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Top Boston Food, Wine & Nightlife Tours

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Boston's North End Small Group Food Tour

clock 2 hours
  • This tour is all about discovering the local side of the most popular side of Boston; referred to as the North end which is a blend of tradition, history and food. Learn the culture of these places, get the opportunity to eat their foods.
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    What You'll Do:

  • Snack through the adventurous North end of Boston on this tour with a life guard.
  • Discover historic and famous sites in the neighbourhood
  • What It Includes:

  • A well informed life guard is available to help you choose the best spots to snack and also help your tour to be an interesting one from start to finish.
  • A good number of food options are available
  • Travellers Talk:

  • This tour is very informative and educative as you get to learn a lot from great historic stories. The fantastic Italian Restaurants makes it a must see for everyone!
  • Is It Right:

  • This tour is both wheelchair accessible and child friendly. It is also free for children under the age of six.
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Boston Premier Dinner Cruise on Odyssey

clock 2 hours
  • Take a tour to see the beauty of Boston in an Odyssey dinner cruise tour specially designed to entertain you. Enjoy the sight of Boston from the ocean, enjoy the cruise, the Dinner and drinks provided and the live band to best your night with entertainment.
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    What You'll Do:

  • View beautiful sights of Boston from the your comfortable cruise from the sea.
  • Enjoy dinner with others specially designed to give you memorable experience of Tour
  • Be entertained by live music and performances just for you.
  • Pass by beautiful islands such as Little Brewster Island, George's Island and other significant places such as Charlestown Navy Yard, Waterfront, and Congress Street etc. All in Boston.
  • What It Includes:

  • Live music Performance
  • A 30 course meal all in the space of the few hours you will spend on this tour and beverages such as coffee or tea etc.
  • Travellers Talk:

  • Comments on this tour come in handy to express how relaxing and entertaining this tour is. Participants recommend this tour to other participants.
  • This tour is rated 5 Star.
  • Is It Right:

  • trip is right for participants who intend to have a relaxing and entertaining tour through the Boston. Therefore most people can participate on this tour.
  • Dress code on this tour is formal
  • Read lessRead more

Boston Harbor Brunch Cruise

clock 2 hours
  • Wondering how much fun touring Boston from the Harbour can be? Embark on this tour and have the most memorable experience ever, get a 3 course meal, satisfy your taste with drinks, relax and watch Boston unravel its beauty in your very eyes.
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    What You'll Do:

  • Enjoy a 3-course brunch meal from a wide variety of option available to choose from such as assorted pastries, Greek Yoghurt, Banana Nut Granola etc.
  • View in your tour sights such as Georges island, Independent Fort, Old North Church, long island etc.
  • What It Includes:

  • Food and drinks available on this tour
  • Boat cruise is included on this tour.
  • Travellers Talk:

  • Reviews on this tour suggests that tourists who embarked on this tour really enjoyed it and recommend other tourist to embark on tour. The most common statement being a"you'll never go hungry on this tour.
  • Is It Right:

  • This tour is suitable for most participants. Infants seat upon notice can be made available and children must be in the company of Adults through this tour.
  • Wheelchairs are not accessible on this tour.
  • Read lessRead more

Boston Restaurant Week

clock 2 to 4 hours
  • If you are In the City and Looking To Enjoy a Great Evening, Allow The Chiefton Group to Be Your Chaperon! Enjoy the Scenic Ride To and/or The Scenic Ride Back From An Exclusive Eatery Of Your Choice. We Will Even Book The Reservations at The Restaurant Of Your Choosing to ensure your evening is Hassle Free & Enjoyable. DOES NOT INCLUDE PRICE OF...Read more

Boston Signature Lunch Cruise

clock 2 hours
  • A round trip on the Spirit of Boston Boat which gives you the ability to have exciting views of the attractions in Boston. This tour is also wrapped with a special and tasty Buffet lunch just for your delight. Enjoy the sight, the food and the musical entertainment.
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    What You'll Do:

  • Relax through tour as you get insightful view of Boston's beautiful scenes.
  • Enjoy a buffet lunch in while on this tour in a comfortable cruise.
  • What It Includes:

  • Musical entertainments are available.
  • Buffet Lunch and beverages are included on this tour
  • Taxes and entry/admission fee are included.
  • Travellers Talk:

  • Other participants are highly satisfied with the service provided on this trip. They commend the scenery and how officials on this tour hinted them of the History of Boston. Highly recommended.
  • Is It Right:

  • Trip is suitable for most participant who wish to view Boston from the sea, to see amazing views that others may not be seeing
  • Trip is free for infants below 2 years.
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Boston's North End Pizza & History Walking Food Tour

clock 2 hours 30 minutes
  • Make your time in Boston memorable by embarking on this history and pizza walking tour which gives you extreme benefits to enjoy the following.
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    What You'll Do:

