The 10 Best Outdoor Activities in Boston, Massachusetts (MA)

RunBoston takes people on running tours of Boston and Cambridge. Our guides will take you on a scenic tour of your choice, helping you see Boston on the go. Select any of our popular pre-mapped courses, or ask us to customize one, based on the sites you want to see while in Beantown. We can run you through historic Boston, pointing out the sites all the way, or just give you some company on your traveling training runs.

Freedom Trail Run is a 5k running tour of Boston’s Freedom Trail. We’ll show you all of our city’s most famous historical sites while you enjoy a fun workout!. Registration includes the two hour guided run, return harbor ferry ride, choice of drink and a souvenir run shirt.

Urban AdvenTours offers bike rentals and guided bike tours of Boston - from historic landmarks to quaint neighborhood streets of Boston and Cambridge - for families, students and visitors. Our custom city bikes are top quality, well maintained, and comfortable. Bike tour routes are designed to be safe while covering a lot of ground in a short time. Ride with us and see Boston the way it was meant to be seen - we'll show you a "wheely" good time! Book on our website for the best prices.

We specialize in all types of day and evening events including: weddings, celebrations, meetings, sightseeing tours and much more! Whether you choose to cruise on Night Rider or Timeless, expect to have an amazing event and experience the extravagant views of the Boston Harbor. The best part of all is that it's your private boat for the event; no sharing with other people!

We offer Boston walking tours at no upfront cost. Our guests decide what a tour was worth or what he or she can afford after a tour is finished. We also run pay-what-you-like Boston food tours as well as bike tours. Tours include Cambridge MA.

Gondola Di Venezia also known as Boston Gondolas is a one of a kind WOW!! experience. With our 2 authentic gondolas that were built and shipped from Venice ,Italy , we offer PRIVATE tours on The Charles River at The Esplanade. Located only steps away from the heart of Boston , The Esplanade is the gateway to The Charles River, complete with Venetian style, canals, bridges and Lagoons. Indulge in The History , Mystery and Romance of this very private experience. Sit back and sip your champagne or wine ,take in the sights and sounds of Boston and Cambridge, incredible skyline views, live music with our accordion/violin player, a complimentary basket of cheese ,crackers and chocolates . Your gondolier will pamper you and provide you with glasses, ice ,ice buckets and warm blankets when necessary. There are 4 different tour package available, all are PRIVATE!! Voted "Boston's Best Place to POP The Question" A great way to celebrate any occasion in a very unique and unforgettable way! RESERVATIONS are required, on line or by phone 24 hours a day Open from late May through mid October , Fridays, Saturdays and Sundays from 3 PM to 11 PM. Special arrangements can be made for Monday through Thursday tours at additional cost. Come see what Boston's Best Kept Secret is all about!

Enjoy an outing on one of the most scenic sections of urban river in the country. An experience on the Charles River from our Boston location in Allston/Brighton is a wonderful respite from the surrounding city, with parkland on both shores and rowers plying the waters. Head downstream and you'll encounter local colleges (Harvard, M.I.T., and B.U.) and eventually the Esplanade (a great picnic spot!) and the unforgettable Boston skyline.This nine-mile stretch of river has no current, allowing painless round trips. However, renters can also enjoy one-way trips to or from our Cambridge location in Kendall Square — a unique way to see the city!

Running is part of the fabric of this city. Boston is the home of the world’s oldest annual Marathon, and its population routinely ranks among the nations fittest cities. The Charles River is blessed with the Dr. Paul Dudley White Bicycle Path, a paved loop stretching from the Science Museum upstream nine miles to Watertown on both sides of the river. This route, among many others are meticulously maintained which makes it possible to run outdoors in Boston even through the bitter New England winters. The city is small enough is size that a ten mile run can get you from Brookline to Cambridge and back, but not so small that there’s ever a shortage of great running routes. The combination of the youth and history of Boston make it a world-class city and dream destination for runners.With our personalized runs you choose how far you would like to run, what areas and sights you would like to see and we customize a run based on that information. Your personal running guide will meet you at the location where you are staying to take you on your run. We will run at your pace, provide water and have a camera in case you feel like capturing the moment.At the completion of the run we will return you to where you are staying and you walk away with a souvenir goody bag that includes a t-shirt as well as running and city related products. Our personalized runs take place 7 days a week, all year long excluding Christmas day and Thanksgiving.Group RunsLead by the knowledgeable guides of City Running Tours, this tour will be about 5 miles long and at a casual pace to suit all running levels. There will be stops along the way to take in the scenery and talk about the landscape. This run includes bag and coat check and a bottle of water. You will be responsible for your arrival to and departure from the meeting location.

We offer private sail charters and tours of Boston Harbor and Boston Outer Harbor Islands aboard a classic wooden Chesapeake Skipjack sailboat. 2,4, and 8 hour private charter cruises are available. Pick-up/Drop-off locations available throughout Boston Harbor: Charlestown, East Boston, Seaport District/Downtown Boston. BYOB or let us Cater.

Eureka Charters offers saltwater fishing charters out of Boston Harbor from a variety of pick-up locations, trip durations, and departure times.