10 Coastal Day Trips Outside of Boston to Take Before the First Day of Fall 

September and a rigorous return to school and work may be looming, but the summer’s not over yet. The end of the season can be one of the best times to visit coastal hotspots, after the crowds have died down and the prices have lowered. Consider one of these public transit-accessible coastal day (or heck, weekend) trips to send off summer with a bang.  Most of these destinations can be reached on the MBTA Commuter Rail which runs a <a href="https://www.joyraft.com/event/10-commuter-rail-weekends-boston-395708">$10 weekend pass special</a>. Take as many train rides as you want, anywhere, for just $10 for the whole weekend. by Celina Colby <a href="https://www.newburyport.com/">Newburyport, MA</a> Distance: 38 miles from Downtown Transit: Newburyport/Rockport Commuter Rail Line Info: Newburyport achieves the perfect balance between trendiness and quaint New England charm. Browse local shops along the brick-laden downtown, drive out to the Plum Island beaches, and dine along the waterfront. Pro Tips: Literary lovers will swoon at <a href="https://www.jabberwockybookshop.com/">Jabberwocky Bookshop</a>, a massive and progressive local book hub. Foodies and Instagrammers alike head to chic Thai fusion restaurant <a href="https://thejoynestrestaurant.com/">The Joy Nest</a>.  <a href="https://ptowntourism.com/">Provincetown, MA</a> Distance: 115 miles from Downtown Transit: Ferry from Seaport or Peter Pan Bus Info: No Boston experience is complete without a trip to the Cape’s historic LGBTQIA+ hub: Provincetown. A long-time refuge for artists and creatives, Provincetown offers beautiful galleries, sandy beaches, cool restaurants, and a vibrant nightlife scene.  Pro Tips: If you love your time in Provincetown (and how could you not), plan a trip back during one of their festivals, such as Pride Month or Carnival, for an out-of-this-world party experience. Either way be sure to grab a bite at <a href="https://www.ptownlobsterpot.com/">The Lobster Pot</a>, a local landmark for delicious seafood then head to <a href="https://www.instagram.com/thecanteenptown/">The Canteen</a> for a drink right by the beach. <a href="https://rockportusa.com/">Rockport, MA</a> Distance: 40.1 miles from Downtown Transit: Newburyport/Rockport Commuter Rail Line Info: Nothing says “New England” quite like the charming fishing town of Rockport. Stroll down Bearskin Neck to poke into local shops, galleries, and eateries, then walk out into the harbor on the rocky jetty. Outdoor lovers can bike out to Halibut Point State Park to hike around oceanside quarries. Pro Tips: Don’t leave without having a lobster roll at <a href="https://www.facebook.com/Roy-Moore-Lobster-Co-125287641097/">Roy Moore Lobster Co.</a>, they literally pulled the lobster out of the water that morning. Music lovers consider a concert at the stunning <a href="https://rockportmusic.org/shalin-liu-performance-center/">Shalin Liu Performance Center</a> overlooking the ocean. <a href="https://www.mvy.com/">Martha’s Vineyard, MA</a> Distance: 89.7 miles from Downtown Transit: Peter Pan or P-B Bus to Woods Hole, Ferry to Martha’s Vineyard Info: The Vineyard isn’t just for former presidents to enjoy. This beautiful sprawling island offers rich natural beauty, innovative cuisine, and old-school New England charm. Almost 50 years later you’ll still feel like you’re walking into “Jaws.”  Pro Tips: <a href="https://www.steamshipauthority.com/schedules">Ferries</a> go into two places, Vineyard Haven and Oak Bluffs. Check out each port and decide which appeals to you more. You won’t be able to see the whole island in one day so choose one town and spend the day there. If you’re in town on a Tuesday check out the <a href="https://www.joyraft.com/event/live-from-the-patio-at-the-winnetu-edgartown-391128">live, free concert series</a> hosted by MVY Radio at the Winnetu Resort.  If you decide to make it a weekend trip, take a drive to <a href="http://www.gayheadlight.org/about-the-lighthouse/images/aerial-photos-of-the-gay-head-lighthouse/">Gay Head Lighthouse</a> at the westernmost point of the island for some breathtaking views of the water and a rich Native American history. If you visit after peak season (starting September 15), you have to check out <a href="https://www.chilmarkma.gov/beach-committee/pages/beach-information">Lucy Vincent Beach</a> for an unmatched waterfront experience. You’ll swear you’re on an Hawaiin beach.  <a href="https://www.visitma.com/regions-towns/cape-cod-the-islands/nantucket/">Nantucket, MA</a> Distance: 99 miles from Downtown Transit: Peter Pan Bus to Hyannis, Hy-Line Ferry to Nantucket Info: History and the high-end prevail on this famed island. What started as a whaling hub has now become a favorite vacation spot for the wealthy. Explore the cobblestone streets of downtown, visit the <a href="https://nha.org/visit/museums-and-tours/whaling-museum/">Whaling Museum</a>, and enjoy the pristine beaches and scenic lighthouses dotting the island. Pro Tips: If you enjoy the <a href="https://www.joyraft.com/event/cisco-brewers-seaport-popup-2023-boston-344479">Cisco Brewers Seaport Popup</a>, check out the original brewery here on Nantucket, a sprawling island compound dedicated to craft brews. <a