Top Massachusetts Outdoor Activities

Zip through Boston, taking in more of the city than you could hope to on foot, on this small-group e-bike tour. Listen to stories about the city’s history and cultural development while you ride through several of Boston’s most notable neighborhoods and take in sights such as Boston Harbor, Bunker Hill, Boston Common, and much more.

See some of the top attractions in Boston from the waterfront on this narrated sightseeing cruise. Explore the world-famous Boston Harbor and see the city’s historic sites while listening to live commentary on board, from tales of the Revolutionary War to local legends. While you cruise, enjoy views of the city skyline as well as the Boston Harbor Islands, USS Constitution (“Old Ironsides”), and the Bunker Hill Monument.

Discover Boston’s rich past and vibrant present on this small-group (or private) walking tour—a relaxed and informative way to get your bearings if visiting the city for the first time. Gain valuable insight from local guide as you explore spots such as Boston Harbor, Faneuil Hall, Beacon Hill, and the Public Garden. As you wander, learn about the city’s Revolutionary roots, architectural gems, and cultural evolution—and get an understanding of what life is like for modern-day residents.

From seals and sea lions to sea turtles, seadragons, and stingrays, the New England Aquarium is the place to discover hundreds of different marine animals under one roof—or in one big tank. Check out the four-story Giant Ocean Tank, featuring a brand new coral reef, underwater communications system and hundreds of Caribbean reef animals. Grab an admission ticket and have an unforgettable aquarium adventure.

Walk Salem’s dark past under moonlit streets and learn true stories of witch trials, haunted houses, and restless spirits. A clear, friendly voice leads you through historic places and shares tales that send chills. You start when you want. Pause to read old inscriptions, stand before haunted buildings, or peer down alleys where shadows linger. Visit The Witch House, the Old Burying Point Cemetery, The Custom House, and hidden corners locals whisper about. The guide also shows you secret paths others rarely walk. The tour works without internet. It gives you walking directions, spooky facts, and tips you’ll use again. The audio stays on your phone forever. Download the tour, put on your shoes, and explore Salem’s haunted history—step by step, story by story, at your own pace.

Enrich your New England road trip with a private self-guided audio tour of Cape Ann that you can listen to as you drive. Filled with evocative tales and historic information, the tour leads you on a scenic loop between Gloucester and Rockport, highlighting the region’s top landmarks and attractions. The convenient app-based guide allows you to travel at your own pace and stop whenever you wish.

See all of Salem’s spookiest spots on this guided walking tour led by a local historian and authentic witch—an experience hard to replicate on your own. Visit more than a dozen spooky sites around town as you listen to witchy stories of Salem’s past. Journey through 400 years of history, learning what caused the witch hysteria, all about the accusers and victims, and how the trials finally ended.

Learn about Boston’s revolutionary history on a walking tour that emphasizes good storytelling. Enjoy personalized attention from your guide in your small group as you walk a curated route that includes the Freedom Trail. Visit well-known sites as well as more local places and develop an understanding of modern Boston along with its history.

Take a journey through 400 years of history with a local historian as your guide. Uncover the secrets of Witch City as we dive deep into the events surrounding the 1692 Salem Witch Trial. Are you ready to unlock the secrets of one of the darkest chapters in American history? Look no further than our immersive Salem Witch Trial Tour. We are beloved by tourists and Locals alike. With so many tours to choose from, look no further, do yourself a favor and book this tour! As you walk through Salem to visit historical sites, you will hear a jaw-dropping story covering Salem before the trials, what caused the witch hysteria, who were the judges and accusers, how residents responded to the accusations, who were the 20 victims, and how it all ended. HIGHLIGHTS: • Family Owned and Operated • Seasons storyteller and Local Historians with 10+ years of experience • Learn 400 years of Salem's rich history in one tour • Loved by locals and tourists alike!

See Boston Harbor’s sights from the water on this day sail aboard a replica of a pilot schooner. Step aboard the boat and sail off through the harbor, bound for Spectacle Island, Fort Independence, Castle Island, and Long Island. Snap photos of Boston's coast from the water and feel free to ask the captain or crew questions about the passing landmarks.

