Real Pirates Salem and Hidden Gems Next Door

Pirate fun finished? Here’s what to see, do, and taste steps away in Salem!

Published: March 27, 2026
Real Pirates Salem

So, you’ve just tangled with treasure maps and shipwreck legends at Real Pirates Salem, and you’re not ready to hang up your tricorn just yet? Good! Because this part of Salem brims with both nautical history and spellbinding stories. You’ll find everything from shadowy museums and waterfront strolls to decadent desserts and shops that would wow any pirate or witch. Whether you love history, quirky tales, or delicious pit stops, Salem has you covered. Ready to extend your adventure? Let’s uncover the best things to do just a cutlass throw from Real Pirates Salem! 

Our favorite things to do near Real Pirates Salem include: 

  • Peabody Essex Museum 
  • The House of the Seven Gables 
  • Salem Witch Museum 
  • Wandering Historic Derby Wharf 
  • Try Sweets at Ye Olde Pepper Companie 
  • Grab a Pint at the Olde Main Street Pub 
  • Stroll Through Salem’s Chestnut Street District 
  • Snap Pics at the Bewitched Statue 

Peabody Essex Museum: Where Sailors and Spells Collide 

Step just a few blocks from your pirate exploits and into the Peabody Essex Museum, one of America’s oldest (and most surprising) art museums. The building alone feels like an adventure—a sleek, sunlit atrium joining Salem’s ship captain past with world-class contemporary design.  

What sets the PEM apart, though, is how personal it feels. Many pieces come with stories of adventure—think sailor who traded a family heirloom for spices in Java, or perfumed chests brought back from China. And if you love pirates? The nautical wing showcases real New England ship history, with cannons, scrimshaw, and tales from the actual high seas. Not only do you get to see the art; you feel the era and personalities that made Salem famous, from merchants and witches to artists and adventurers. 

The House of the Seven Gables: A Literary Treasure 

Fans of epic tales and old architecture, this is where Salem gets juicy. The House of the Seven Gables offers far more than English class nostalgia. On a guided tour, wandering the creaky halls and secret staircases, you’ll soak up 350 years of stories—pirates, poison, and scandal all included. 

From the dark-paneled rooms overlooking Salem Harbor, you’ll hear about families who weathered storms (literally and metaphorically), plus see rare artifacts and antique furnishings. Here, imagination takes flight—you’ll leave with quotes rattling in your brain and images of Salem’s golden age imprinted forever.  

Bonus: it's just a leisurely walk from the pirate museum, along one of the prettiest waterfronts around. 

Salem Witch Museum: History with a Side of Hocus Pocus

Salem Witch Museum

No trip to Salem is complete without a dive into its witchy past. The Salem Witch Museum, just a quick walk up Washington Square, plunges you into the infamous trials of 1692. Step inside the dramatic, church-like building and take in a dark, immersive tableau—the life-sized figures and chilling lighting make the whole story pulse with urgency. 

Unlike your average museum, this one tells the tale in gripping, theatrical fashion. You’ll come away with a clearer sense of the paranoia, fear, and personal stories that shaped the Salem witch trials—a haunting reminder of how history echoes today. After the main presentation, check out the exhibit on the shifting meaning of “witch” through time—magic, myth, and real women all rolled into one fascinating journey. Great for history buffs, families, and those who want a side of chills with their adventure. 

Wander Derby Wharf: Harbor Views and Salty Stories 

When you step onto Derby Wharf, you can almost picture tall ships and pirates unloading their loot. Stretching into Salem Harbor, this historic pier offers breezy strolls with knockout views of the sea and sailboats. Along the way, you’ll spot the red-roofed Custom House (where Hawthorne worked), warehouses, and the Derby Wharf Light—a small, photo-perfect lighthouse anchoring the end of the walk. 

It’s the ideal place for an afternoon pause: watch boats bob on the water, spot seabirds darting past, or join in on impromptu festivals or live music that sometimes spring up at the wharf. Channel your inner sailor, breathe in the salty air, and let Salem’s maritime energy inspire your next adventure. 

Ye Olde Pepper Companie: Oldest Candy Shop in America 

Ready for a true sugar rush? Just around the corner from Real Pirates Salem, Ye Olde Pepper Companie claims the title of America’s oldest candy store. Step inside and you’re met with the irresistible scent of hand-pulled taffy, chocolatier-crafted turtles, and the famous “Salem Gibralters”—legendary peppermint or lemon candies once traded by local sailors and pirates alike. 