  • Enjoy 3 slices of pizzas from some of the best Pizzeria's in Boston.
  • Take a walk through different freedom trail sites as you learn about great patriots such as Paul Revere, George Washington etc.
  • Make memorable memories at insightful spots like Boston Pizza Tours, The Paul Revere House, Old North Church, USS Constitution etc.
  • What It Includes:

  • Pizza tasting is included
  • Entry/Admission where required is included on this trip
  • Professional Local Guide to walk you through this history is included.
  • Travellers Talk:

  • Other participants appreciate the simplicity of the Itinerary of this tour and really found the pizza interesting and delicious.
  • For the value this tour offers it is rated 5 Star
  • Is It Right:

  • This Trip is suitable for most participants who are interested in learning the history of Boston alongside tasting the pizza of some the Famous Pizzeria's.
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Boston Signature Dinner Cruise

clock 2 hours 30 minutes
  • An entertaining tour on the ocean of Boston in a comfortable cruise at sunset. Watch as the sun turns Orange while setting on the harbour of Boston, get refreshed by a buffet dinner and drinks (vegetarian option available), and get entertained with good music.
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    What You'll Do:

  • Enjoy Buffet dinner with family, loved ones or new friends you may come across on this tour.
  • Be entertained by DJ's playing your favourite set of songs on this tour.
  • See Boston from the exterior deck of your cruise. Enjoy the beauty of nature and architect.
  • What It Includes:

  • A boat cruise through Boston with lots of musical entertainments.
  • Buffet dinner available (vegetarian option available)
  • Travellers Talk:

  • Travellers find this trip really amazing and the dinner really delicious. They commend the waitress " and other official organizers of this tour. They also recommend tour to other participants.
  • Participants rate this tour 5 Star.
  • Is It Right:

  • Trip is right for most participants who wish to explore the beauty of nature from the ocean. Most participants can participate on this trip, infants must however, sit on laps.
  • Wheelchair is accessible on this tour.
  • Read lessRead more

Food Tasting and History Tour of Boston's South End Neighborhood

clock 3 hours
  • Join this food tasting tour in the south end of Boston. Enjoy some of the best delicacies in Boston while you get exposed to secret recipes, view different beautiful places, hear different interesting tales and ensure you don't get to eat too much from the beginning so you can eat more during this trip.
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    What You'll Do:

  • Take a walk around the South end in the company of your tour guide.
  • Have a feel of delicious delicacies from the south end and learn some secret history and recipes of these foods.
  • Enjoy these food tasting from local eateries in South End Boston.
  • What It Includes:

  • Enjoy your walk tour guided by an expert tour guide who will give you a full view of the city's history, architecture and local culture.
  • All taxes and entry/admission fees are covered on this tour.
  • Travellers Talk:

  • Reviews over this tour have really been positive. Participants describe this tour as being awesome and worth taking over and over again.
  • Is It Right:

  • This trip is not suitable for participants below 12 years. Other than this, this trip is suitable for most participant who are interested in the local culture or food of South End Boston.
  • Wheelchairs are accessible on this tour.
  • Read lessRead more

Iconic Boston Food Tasting and History Tour On the Freedom Trail

clock 3 hours
  • Explore different classic foods in Boston, see the reason why these foods are famous and talked about often. Visit different food spots in Boston, eat different Bostonian delicacies (lobster, Baked beans etc.) and do this in the company of your group and a tour guide.
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    What You'll Do:

  • Enjoy different delicacies that Boston is famous for. Taste dishes like Lobster, Baked Beans, Boston Cream Pie etc. during this tour.
  • Visit places such as Omni Parker House, Beantown Pub, Faneuil Hall marketplace etc.
  • What It Includes:

  • All taxes/fees are covered on this tour.
  • Foods are also included on this tour.
  • Travellers Talk:

  • Other participants on this tour have testimonies that the tour is worth the value of the money, service is really efficient.
  • Participants rate this tour 5 Star
  • Is It Right:

  • This trip is not suitable for participants with heart problems or other severe medial conditions. However, most people can participate on this tour.
  • Wheelchair is accessible.
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Boston Premier Brunch Cruise on Odyssey

clock 2 hours
  • Explore Boston with style in a comfortable climate control yacht. Enjoy the cruise, tour the harbour of Boston, view interesting sights, get entertained and informed in this classic trip.
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    What You'll Do:

  • Make unforgettable memories touring through Boston in a yacht, being entertained by music (both live and DJ)
  • Pass by beautiful sights like George's island, Charlestown, Little Brewster Island, Castle Island and lots more.
  • Enjoy Breakfast and Buffet lunch in this this tour.
  • What It Includes:

  • All taxes and entry/admission fees are included in this tour
  • Soft drinks such as tea, coffee etc are available on this tour.
  • Travellers Talk:

  • Tourists highly commend on this trip as being of high quality, efficient service,
  • They rate this tour 5 Star and recommend to other participants.
  • Is It Right:

  • Trip is suitable for participants who wish to explore Boston in a Unique way. Tickets are free for children under 2 years, and child prices vary according to age.
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Boston Public Market & North End Foodie Tour with Local Guide

clock 3 hours
  • This tour takes you through Boston's outdoor and indoor markets with several food vendors and a lot of tastings along the way. Learn different histories that occurred in this places, buy souvenirs from these places, taste their local dishes, make new friend from your group, make memories by snapping pictures, enjoy your tour.
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    What You'll Do:

  • On this tour, you get to visit the historic outdoor market, the indoor market, the union oyster house and the little Italy, known as the North end.
  • All these sites available for visits should be maximized as there are different foods for tastes at these different locations.
  • What It Includes:

  • Food tasting and Lunch is included on this tour.
  • A local guide is available on this tour
  • Travellers Talk:

  • There is more than enough food to taste from and you might even get some to take along with you. Learning about the history of the area makes the tour a fantastic experience also.
  • Is It Right:

  • This trip is suitable for most Participants. However, children must be accompanied with adults and infants should be placed on the laps through the journey.
  • This tour is not wheelchair accessible
  • Read lessRead more

Fenway Pub Crawl

clock 2 hours 15 minutes
  • On The Fenway Pub Crawl, you'll visit 4 baseball bars on iconic Lansdowne St. in the shadow of Boston's Fenway Park with an expert guide. From the baseball novice to the Red Sox expert, our Fenway Pub Crawl will entertain and enlighten. Spend 2 hours and 15 minutes enjoying local Boston brews and hearing unknown tales of the history of baseball...Read more

Boston: North End to Freedom Trail - Food & History Walking Tour

clock 5 hours
  • Discover the local side of Boston’s most popular neighborhood, the North End.  Visit Boston’s most revered church and snack your way through the neighborhood, tasting meats, cheeses, fresh bread, pastries, pizza and cappuccino.  Continue along the Freedom Trail and beyond and experience modern Boston through the city’s incredible...Read more

Private Seafood Tasting Tour in Boston

clock 2 hours 30 minutes
  • The Boston Seafood Tour will take you through a culinary journey along the Boston Harbor waterfront and into the city’s most historic neighborhoods. We’ll make our way across the Rose Kennedy Greenway to two of Boston’s beloved historic landmarks, Quincy Market and Faneuil Hall, before heading to the city’s oldest restaurant!

    In...Read more

Public North End Neighborhood Tour

clock 3 hours
  • Why book Boston Foodie Tours' North End Neighborhood Tour? Just ask recent guests! "BEST food tour EVER" and "ahhhhhmazing", they've said.

    Our multi-award-winning tours are designed from the perspective of our owner, an Italian-American, native Bostonian who is a culinary school alum. Our focus on award-winning best eats is just the...Read more

Boston Small-Group Walking Food Tour With Tastings

clock 3 hours 30 minutes
  • On our Secret Food Tour: Boston, you'll savor the freshest seafood and the famous Italian dishes that have been a staple in the North End for the past 100 years. As you explore the vibrant culinary scene, you will learn about the city's 400-year history, one bite at a time. On this tour, you'll sample famous clam chowder, a fresh lobster roll,...Read more

Boston’s Culinary & History Walk: Freedom Trail & North End

clock 3 hours
  • Embark on a journey where YOU become the protagonist in a tale of flavor and history. Our tour is not just a tour; it’s an adventure through the heart of Boston, where every step uncovers a story and every bite is a memory in the making. Imagine strolling the Freedom Trail, each landmark narrating America’s brave history. Visualize yourself...Read more

Boston Small-Group Freedom Trail History Tour Pub Crawl

clock 2 hours 15 minutes
  • On The Independence Pub Crawl you'll visit 4 historic pubs along Boston's legendary Freedom Trail with an expert guide who will share unknown stories of colonial Boston and the American Revolution while you enjoy local craft beer and the company of fellow travelers from around the globe.  The Independence Pub Crawl lasts 2 hours and 15 minutes...Read more

Cocktails & Cannoli: Boston's North End Dessert Tour

clock 2 hours
  • We are a SMALL, LOCAL business, PLEASE contact us directly for groups larger than 2, for last minute bookings, private tours, and customized savory & sweet tours!

    BUT FIRST, DESSERT!

    Do dessert before dinner when you join us for Cocktails & Cannoli, an all inclusive walking food tour of Boston’s North End.

    Skip the infamous...Read more

From Lobster Tail to Freedom Trail

clock 5 hours
  • Get the best of both worlds on this Boston history and seafood tour! Your local guide will meet you in the heart of historic Boston, where you’ll follow the Freedom Trail and enjoy the city’s freshest seafood.

    Throughout the tour, you’ll be immersed in American history, with a chance to visit the city’s oldest burial ground and the...Read more
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