All-Inclusive  Day Trips & Adventures from Boston

Escape the Ordinary with Keolis massAdventures! 🚂🌲🍷 Looking for a unique day trip without the hassle of driving? Hop on the Commuter Rail and let Keolis Mass Adventures whisk you away to cranberry bogs, maple farms, secret beaches, and hidden gems across Massachusetts — all within 30 minutes of a train station! 🎟️ $10 Weekend Rail Pass Included 🚐 Private Transportation from the Station 🍁 Seasonal, Curated Experiences 🥾 Perfect for Car-Free Explorers &amp; Weekend Wanderers Book your next adventure now — your Instagram feed will thank you. Use code: BOSCAL10 at checkout for a special 10% savings just for Boston Calendar!

Keolis massAdventures

All-Inclusive Day Trips & Adventures from Boston

Use code: BOSCAL10 at checkout for a special 10% savings just for Boston Calendar! Looking for something new to do this weekend but don't want to drive?! Check us out! Discover Massachusetts with Keolis massAdventures! At Keolis Mass Adventures, we offer unforgettable tours that explore the rich culture and beauty of Massachusetts. Ideal for both visitors and Greater Boston residents, our tours make it easy to enjoy the state without the stress of driving. All-Inclusive Transportation Our adventures include round-trip transportation with a $10 weekend Commuter Rail pass, along with private transportation to and from the station, making them ideal for those without a car or anyone looking to avoid traffic. Popular Tours: From Brewery tours and Historic Estates to seasonal favorites like Cranberry Bogging, and Holiday Light Trips our adventures highlight the best of Massachusetts, all year round. Why Us? With affordable, hassle-free travel and exciting tour options, Keolis massAdventures makes every trip a weekend to brag about! Use code: BOSCAL10 at checkout for a special 10% savings just for Boston Calendar! Visit our website listed to the left to book your weekend adventure today!

Easy Day Trips & Adventures from South Station

Escape the Ordinary with Keolis massAdventures! 🚂🌲🍷 Looking for a unique day trip without the hassle of driving? Hop on the Commuter Rail and let Keolis massAdventures whisk you away to unique foodie experiences, festivals, cranberry bogs and more! All within 30 minutes of a train station! 🎟️ $10 Weekend Rail Pass Included 🚐 Private Transportation from the Station 🍁 Seasonal, Curated Experiences 🥾 Perfect for Car-Free Explorers &amp; Weekend Wanderers Book your next adventure now — your Instagram feed will thank you. Used code: BOSCAL10 for 10% your trip!

South Shore Massachusetts

Use code: BOSCAL15 at checkout for a special 15% savings just for Boston Calendar! Escape the Ordinary with Keolis massAdventures! 🚂🌲🍷 Looking for a unique day trip without the hassle of driving? Hop on the Commuter Rail and let Keolis massAdventures whisk you away to cranberry bogs, maple farms, secret beaches, and hidden gems across Massachusetts — all within 30 minutes of a train station! 🎟️ $10 Weekend Rail Pass Included 🚐 Private Transportation from the Station 🍁 Seasonal, Curated Experiences 🥾 Perfect for Car-Free Explorers &amp; Weekend Wanderers Book your next adventure now — your Instagram feed will thank you. Use code: BOSCAL15 at checkout for a special 15% savings just for Boston Calendar!

Easy All-Inclusive Day Trips and Adventures  Departing from North Station

No Car? No Problem. Your Next Adventure Starts at North Station! 🚉🌲🍷 Looking for a unique day trip without the hassle of driving, TRAFFIC, and looking for parking? Hop on the Commuter Rail and let Keolis massAdventures whisk you away to unique indoor and outdoor adventures including exploring Crane Estate, Wineries, Dune Hikes, castles, and more! 🛤️ Departs from Boston’s North Station 🎟️ $10 Weekend Rail Pass included 🚐 We pick you up at station, transport you to the adventure and back 📸 Insta-worthy, off-the-beaten-path vibes with all admissions and activity tickets included ✨ Zero stress. All adventure. Spots fill fast — book your escape now! Use code: BOSCAL10 for 10% off your tour!

All Over Massachusetts

 The Best Holiday Day Trips from Boston

Take 10% off with code: BOSCAL10 🎄 The Best Holiday Day Trips from Boston 🎄 Experience the magic of the season without the stress of planning or driving! Our festive day trips whisk you away to Massachusetts’ most charming holiday destinations—think castles decked in twinkling lights, cozy mead tastings, seaside strolls, and sparkling winter markets. Each trip includes:<ul><li>Weekend Commuter Rail Pass</li><li>Round-trip transportation from the station to the event</li><li>All admission tickets</li></ul>and plenty of seasonal surprises along the way. Whether you’re looking for a festive outing with friends, a romantic winter escape, or a cheerful family adventure, these day trips are the easiest way to make holiday memories that shine.

