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North End Wine Tour

Drink Italian wines in Boston’s oldest neighborhood, the center of fine dining and “boot-crazed” epicureanism for over 100 years! The only history we care about is what’s in your glass. Cin cin.

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price per person: $56.00

  • North End Wine Tour

 What is a City Wine Tour?
City Wine Tours are walking tours that showcase specific city neighborhoods and premium wine destinations, such as upscale restaurants, luxury hotels and gourmet wine shops. At each destination, tour guests enjoy a private wine tasting. Tours last two hours and focus on wine tasting, wine pairing and wine history.
 Who gives these tours?
City Wine Tours are led by our Wine Ambassadors. Our Ambassadors all hold advanced certifications in viticulture. They are dynamic and entertaining and help you have fun while tasting and learning about wine.
 How much wine is served?
Over the course of a typical public wine tour you will have the opportunity to taste 6 different wines. You will have the equivalent of 2-3 full glasses of wine over the course of the two hours tour. Private tours can be booked for groups and additional wine or food can be made available.
 What is the length of the tour?
Our typical public wine tours last about two hours. Private events are scheduled upon request, but typically last two hours.
 How far will I walk?
The total distance between all stops varies from neighborhood to neighborhood, but there is never more than 0.8 miles of walking on the tour. We walk at a leisurely pace on easy terrain.
 Is this a bus tour?
No, guests walk short distances within specific neighborhoods. We can accommodate private group tours wishing to use buses.
 How many people are on each tour?
In order to provide an intimate and comfortable wine experience our public tours are limited to 12 guests. Private tours are scheduled upon request and can have more than 12 guests.
 How should I dress for the tour?
Please dress seasonally in comfortable casual to dressy-casual clothing and shoes.
 What will I learn on a City Wine Tour?
Guests will learn details about the wines we taste, the locations we visit and the history of the neighborhood between stops.
 Will I learn about Boston on your tours?
Yes! Our Ambassadors will incorporate important information about the neighborhood you are touring.
 I live in the city. Is the tour still good for me?
Absolutely! On our tours you will explore hidden places that you may not have known about and experience VIP settings in new destinations.
 How often do tours run?
Public tours run Saturdays and Sundays. Tour times are listed on each product page. Private tours can be scheduled upon request.
 Do I need a reservation?
Tickets must be purchased in advance. Tours sell out quickly so make sure to buy online or call our sales staff to make your reservations. We accept major credit cards including American Express.
 Is gratuity included?
A City Wine Tour does not include gratuity for your wine ambassador. We suggest a $10-$20 tip per person if your are satisfied with your tour.
 Are private tours available?
Absolutely! Check out our premium events page for tastings and exciting wine excursions.
 Is the tour handicap accessible?
Most of the tours are wheelchair accessible. Please contact us directly if you are interested in taking the tour and have a disability.
 Can I bring a camera?
Absolutely! If you get some good images please post them on our Facebook page.
 Can I bring children on the tour?
We love kids, but this is not the tour for them. Call up your favorite babysitter and leave the kids at home!
 How are you affiliated with Boston?
Trademark Tours, our parent company is a proud member of the Greater Boston Visitors and Convention Bureau and the Greater Boston Concierge Association. We’ve been touring visitors in Boston since 2006.
 What is the cancellation policy for City Wine Tours?
Because of the high demand for these tours, tickets are non-refundable. Once purchased and scheduled, tickets cannot be refunded or rescheduled. Tickets are privately transferrable but all guests must be over 21 years old.
 What is your weather policy?
Tours take place rain or shine. In the rare situation that we are forced to cancel the event, tours will be rescheduled or refunded.

A friendly, charismatic wine ambassador leads you to 3 hot spots, where you’ll be welcomed to a reserved table, with wait staff standing by, ready to serve our pre-selected wines and appetizers.  Learn how to taste, pair and buy with an intimate group of 12 guests.

Start: Aragosta at the Fairmont Battery Wharf

Is one of Boston’s hidden gems. An elegant waterfront hideaway where you’ll sip Prosecco and Vermentino with bites from a charcuterie and artisanal cheese platter. Learn to read an Italian wine label.  Then stroll thru the “cradle of liberty,” past the Old North Church, and down “foodie heaven” Hanover Street, on your way to our favorite ristorantes.

2nd stop: Artu Rosticeria & Trattoria or Gennaro’s 5 North Square

Sample delicious Italian varietals paired with wonderful Northern Italian specialties. Discuss different Italian wine regions.

Last stop: Wine Bottega or Boston Bottles

See how boutique wine shops choose the wines they sell: it’s the wines they want to drink! Taste unique, unheralded wines sourced from small, estate-centered vineyards.

Pricing and Timing

The sweet life for $66. Tour lasts about two hours.



Below is an example of what we taste on a North End Wine Tour. Each tour tastes at least six wines and stops at three locations. Click on any of our wine tour stop locations to learn even more about them.