Immortalize your Salem vacation with a spooky set of photographs from Witch Cottage, a spellbinding set that features potions, spell books, and an altar adorned with tools for spell-casting and rituals. During this private session, you’ll dress up in a witch costume chosen by a personal stylist and benefit from the undivided attention of a personal photographer.

Discover Boston’s top attractions on this comprehensive guided bike tour around the city. See the unique character and charm of each community up close, like the beautiful brownstones in Back Bay and the South End. Visit Boston’s historic North End and pedal past Copley Square and Fenway Park. Cross the Freedom Trail, passing significant locations to United States history.

Relive one of the most important events leading up to the American Revolution and learn about a side of the story most tourists miss on this guided tour of the Boston Tea Party Ships and Museum. Explore authentically restored tea ships with the help of a guide as you get their insights into this pivotal event, and throw some of your own tea into Boston Harbor. It's an ideal experience for American history buffs, tourists, and locals alike.

See Boston from a whole new angle aboard a Boston Harbor evening cruise. Watch the sunset from the water, and glide out to the Old North Church and Historic Site, the Charlestown Navy Yard, the USS Cassin Young, and more. As a bonus, listen to the cannon fire of the USS Constitution, which marks the sunset each night, and sip a cocktail (own expense) from the onboard bar as you relax and enjoy the views.

Boston is heaven for seafood lovers, thanks to iconic dishes such as lobster roll and clam chowder. On this walking tour, dive into the city's seafood delights punctuated with peeks at its colonial and revolutionary history—all with a guide for foodie insights and tips. Enjoy lobster roll and chowder, see Freedom Trail sites, roam the harborfront, and finish with a sweet treat in the North End.

Visit Martha's Vineyard highlights on this half-day, small-group tour from Oak Bluffs. Make the most of your time on the island as you check out Oak Bluffs, Edgartown, and the Aquinnah Cliffs, learning stories about island history and cultures along the way. This Martha’s Vineyard tour is limited to 14 people for personal service from the local guide, and it includes a 15-minute break to explore the Aquinnah Cliffs.

Explore the best of Boston at your own pace on a hop-on hop-off trolley tour of the city. Choose from a 1- or 2-day pass and see Boston’s top attractions, including the USS Constitution, the original bar from TV show “Cheers,” and the Faneuil Hall Marketplace, to name a few. The pass includes discounted admission to the Boston Tea Party Ships and Museum, to enjoy during or after the tour.

Make this holiday season one to remember with this cocoa and carols holiday cruise on Boston Harbor. With dates offered throughout December, you can add a magical touch to your holiday, and easily find a date that works for you. Plus, you’ll cruise the harbor aboard a classic yacht with live music as you take in beautiful views of Boston.

Upgrade your drive through scenic Cape Cod with this private self-guided tour you can download onto your phone. The audio narration plays based on your location, letting you start, stop, and skip stops whenever you like. You control your time and pace, enjoying a personalized experience without the constraints of traditional tours.

Spend two hours sailing on the Boston Harbor as the sun goes down, taking in the sights of the city skyline. Your captain will set sail and take you on a smooth cruise along the waterfront in a comfortable schooner, with a friendly and informative crew who’s happy to help you have the best possible experience while you’re on the water.

Try a unique alternative to a typical night out in downtown Boston with an exciting dinner cruise along the city’s waterfront. This expedition on Boston Harbor features a meal with live entertainment and dancing. Watch the sun set, then take a stroll under the stars and enjoy the view of the illuminated Boston skyline at night, or head to the dance floor for music and fun in the ship’s nightclub.

For anyone thinking of attending Harvard, or for those who simply want a glimpse of college life at the famous university, this tour is a must. Get an exclusive account from current Harvard students, who provide key insights into the life and times at Cambridge with a theatrical, humorous flair. Check out the old buildings at Harvard Yard and Harvard Square and learn about the school’s storied past. Illustrated map of Harvard Square included. Choose from several departure times throughout the day.

Cover the highlights of the Freedom Trail on this walking tour of Downtown Boston. A shorter route leading between Boston Common and Faneuil Hall Marketplace is ideal for travelers who don’t have the time or inclination to cover the full extended route. A costumed guide adds a theatrical touch to the experience.