The vibe here is all smiles and nostalgia, with barrels of sweets and walls lined with glass jars. Choose classic treats or one of their inventive seasonal specialties (the dark chocolate sea salt caramels are legendary). Every visit feels like a playful peek into Salem’s seafaring past—plus, you can totally justify a treat “for the walk.” This spot has been delighting locals and travelers since 1806, and somehow, each candy still tastes authentically magical. 

Olde Main Street Pub: Pints and Pirate Vibes 

Not all the treasures in Salem are buried—some are poured fresh! Just steps from the witch museum and the harbor, Olde Main Street Pub packs character in spades. Wooden beams, candlelit booths, and ship’s wheels behind the bar set a scene that’s part pirate den, part classic pub. 

Their signature clam chowder arrives creamy and peppery, and the steak tips are the go-to comfort food for Salem regulars. Try their house “Pirate’s Punch” cocktail for a local twist. It’s the kind of pub where you relax for a pint, trade travel stories, and soak up all that layered Salem history. Come hungry and ready to mingle. 

Chestnut Street District: Stroll the Most Beautiful Street in Salem

Chestnut Street Sign

Just a 10-minute walk from your pirate adventure, Chestnut Street invites you to step into a completely different era—one of Federal-style mansions, leafy canopies, and laid-back elegance. This historic residential district feels straight off a movie set, but it’s all gloriously real. Take your time wandering the brick-lined sidewalks, peeking at centuries-old doorways and picture-perfect gardens. 

While tours are available if you're keen to delve deeper, you can enjoy a self-guided stroll anytime. In autumn, Chestnut Street glows with fiery foliage, and in spring, blooms tumble over wrought-iron fences. It's a great spot to reset if you need a break from the crowds or simply want to live out your grand New England fantasy for an afternoon. Photographers, architecture lovers, and romantics—this one’s for you. 

The Bewitched Statue: Snap a Spellbinding Selfie 

One of Salem’s quirkiest (and most beloved) photo ops, the Bewitched Statue sits in the heart of downtown, just a short walk from the waterfront. Dedicated to Elizabeth Montgomery, star of the classic TV show "Bewitched," this sparkling bronze pays tribute to Salem’s playful side. You'll find fans and families flocking for selfies—sometimes even in witch hats and capes, especially in October! 

The statue anchors a lively little plaza surrounded by shops and sidewalk cafés—perfect for a rest and some people-watching. It’s a reminder that Salem embraces both its spooky and pop-culture roots, making every visitor feel part of the story. If you’re on a Salem scavenger hunt, this spot is a must for your checklist. 

Bonus: The Salem Trolley—See It All, Without Breaking a Sweat 

Need a break from all the walking but don’t want to miss a thing? The CityView Hop-On Hop-Off Trolley stops just outside many of Salem’s best sights—Real Pirates included! Friendly guides regale you with stories as you roll by mansions, museums, and hidden landmarks; you’re free to hop off at any spot that catches your eye and rejoin later. Clean, comfy, and full of character, this trolley tour is perfect for making the most of Salem in just a day or two, especially if you want the full story behind all those mysterious old buildings. 

 

Salem’s got a knack for blending its maritime roots, witchy legends, and small-town warmth into an adventure that’s surprising at every turn. So, wander far and wide, peek behind the next door, and see where your Salem story leads next! 

Enjoyed this? Check out Things to Do Near Salem Witch Museum or Everything You Need to Know About Go City’s Boston Passes 

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Things to do in Boston for Pride Day