NEW! - Friday 3PM Tour Stops: Aragosta, Gennaro’s 5 North Square, Boston Bottles
Saturday 3PM Tour Stops: Aragosta, Artu Rosticceria & Trattoria, Wine Bottega
Saturday 2PM Tour Stops: Aragosta, Gennaro’s 5 North Square, Boston Bottles
Sunday 3PM Tour Stops:
Aragosta, Gennaro’s 5 North Square, Wine Bottega

Aragosta at the Fairmont Battery Wharf

Prima Perla Prosecco, Treviso, Italy
Cantina Santa Maria La Palma Aragosta Vermentino di Sardegna, Sardinia, Italy
Charcuterie Plate and Artisanal Cheese Selection

Artu Rosticeria and Trattoria

Planeta La Segreta, Sicily, Italy
Rocca delle Macie Chianti Classico, Tuscany, Italy
Bruschetta with Broccoli Rabe, Cannellini, Garlic, Olive Oil, Grana Padano

Gennaro’s 5 North Square

Regaleali Bianco, Sicilia, Italy
Allegrini La Grola, Veneto, Italy
Calamari Fritta and Mushroom Torte

Wine Bottega

Azienda Agricola Poggio Secco Etrah Bianco Toscana, Italy
Monte Bernardi Sangiovese, Toscana, Italy

Boston Bottles

Falanghina Feudi di San Gregorio, Italy
Anthilia Donnafugata, Sicily, Italy



All North End Tours begin at Aragosta at the Fairmont Battery Wharf Hotel: 3 Battery Wharf, Boston MA 02109

 What is a City Wine Tour?
City Wine Tours are walking tours that showcase specific city neighborhoods and premium wine destinations, such as upscale restaurants, luxury hotels and gourmet wine shops. At each destination, tour guests enjoy a private wine tasting. Tours last two hours and focus on wine tasting, wine pairing and wine history.
 Who gives these tours?
City Wine Tours are led by our Wine Ambassadors. Our Ambassadors all hold advanced certifications in viticulture. They are dynamic and entertaining and help you have fun while tasting and learning about wine.
 How much wine is served?
Over the course of a typical public wine tour you will have the opportunity to taste 6 different wines. You will have the equivalent of 2-3 full glasses of wine over the course of the two hours tour. Private tours can be booked for groups and additional wine or food can be made available.
 What is the length of the tour?
Our typical public wine tours last about two hours. Private events are scheduled upon request, but typically last two hours.
 How far will I walk?
The total distance between all stops varies from neighborhood to neighborhood, but there is never more than 0.8 miles of walking on the tour. We walk at a leisurely pace on easy terrain.
 Is this a bus tour?
No, guests walk short distances within specific neighborhoods. We can accommodate private group tours wishing to use buses.
 How many people are on each tour?
In order to provide an intimate and comfortable wine experience our public tours are limited to 12 guests. Private tours are scheduled upon request and can have more than 12 guests.
 How should I dress for the tour?
Please dress seasonally in comfortable casual to dressy-casual clothing and shoes.
 What will I learn on a City Wine Tour?
Guests will learn details about the wines we taste, the locations we visit and the history of the neighborhood between stops.
 Will I learn about Boston on your tours?
Yes! Our Ambassadors will incorporate important information about the neighborhood you are touring.
 I live in the city. Is the tour still good for me?
Absolutely! On our tours you will explore hidden places that you may not have known about and experience VIP settings in new destinations.
 How often do tours run?
Public tours run Saturdays and Sundays. Tour times are listed on each product page. Private tours can be scheduled upon request.
 Do I need a reservation?
Tickets must be purchased in advance. Tours sell out quickly so make sure to buy online or call our sales staff to make your reservations. We accept major credit cards including American Express.
 Is gratuity included?
A City Wine Tour does not include gratuity for your wine ambassador. We suggest a $10-$20 tip per person if your are satisfied with your tour.
 Are private tours available?
Absolutely! Check out our premium events page for tastings and exciting wine excursions.
 Is the tour handicap accessible?
Most of the tours are wheelchair accessible. Please contact us directly if you are interested in taking the tour and have a disability.
 Can I bring a camera?
Absolutely! If you get some good images please post them on our Facebook page.
 Can I bring children on the tour?
We love kids, but this is not the tour for them. Call up your favorite babysitter and leave the kids at home!
 How are you affiliated with Boston?
Trademark Tours, our parent company is a proud member of the Greater Boston Visitors and Convention Bureau and the Greater Boston Concierge Association. We’ve been touring visitors in Boston since 2006.
 What is the cancellation policy for City Wine Tours?
Because of the high demand for these tours, tickets are non-refundable. Once purchased and scheduled, tickets cannot be refunded or rescheduled. Tickets are privately transferrable but all guests must be over 21 years old.
 What is your weather policy?
Tours take place rain or shine. In the rare situation that we are forced to cancel the event, tours will be rescheduled or refunded.
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