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9 Airbnb Experiences In Boston, Massachusetts - Updated 2020

Airbnb Experiences In Boston, Massachusetts, USA

Staying at an Airbnb while in Boston allows visitors the opportunity to stay in a ‘home away from home’ accommodation but also the chance to go on tours as well. These tours allow you the chance to enjoy the city from a local perspective. This way, all the authentic neighborhoods will be visited. These Airbnb experiences include food tours, walking tours, bike tours, cultural tours and so on. Each one is designed differently, mostly catering to people of all ages. Boston is a charming destination with much to explore. Continue reading below to find out about some of the top Airbnb experiences in Boston.

1. Politically incorrect food tour

airbnb experiences in boston, massachusetts, usa | politically incorrect food tour

Are you a food connoisseur? If so, this is the right tour for you to embark on. Join Anthony, a resident in Boston who will take visitors on a three-hour tour around Boston, trailing delicious food haunts. In this walking food tour, visitors will visit the famous Hanover Street where they get the chance to check out the best pasticcerias (Italian pastry shops) which have the city’s best cannoli, biscotti and other such Italian favorite pastries. Guests will also get the chance to find out about some of the best restaurants and coffee shops. At an authentic Salumeria, which is an Italian Deli, guests will get to enjoy a delicious Italian sub. Tours conducted on Fridays and Saturdays will also include a stop at an open market which is a must-visit spot for Italian immigrants to the city. Also included in the tour is a visit to an 80-year-old coffee and spice shop. The tour is not complete without a stop at Little Italy for you to taste delicious Italian cuisine, especially at Mama’s house where you will be served an Italian lunch. Guests wishing to embark on this tour should come equipped with comfortable walking shoes and appropriate clothing for the weather.

Politically incorrect food tour

Cost: $96 per person


2. Bagel-baking experience

airbnb experiences in boston, massachusetts, usa | bagel-baking experience

Join this two-hour baking class which involves making USA’s favorite, bagels. Jordan, the host, will conduct the class and is a great baker of cakes, pastries, and bread. This course is offered in English and participants get to learn the basic of bread-making along with a brief demonstration of rolling bagels. Each participant gets to make two bagels for themselves. The price for this course includes the ingredients, instructions and a lesson.

Bagel-baking experience

Cost: $29 a person


3. Shuck oysters on the harbour

airbnb experiences in boston, massachusetts, usa | shuck oysters on the harbour

Join Alexis, a native Bostonian who has a deep passion for shucking oysters. He offers guests a 1.5-hour tour that includes getting out on the water and slurping local oysters. The meeting point is on the docks of East Boston, where guests will then begin to tear into and enjoy dozens of local oysters. As the harvesting is done by experienced oyster farmers, the freshness is guaranteed. Guests get to also learn about the techniques of shucking an oyster and even get to take home a shucking knife of their own. There are several pick-up points for this tour and transfers can be arranged upon prior request. Snacks are provided and a blanket is optional for sitting on while enjoying oysters.

Shuck oysters on the harbour

Cost: $70 per person


4. Boston Harbor boat sailing

airbnb experiences in boston, massachusetts, usa | boston harbor boat sailing

A Boston Harbor boat sailing tour is something that is suitable for those enjoying the outdoors. This tour gives one the chance to learn to work the sails as he cruises along the Boston Harbor on a 23-foot sloop rig sailboat. Otherwise, participants can also sit back and enjoy a relaxing cruise, whilst admiring the stunning views of the Boston skyline. Starting at the East Boston Piers Park, the course of the sail is up to the participants. This is one tour where you have plenty of opportunities to take photos.

Boston Harbour boat sailing

Cost: $97 per person


5. Boston bike tour

boston bike tour

This tour is conducted by guides who work with Urban AdvenTours and take much pride in explaining to participants about the history of Boston while cycling. All participants get access to a cycle each and will spend three hours exploring the streets in a unique way. The starting point is the cycle track in front of the guides’ shop. Participants will then ride throughout the city of Boston, on paths and bike lanes. While cycling, participants will get the chance to stop along the way at prominent landmarks and get the chance to learn more about various aspects of the city. You are reminded to arrive 30 minutes before the tour starts to choose and check your bikes.

Boston bike tour

Cost: $83


6. Fun-run tour of Boston

fun-run tour of boston

Join host, Victoria as she takes you through some of Boston’s best jogging trails. Come and embark on a fun run sightseeing tour covering some of the city’s most historic landmarks. Running will be carried out at a conversational pace, allowing energy for discussing the various landmarks. There will also be water breaks and time for photos. The tour spans for about 90 minutes and it is 5 miles (8 km) long. It starts at the Boston Common Park and traverses through the Freedom Trail. Get the chance to run past the beautiful Charles River as well, ending at Harvard square with a cool-down.

Fun run-tour of Boston

Cost: $29 per person


7. Boston crime tour

boston crime tour

This is a unique tour that allows participants to take a scenic tour of the streets of Boston. They will even get the chance to visit off the beaten paths that tourists do not know of. This tour lasts for about 90 minutes and is carried out on foot. Find out more dark secrets about the crime scenes in Boston and about some hardcore criminals in the city. Participants should come ready in walking shoes. Do remember to bring an umbrella in case of wet weather.

Boston crime tour

Cost: $97 per person


8. Boston walking tour

boston walking tour
Source: Wikimedia

This tour will exceed everyone’s expectations as it is comprehensive. Host Keith will take you on a worthwhile walking tour around the center of Boston. The approximately three-mile (five-kilometer) walk will last for about two hours and is sufficient enough to cover major landmarks in Boston for a first-timer in the city. Participants will get the chance to stop at photo-worthy spots and take plenty of pictures to bring back home as memories. Also get to know some of the best local spots for food and drinks. This tour starts at the Liberty Hotel and ends at the North End. Come dressed comfortably to walk for two hours regardless of the weather. When turning up for this tour, do not forget the camera.

Boston walking tour

Cost: $29 per person


9. Freedom Trail tour

freedom trail tour

Join Margaret in her Freedom Trail tour as she takes you through the streets of the Freedom Trail. This tour will give you the chance to visit a Boston landmark which brings in more annual visitors than even Disney World and Disneyland. You will get the chance to learn the secret stories behind Boston’s famous Revolutionary history and find out where Boston’s infamous mobsters hung out. Margaret will help you unravel some hidden alleys which tourists will usually not visit. Along the way, visit some Italian grocers and sample the best pastries that the North End has to offer. Do not forget your camera when embarking on this tour.

Freedom Trail tour

Cost: $50 per person


Experiences in Boston

Airbnb experiences offer the best tour options for visitors to Boston as they are local residents who know the city inside out. So check out these experiences and choose those that will suit your needs.

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I'm a mother to 2 wonderful young kids and enjoy travelling with my family. Having travelled to many countries across the world, I am particularly keen on trying out new cuisine and sightseeing...Read more

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