours (Up to 37% Off)

Focusing on the evolution of Boston, this tour highlights Boston’s rise from colonial era’s port city to today’s global metropolis

24 Beacon Street, Boston 3.5 mi
$35.00 $25.00
28% discount_off
2.5-Hour Walking Tour of Boston for One
2 bought
Copley Square to Downtown Boston Freedom Trail Walking Tour
Copley Square to Downtown Boston Freedom Trail Walking Tour

Enjoy the vibrant atmosphere of Boston on this guided, 2-hour walking tour. See the Victorian brownstone homes in Back Bay. Explore the historic Beacon Hill neighborhood where the Boston aristocracy live. Then travel through Downtown Boston on the popular Freedom Trail, featuring many locations of significance to the history of the United States. Visit places like the Park Street Church, the Granary Burying Ground, and Faneuil Hall.

This tour will be limited in size to 10 participants through 2020 in order to facilitate Covid-19 spacing requirements. Masks are required during this period. Masks will be available from the tour guide if necessary.

101 Tremont Street, Boston 3.5 mi
4.0
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5 Ratings
$35.00
Copley Square to Downtown Boston Freedom Trail Walking Tour
Comfort Hybrid Boston City Bike Rental
Comfort Hybrid Boston City Bike Rental

Explore the winding colonial streets of Boston on your own time with this 2-hour or 24-hour Boston bike rental. Hop on a hybrid bike (combines city and all-terrain riding) and set out on the town. The pickup location across the street from Christopher Columbus Waterfront Park puts you at the footsteps of the North End, several of Boston’s picturesque wharfs and more. Within minutes, you can be pedaling past the stately brownstones in Beacon Hill or riding around the Boston Common.

1 Beacon Street, Boston 3.6 mi
3.7
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3 Ratings
$27.00
Comfort Hybrid Boston City Bike Rental
Boston Freedom Trail Scavenger Hunt Adventure
Boston Freedom Trail Scavenger Hunt Adventure

Turn Boston into a giant game board with this fun scavenger hunt adventure! This challenge combines the excitement of the Amazing Race with a 3-hour city walking tour. Using your smart phone to guide you, make your way through Boston among well-known and overlooked gems of the city, solving clues and completing challenges while learning local history. Great for families, friends and those ready to have fun while seeing the city!

1 Beacon Street, Boston 3.6 mi
3.0
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1 Ratings
$20.52
Boston Freedom Trail Scavenger Hunt Adventure
$17.10 for Scavenger Hunt Adventure for One Team at ZeeTours ($50 Value)
$17.10 for Scavenger Hunt Adventure for One Team at ZeeTours ($50 Value)

During the scavenger hunt teams answer trivia questions, follow clues scattered around the city, and complete photo and compass challenges

130 Congress Street, Boston 3.7 mi
4.0
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79 Ratings
$50.00 $19.00$17.10
 Sale Ends 1/23
Scavenger Hunt Adventure for One Team
Adventure Scavenger Hunt Walking Tour for One, Two, Four, or Six from Wacky Walks (Up to 59% Off)
Adventure Scavenger Hunt Walking Tour for One, Two, Four, or Six from Wacky Walks (Up to 59% Off)

Players set out on scavenger hunt walking tour challenge through city answering questions and performing family-friendly tasks

73 Locations 3.9 mi
4.1
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293 Ratings
$20.00 $10.00$8.50
 Sale Ends 1/23
Adventure Walk for One
Self-Guided Walking Adventure for One, Two, Four, or Six from Crazy Dash (Up to 59% Off)
Self-Guided Walking Adventure for One, Two, Four, or Six from Crazy Dash (Up to 59% Off)

Performing silly tasks and hunting for checkpoints around the city, digital walking tour brings adventure and family-friendly fun

77 Locations 3.9 mi
4.1
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206 Ratings
$20.00 $10.00$8.50
 Sale Ends 1/23
Crazy Dash Walking Adventure for One
90-Minute Sunset Cruise for One, Two, or Four from Massachusetts Bay Lines (Up to 52% Off)
90-Minute Sunset Cruise for One, Two, or Four from Massachusetts Bay Lines (Up to 52% Off)

On sunset cruises, passengers watch the evening overtake Boston’s skyline and get a glimpse of the historic USS Constitution

60 Rowes Wharf, Boston 4.0 mi
4.5
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1,457 Ratings
$28.05 $19.00$17.10
 Sale Ends 1/23
90-Minute Sunset Cruise for One
Northern Lights Sunset Cruise for One Child, Adult, or Senior from Classic Harbor Line. Six Options Available.
Northern Lights Sunset Cruise for One Child, Adult, or Senior from Classic Harbor Line. Six Options Available.

Participants can look into the distance and admire the views of the Boston skyline and enjoy the cannon fire at sunset off USS Constitution

60 Rowes Wharf, Boston 4.0 mi
5.0
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240 Ratings
$36.75
09/13/20–05/31/21: Northern Lights Sunset Cruise for One Child (Ages 3–13)
Trolley Tour for One, Two, or Four at CityView Trolley Tours (Up to 58% Off)
Trolley Tour for One, Two, or Four at CityView Trolley Tours (Up to 58% Off)

Historical sites headline a trolley tour that affords sweeping views of the city

Atlantic Avenue alongside 255 State St., Boston 4.0 mi
4.6
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11,348 Ratings
$41.00 $25.00$22.50
 Sale Ends 1/23
Hop-On/Hop-Off Historic Trolley Tour for One
Boston Tours from Urban Adventures (Up to 36% Off). Three Options Available.
Boston Tours from Urban Adventures (Up to 36% Off). Three Options Available.

Boston tour guides provide historical insights and visit many of the city’s most sightseeing worthy landmarks

222 State Street, Boston 4.0 mi
5.0
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4 Ratings
$59.00 $45.00$42.00
 Sale Ends 1/23
Boston Bowling and Bites
Boston Harbor Night Cruise
Boston Harbor Night Cruise

Enjoy a one hour cruise, while seeing the city and it's iconic buildings light up the night. This is a relaxing, sight-seeing cruise that's perfect for couples and groups of friends. Adult beverages, soda, water, and snacks are available for purchase by credit card onboard. Sit back and unwind as you pass by historical monuments such as the U.S.S. Constitution, International Place and the Independence Wharf. Cruise by North End and catch a glimpse of the Old North Church. See Boston's Seaport District with buildings such as the Vertex Building, World Trade Center and Institute of Contemporary Art lit up at night.

1 Central Wharf, Boston 4.1 mi
4.0
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2 Ratings
$26.67
Boston Harbor Night Cruise
Tour Admission for Adults and Children to Forbes House Museum (Up to 54% Off). Four Options Available.
Tour Admission for Adults and Children to Forbes House Museum (Up to 54% Off). Four Options Available.

Guests can learn about the prolific Forbes family, view collections of Civil War memorabilia and 19th-century Chinese exports, and more

215 Adams St., Milton 5.5 mi
4.8
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25 Ratings
$10.00 $7.00$5.10
 Sale Ends 1/23
Museum Tour Admission for Two Adults
Running Tour of Boston for Two or Four People from Boston Running Tours (Up to 58% Off)
Running Tour of Boston for Two or Four People from Boston Running Tours (Up to 58% Off)

Get in shape, make new friends and have fun all while sightseeing the wonderful city of Boston

7 Hickory Avenue, Medford 6.8 mi
$30.00 $15.50$13.95
 Sale Ends 1/23
Running Tour of Boston for Two People
10+ bought