href="https://nantucket.net/nantucket_beaches/brant-point-lighthouse/">Brant Point Lighthouse</a> is another iconic Nantucket spot, decorated with beautiful seasonal wreaths from local florist <a href="https://hafsaandco.com/">Hafsa and Co</a>, and it’s an easy walk from downtown. <a href="https://www.discovernewport.org/">Newport, RI</a> Distance: 71.2 miles from Downtown Transit: DATTCO &amp; Discover Newport bus from South Station Info: Transport yourself back to the Gilded Age with a visit to charming Newport and the famous Newport Mansions, lavish vacation homes owned by regional elites at the turn of the century. You’ll also find beautiful ocean views and locally owned restaurants at this chic waterfront locale. Pro Tips: To get off the glittering beaten path of Newport, head to <a href="https://riparks.com/parks/brenton.php">Brenton Point State Park</a> and visit The Bells, a dilapidated mansion that used to house Egyptian artifacts and now touts some of Rhode Island’s best graffiti artists. <a href="https://www.goportsmouthnh.com/">Portsmouth, NH</a> Distance: 57 miles from Downtown Transit: C&amp;J Bus Info: Just over an hour from Boston, Portsmouth is an easy and delightful day trip. The port town showcases a wide spectrum of local shops, galleries and concert venues, and trendy restaurants and breweries. It’s also home to a rich heritage as one of the early established towns in the country. Pro Tips: <a href="https://www.3sarts.org/">3S Artspace</a> is an avant-garde nonprofit arts gallery and event space on the outskirts of downtown Portsmouth. Head there for cool concerts, open mic nights, innovative art installations, and margaritas from the adjoining <a href="https://www.3sarts.org/barrio-restaurant">taco restaurant</a>. <a href="https://www.visitportland.com/">Portland, ME</a> Distance: 108 miles from Downtown Transit: Greyhound or Concord Coach Bus, Amtrak Downeaster  Info: Portland is a foodie paradise just a two hour bus ride from Boston. Come hungry, because there’s no shortage of chef-driven restaurants, distilleries, farms, and cocktail bars to keep you busy. Portland is also a great spot for vintage shopping and gallery hopping. Pro Tips: Art lovers flock to the <a href="https://www.portlandmuseum.org/">Portland Museum of Art</a>, a mighty museum with a robust contemporary collection. To get a different perspective on the city take a <a href="https://www.portlandschooner.com/">historic schooner boat ride </a>around the harbor where you’ll spot iconic lighthouses at every turn.  <a href="https://www.salem.org/">Salem, MA</a> Distance: 21.9 miles from Downtown Transit: Newburyport/Rockport Commuter Rail Line Info: Salem has more to offer than just witches and tarot card readings (though we love those things). Slurp down oysters on the waterfront, learn about New England’s deep literary history, and visit one of the country’s best collections of fashion arts at the Peabody Essex Museum. Pro Tips: Snap your best Instagram photos at the <a href="http://puntourbanartmuseum.org/">Punto Urban Art Museum</a>, a network of murals by local and global street artists tucked in the streets of The Point neighborhood. Spooky lovers can have their fill on a <a href="https://www.salemhistoricaltours.com/">haunted walking tour</a> or shopping for crystals at <a href="https://thecovenscottage.com/">The Coven’s Cottage</a>. <a href="https://scituatevisitorscenter.com/">Scituate, MA</a> Distance: 30.5 miles from Downtown Transit: Greenbush Commuter Rail Line Info: Scituate harbor is another classic example of a seaside New England town with shingled buildings, carefully maintained boats moored in the harbor, and charming shops and restaurants lining Main Street. Pro Tips: If you visit on a Friday take in the monthly <a href="https://www.joyraft.com/event/first-fridays-in-the-scituate-harbor-scituate-391133">First Friday in the Harbor</a> event where live music and entertainment perform downtown, shopkeepers stay open late with local wares, and lights adorn the harbor. — Photo: Lucy Vincent Beach, Martha’s Vineyard

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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

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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

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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

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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

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S28: calendar experiences

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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.

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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 🚨

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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

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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.

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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.

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10 Coastal Day Trips Outside of Boston to Take Before the First Day of Fall

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