Things to do in Boston, Massachusetts (MA): The Best Outdoor Activities

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.

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.

C.J. Victoria fishing charters is providing deep sea fishing trips departing Boston Massachusetts. Half day, 3/4 day and full day fishing trips with Captain Rob Savino.

Captain your own mini speedboat as you navigate Boston Harbor while following our knowledgeable instructor. During your excursion you’ll pass many historical sites such as; the Tea Party Ship and Museum, USS Constitution, Nantucket Light Ship, JFK Library, Fort Independence and many more harbor sites. The adventure starts out nice and slow, this will give you time to get familiar with the boat and its operation. Once we pass the no wake zone, it’s time to pick up the speed and have some FUN as we navigate our way to JFK library, Fort Independence and pass many small islands. On the return, we’ll once again enter the no wake zone and view the Nantucket Light Ship, USS Constitution, Charlestown Navy Yard and Boston’s iconic Zakim Bridge. It’s the most unique way to see Boston…it’s PURE FUN! Bring your camera and cherish the memories. We have a limited number of boats for each adventure, don’t miss out…reserve your boat soon.

We offer Charters aboard Indiscretion and also offer a food and beverage package which is quite exceptional! Fishing, Family, Corporate, and Fun Charters! Cruise away from Downtown Boston on your way to Hours of adventure on Historic Boston Harbor. Relax aboard a luxurious Classic 42' Post Sportfish with plenty of room for all, enjoy seeing the many historic sights and rich History of Boston Harbor and the Islands.snorkeling in crystal clear Harbor waters brimming with marine life, and do some sightseeing with so much to see in an always changing seascape! Meet up with your skipper for the day at the New England Aquarium dock and climb aboard a 42' Post Sportfish, setting your sights on discovery in the bountiful sunshine. Watch the crew toss off the mooring lines, settle into a comfy seat for the voyage ahead, and chat with your Skipper or First Mate about what you might see during your History-packed cruise.

Stellar Yacht Charters is considered one of the world's premier independent companies for yacht charters and event planning.

Dedicated to providing the most luxurious and hospitable sailing experience in Boston, we here at Classic Harbor Line are looking forward to the privilege of escorting you on a breathtaking excursion aboard the most elegant sailing vessel in Boston Harbor: Schooner Adirondack III and yacht Northern Lights. Boston’s rich maritime history is best viewed from the water, so why not do it in style?

Boston Harbor Cruises, (BHC) is the nation's oldest and largest private operator of passenger vessels. BHC's current service offerings include Whale Watches in partnership with the New England Aquarium, the Cape Cod Fast Ferry, a variety of sightseeing tours, the Salem Ferry, private charters, Codzilla - a high speed thrill ride, two pier side patio bars -The Landing at Long Wharf and The Landing at the Salem Ferry, commuter ferry service for the MBTA and more.

Boston's best whale watch! Experience whales as only the New England Aquarium can present them! Our experienced marine biologists tell you all about these majestic creatures and the other inhabitants of Stellwagen Bank onboard the only fast catamaran in Boston designed specifically for whale watching! Whale sightings are guaranteed on this family fun adventure!

The Boston Irish Heritage Trail takes visitors through 300 years of local history in which the Irish have played a role. Run by the Boston Irish Tourism Association, the 20 stops along the Trail take you from the waterfront to the Fens, recounting deeds of patriots, poets and politicians. Guided tours are offered, starting at the Boston Common Visitors Center, and self-guided maps are available at visitor centers on the Boston Common and at the Prudential Center. 2019 Marks the 25th anniversary of the Irish Heritage Trail, which was officially launched in June 1994.