Various locations

Deck the Halls of Hammond Castle Museum: Self-Guided Exploration from Boston

Take 10% off with code: BOSCAL10 Looking for a day trip from Boston by train? Step inside a medieval-style castle decked out for the holidays on the New England coast! The Hammond Castle Museum, built in the 1920s by eccentric inventor John Hays Hammond Jr., is a stunning mix of history, architecture, and innovation. Wander through its grand halls, secret passageways, and oceanfront grounds at your own pace, uncovering the fascinating legacy of one of America’s greatest inventors. What You’ll Experience Self-Guided Castle Exploration – Roam through the breathtaking halls, medieval artifacts, meticulously curated holiday decor in this one-of-a-kind seaside castle. See its towering stone archways, gothic-style rooms, and original furnishings.  Scenic Ocean Views – Step onto the castle’s terraces for stunning panoramic views of the Atlantic Ocean and Gloucester’s rocky coastline.  Inventor’s Legacy – Learn about Hammond’s groundbreaking work in radio and remote control technology through interactive exhibits and displays.   What’s Included<ul><li>Weekend Commuter Rail Pass</li><li>Valid all weekend on all Commuter Rail Lines</li><li>Step-by-step instructions on how to get to North Station &amp; what train to take</li><li>Transportation from the outlying station to the activity and back</li><li>No need to find a rideshare, we've got you covered!</li><li>Entry fee into the museum</li><li>2 Hours to explore at your own pace</li></ul>

Hammond Castle

Hike the Dunes of Castle Neck at Crane Estate- From Boston w/ Transportation

Use code:&nbsp;BOSCAL10&nbsp;at checkout for a special 10% savings just for Boston Calendar! ﻿ This guided hike explores the heart of the Castle Neck trail system, giving you a taste of all it has to offer. It covers approximately four miles, but it will feel like more given the hills and added rigor of hiking in the dunes. Along the way, your CraneOutdoors guide will point out the flora found on Castle Neck, including the abundant Woolly Hudsonia (a.k.a., False Heather), which covers the dunes in a carpet of yellow when it blooms in late spring; the unusual dune mushroom known as the Earth Star; and the wildly fragrant Bayberry, whose berries were historically used to make candles. Your guide will choose the exact route on the day of the hike based on current weather conditions and prevailing winds. Guests can expect to leave with a basic understanding of the Castle Neck trail system–more than enough to whet your appetite and give you the confidence to come back and explore on your own. What’s Included<ul><li>Weekend commuter rail pass</li><li>Transportation to/from the station</li><li>Certified CraneOutdoor's guide</li><li>Time on your own to explore</li><li></li></ul>Use code:&nbsp;BOSCAL10&nbsp;at checkout for a special 10% savings just for Boston Calendar! Visit our website listed to the left to book your weekend adventure today!

Crane Estate

Fall Foliage Tour at Crane Estate: Guided Nature Walk Through Gardens & Trails

Take 20% off all tours scheduled for Oct 25-26th! Use code: OCT20 at checkout Discover the beauty of the North Shore with an exclusive journey through Castle Hill, featuring breathtaking coastal views, secret gardens, and serene walking trails. This guided experience offers a perfect blend of history, nature, and relaxation—all with seamless transportation from Boston. What You’ll Experience &nbsp;The Crane Estate&nbsp;– Step into a world of Gilded Age grandeur as you explore this stunning estate, once the summer retreat of the wealthy Crane family. Wander through beautifully landscaped gardens, admire the Italian-style architecture, and soak in panoramic ocean views. &nbsp;Hidden Beaches &amp; Coastal Trails&nbsp;– Enjoy a peaceful walk along scenic trails leading to lesser-known shorelines. Take in the salty sea air, spot local wildlife, and experience the untouched beauty of the coast. &nbsp;Gardens &amp; Woodland Paths&nbsp;– Meander through lush gardens and winding woodland trails, uncovering picturesque spots perfect for quiet reflection or that Insta-worthy shot

Looking for a day trip from Boston by train? Step inside a medieval-style castle decked out for the holidays on the New England coast! The Hammond Castle Museum, built in the 1920s by eccentric inventor John Hays Hammond Jr., is a stunning mix of history, architecture, and innovation. Wander through its grand halls, secret passageways, and oceanfront grounds at your own pace, uncovering the fascinating legacy of one of America’s greatest inventors. What You’ll Experience Self-Guided Castle Exploration – Roam through the breathtaking halls, medieval artifacts, meticulously curated holiday decor in this one-of-a-kind seaside castle. See its towering stone archways, gothic-style rooms, and original furnishings.  Scenic Ocean Views – Step onto the castle’s terraces for stunning panoramic views of the Atlantic Ocean and Gloucester’s rocky coastline.  Inventor’s Legacy – Learn about Hammond’s groundbreaking work in radio and remote control technology through interactive exhibits and displays.   What’s Included<ul><li>Weekend Commuter Rail Pass</li><li>Valid all weekend on all Commuter Rail Lines</li><li>Step-by-step instructions on how to get to North Station &amp; what train to take</li><li>Transportation from the outlying station to the activity and back</li><li>No need to find a rideshare, we've got you covered!</li><li>Entry fee into the museum</li><li>2 Hours to explore at your own pace</li></ul>

