Whether you’re a local familiar with every nook and cranny or a curious tourist exploring for the first time, Boston is a treasure trove of unique experiences you won’t find anywhere else. From attempting to crack the case of the infamous art heist at the Isabella Stewart Gardner Museum—did you know they’re still offering a $10 million reward for information leading to the recovery of the stolen works?—to enjoying a cold Samuel Adams beer while gazing upon Samuel Adams’ gravesite, the city offers endless surprises. Boston never ceases to amaze! So, why not seize the opportunity to check off all the must-dos on our unique Boston bucket list while you’re here? Trust us, there’s nothing quite like it!
1. Walk the Freedom Trail
Step back in time and follow the red-brick path that winds through Boston’s historic landmarks, including the Massachusetts State House, Paul Revere’s House, and the site of the Boston Massacre. Immerse yourself in the birthplace of the American Revolution as you stroll along this iconic trail. However, if walking along isn’t enough to satisfy your appetite for history, you can also embark on a Freedom Trail Food Tour, where you can savor local eateries while delving into the vibrant history of Boston’s North End neighborhood.
2. Visit George’s Island in the harbor
Escape the hustle and bustle of the city and take a ferry ride to George’s Island, where you can explore the historic Fort Warren and enjoy stunning views of the Boston Harbor. Pack a picnic and spend a day discovering the island’s natural beauty and intriguing history.
3. Experience music like never before at a Candlelight concert
Treat your senses to a magical evening of music at a Candlelight concert — a must in your Boston bucket list, if you ask us! Sit back, relax, and let the soft glow of candlelight illuminate performances ranging from classical masterpieces to contemporary hits, creating an unforgettable atmosphere.
4. Explore the Isabella Stewart Gardner Museum
Delve into the world of art and mystery at the Isabella Stewart Gardner Museum, home to an impressive collection of European, Asian, and American art. Housed within a stunning Venetian-style palace, the museum’s galleries showcase masterpieces ranging from paintings by Titian and Rembrandt to rare tapestries and sculptures.
Admission to the museum is FREE if your name is “Isabella” or if it’s your birthday! So, don’t miss the opportunity to ponder the unsolved mystery of the museum’s infamous 1990 art heist that adds an air of intrigue to this cultural gem. —You can still see the empty frames where the stolen paintings used to be!
6. Let your sense take a hold of you at Dinning in the Dark
Did you know that when we deprive ourselves of sight the rest of our senses are enhanced? At Dinning in the Dark you’ll experience a culinary adventure that awakens your senses and ignites your imagination. The unique blindfolded dinner includes a specially curated 3-course meal made to challenge what you know about food until now. Ready to add a foodie thrill to your Boston bucket list?
7. Get some cookies from the Boston Chipyard
Satisfy your sweet tooth with freshly baked cookies from the iconic Boston Chipyard serving sweets since 1977. Choose from an array of irresistible flavors, from classic chocolate chip to indulgent peanut butter chocolate chip , and experience pure cookie bliss with every bite as they melt in your mouth.
6. Try the ginger ice cream at Wai Wai in Chinatown
Cool off with a scoop of ginger ice cream from Wai Wai, a hidden gem nestled in Boston’s vibrant Chinatown. Indulge in this unique flavor combination that perfectly balances sweetness with a hint of spice, providing a refreshing treat for your taste buds.
8. Grab Boston’s top-notch cocktails at Hecate
Elevate your evening with expertly crafted cocktails at Hecate. Featured on the 50 Best Bars of the 50 Best Discovery list for 2024, this hidden mystical speakeasy in Back Bay is known for its innovative drinks and stylish ambiance. From Tuesday to Saturday (5 PM to 1 AM), sip on creative concoctions made with premium spirits and locally sourced ingredients, and discover why Boston’s cocktail scene is second to none.
9. Spot the cold Sam Adams while enjoying a cold Sam Adams
No Boston bucket list is done if you don’t drink a cold pint of Samuel Adams while spotting the Samuel Adams graveyard at the Beantown Pub. Situated near the Granary Burying Ground, the final resting place of the renowned patriot, this historic pub offers the perfect setting to raise a glass to Boston’s brewing heritage.
10. Put on your smarty pants a trip to Harvard
Wander through the ivy-covered halls of Harvard University and soak in the atmosphere of the first college founded in the US in 1636. Whether you’re exploring historic Harvard Yard or admiring priceless artifacts at the Peabody Museum of Archaeology or the Harvard Museum of Natural History, embrace a piece of US history in every corner you look at. Just remember to not touch the John Harvard statue if you want to get out unpissed — or do— it’s up to you!
11. Walk along the Charles River Esplanade
Lace-up your sneakers and take a leisurely stroll along the Charles River Esplanade. This picturesque waterfront park offers the most breathtaking views of the Boston skyline. From scenic pathways to lush green spaces, this urban oasis is the perfect place to unwind and soak up the beauty of The Hub.
12. Catch a Red Sox game at Fenway Park
Call you really call yourself a Bostonian if you’ve never experienced the excitement of watching the Boston Red Sox play at Fenway Park? Join passionate fans in cheering on the team and indulge in classic ballpark snacks as you soak in the electric atmosphere of America’s favorite pastime.
13. Grab a bite at North End
Treat your taste buds to an authentic Italian feast in Boston’s historic North End neighborhood. From savory pasta dishes to mouthwatering cannoli, savor the flavors of Italy as you explore charming cobblestone streets lined with family-owned trattorias and bustling cafes.