Boston’s Pride For The People parade and festival is one of the biggest, brightest and most beautiful in the States, pulling in several thousand participants and around a million spectators for its week-long celebration of love, diversity and inclusion. Baked beans, the Boston Red Sox and that bar ‘where everybody knows your name’ ain't the only thinks to get excited about around these parts: there are also some fine, buzzy ‘gayborhoods’ to explore, like South End, Jones Hill and Jamaica Plain, all of which transform into oceans of rainbow flags and lights for Pride. The week promises all manner of events across the city, from burlesque nights to brewery cookouts, fashion shows and queer cinema. Raise your rainbow flag and dive in for our guide to all the best things to do in Boston on and around Pride Day… Pride Parade, Block Party & Festival There will be oodles of fun LGBTQ+ events taking place in Boston through Pride Month, with the majority happening in the days leading up to the parade and festival. We’re talking movie screenings, drag brunches, community events, queer walking tours, picnics, bar crawls and much more. The top of the iconic Prudential Tower will light up in rainbow colors to kick off Pride Month and again on the day of the parade, in support of the LGBTQ+ community. Check local listings for further info and tickets on all June events in Boston. The big day usually lands on the first or second Saturday of June, when revelers line the streets of the South End to catch a glimpse of outrageous floats, flamboyant drag queens, marching bands, stilt walkers and all manner of other extravagantly garbed participants and performers. The Boston Pride For The People Parade kicks off late morning at Copley Square, painting its celebratory rainbow across the South End before landing up at Boston Common for a top-notch family festival complete with DJs, drag queens and international headline acts. The festival is free and runs from around midday until early evening. Meanwhile, over at City Plaza, there’s a slightly more grown-up vibe at the free Pride Block Party, which runs for a couple more hours after the Boston Common festival wraps up. This one’s for 21+ attendees only, and promises rather more risqué entertainment in the form of foul-mouthed drag kings and queens, pole dancers and more. New England craft breweries provide the lubrication and DJs spin the party tunes until around 8PM. Top Tip: Boston Pride for the People recommends Arlington St and Boylston St subway stations on the green line or Back Bay Station on the orange line for the best Parade-viewing opportunities. But get there in plenty of time as it does get extremely busy! Find about more about the next Boston Pride For The People event here. Boston Pride After Parties Fear not: the end of ‘official’ festivities does not mean the party’s over. Far from it, in fact. Indeed, Boston’s Pride after parties are the stuff of legend. Hit up South End stalwart Club Café on Columbus Avenue for some of its legendary cabaret and late-night dancing. The fabulous Liberty Hotel – an utterly transformed former prison in Beacon Hill – usually has a number of events running through Pride Month, including brunches, fashion parades and more. That there will be DJs and live acts playing into the small hours on Pride Saturday is a given. Try the lively Midway Café, a well-established dive bar in Jamaica Plain with regular live music, or mosey over to Dorchester dBar for craft cocktails and all-night dancing at one of Boston’s best-loved LGBTQ+ clubs. It’s the morning after the night before, so what better than a rejuvenating drag brunch to help brush those cobwebs away? There will be dozens of these running across Boston during Pride Month, with local favorites including South End Mexican restaurant Cósmica, the Boston Summer Shack over in Back Bay, and the aforementioned Liberty Hotel. Bloody Marys and mimosas naturally come as standard. Again, local listings are your friend for the latest info on all Boston club nights and brunches. LGBTQ+ Culture in Boston Something of a trailblazer, Boston is one of those places that’s very much *steeped* in history. Not only the birthplace of the American Revolution, it’s also the capital of Massachusetts, famously the first US state to legalize gay marriage. Go Boston! As a result, there’s plenty of queer culture to explore, and this is brought to the fore during Pride Month, where museums, walking tours and even castles get in on the action. The Freedom Trail comprises 16 historic Boston monuments and locations that, between them, contain the entire history of Beantown. There are walking tours of the route – which includes Boston Common, the 17th-century King’s Chapel cemetery and Paul Revere’s House, year-round, many with guides in period dress. Pride Month sees the addition of an excellent ‘Rainbow Revolutionaries’ option, highlighting key players in Boston’s LGBTQ+ community (and their fight for liberty) through the ages. For something a little (ok: a lot) more light-hearted, pop on your heels and hop aboard a drag-tacular trolley tour of Boston’s most significant female and queer landmarks. However, we’d recommend flat shoes for top Boston LGBTQ+ walking tours like this one. It’s also worth a day trip out to Hammond Castle and museum up the coast in Gloucester. Founder John Hammond is something of an LGBTQ+ Massachusetts icon so it’s no surprise that there are several special events running here throughout Pride Month, including exhibitions, readings and film screenings. Visit Boston’s Top Attractions If you’re in town for a few days and fancy fitting some serious Beantown sightseeing around all that drinking, dancing and drag-brunching, the Go Boston pass is your friend. Choose an Explorer or All-Inclusive option, depending on whether you have specific attractions in your sights or simply want the freedom to visit as many as you’d like over several days. The pass can save you up to 50% on standard entry prices for Boston tours, activities and attractions and includes: The View Boston Observation Deck, up top of the iconic Prudential Tower. A tour of Fenway Park Stadium, home of the legendary Boston Red Sox. A ride on the famous Boston swan boats. The absolute treasure trove of art and artifacts that is the Boston Museum of Fine Arts. A sunset cruise of the Charles River Basin. A guided tour of the charming clapboard farmhouse in nearby Concord, where Louisa May Alcott wrote (and set) American literary masterpiece ‘Little Women’. ...and much more! Find out more and choose your Boston attractions pass here.
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