Use code:&nbsp;BOSCAL10&nbsp;at checkout for a special 10% savings just for Boston Calendar! ﻿ This guided hike explores the heart of the Castle Neck trail system, giving you a taste of all it has to offer. It covers approximately four miles, but it will feel like more given the hills and added rigor of hiking in the dunes. Along the way, your CraneOutdoors guide will point out the flora found on Castle Neck, including the abundant Woolly Hudsonia (a.k.a., False Heather), which covers the dunes in a carpet of yellow when it blooms in late spring; the unusual dune mushroom known as the Earth Star; and the wildly fragrant Bayberry, whose berries were historically used to make candles. Your guide will choose the exact route on the day of the hike based on current weather conditions and prevailing winds. Guests can expect to leave with a basic understanding of the Castle Neck trail system–more than enough to whet your appetite and give you the confidence to come back and explore on your own. What’s Included<ul><li>Weekend commuter rail pass</li><li>Transportation to/from the station</li><li>Certified CraneOutdoor's guide</li><li>Time on your own to explore</li><li></li></ul>Use code:&nbsp;BOSCAL10&nbsp;at checkout for a special 10% savings just for Boston Calendar! Visit our website listed to the left to book your weekend adventure today!

S22: conversations

Wondering what to do in Boston? Places to eat? Free activities? Good for a group? Date night spot? Girls night out? The best things to do? Ask Joyraft!

Best places to go in Boston? Things to do? Places to eat?

Questions & answers about things to do in Boston

Recs 💬

Community recs 💬

S4: top picks

The most fun, cool and unique things to do in Boston. Can’t miss events, shows and experiences. Concerts, restaurants, bars, free things in Boston and beyond.

The most fun and cool events happening around Boston

Hot and new things to do in Boston

Hot & new

Hot & new 🔥

S11: happening this weekend

What to do in Boston this weekend? From festivals, concerts, performances, free events, screenings and more, Joyraft has the best things to do in Boston.

25+ things to do in Boston/Cambridge/Somerville this weekend

Things to do in Boston this weekend

This wknd

This weekend for you

S21: roundups

Our top picks: outdoor dining, free events, spring festivals, best bars, upcoming concerts, museum parties - the latest in and around Boston.  Slug: joyraft-top-picks-best-things-to-do-boston-ma

Top picks of the best things to do in and around Boston

Joyraft picks: Boston’s best things to do

Roundups ⭐️

Curated by Joyraft ⭐️

S28: calendar experiences

This week in Boston

This week in Boston 📆

This week 📆

S20: c+d experiences

Discover new, unique events and experiences happening in and around Boston. Perfect for date night, good for a group or with a friend. Be the first to know.

The newest events happening in and around Boston

The newest events on Joyraft

Just added

Just added to Joyraft

S16: editor picks

The most unique and can’t miss things coming up in Boston / Cambridge / Somerville and beyond. Festivals, food, drinks, fairs, concerts, art and free activities.

Unique and Can’t Miss Things to Do in Boston

Can’t-miss things to do in Boston 🚨

Can't-miss things to do 🚨

S2 (A): top experiences

The most popular things to do on Joyraft. Concerts, restaurants, bars, events, parties, openings, kid friendly, date ideas, free things in Boston and beyond.

Top 20 things to do in Boston

Top 20: Joyraft’s most popular

Top 20

Top 20 on Joyraft

S3 (A): trending experiences

Discover can’t miss events and things to do in Boston. The most fun, unique and cool events coming to the Boston area this spring and summer.

The hottest events happening in Boston

Trending events on Joyraft

Trending 📈

S17: interest based

Your guide to everything free in and around Boston. From events, to fairs, to festivals, to outdoors. Joyraft has all the free events happening near you.

100+ free things to do in Boston and beyond

Free things to do in Boston

Free things to do

S19: interest based

Kid-friendly events in Boston

S18: interest based

Where to eat and drink in Boston? Joyraft has Boston’s newest bars, restaurants and specials. Drinks and pre fixe dinner menus. Cambridge & Somerville too.

keolis_massadventures

Experiences

All-Inclusive Day Trips & Adventures from Boston

All-Inclusive Day Trips & Adventures from Boston

All-Inclusive Day Trips & Adventures from Boston

Easy Day Trips & Adventures from South Station

Easy Day Trips & Adventures from South Station

All-Inclusive Day Trips & Adventures from Boston

Easy All-Inclusive Day Trips and Adventures Departing from North Station

The Best Holiday Day Trips from Boston

Deck the Halls of Hammond Castle Museum: Self-Guided Exploration from Boston

Hike the Dunes of Castle Neck at Crane Estate- From Boston w/ Transportation

The Best Holiday Day Trips from Boston

Fall Foliage Tour at Crane Estate: Guided Nature Walk Through Gardens & Trails

The Best Holiday Day Trips from Boston

Deck the Halls of Hammond Castle Museum: Self-Guided Exploration from Boston

Hike the Dunes of Castle Neck at Crane Estate- From Boston w/ Transportation