18 Must-Try Boston Experiences

Discover the allure of Boston, a city steeped in captivating history and vibrant culture, with our curated list of 18 Must-Try Boston Experiences. From walking the Freedom Trail to immersing yourself in the renowned museums and exploring the diverse neighborhoods, Boston offers a plethora of activities to suit all interests. By choosing experiences over material gifts, you open the door to lasting memories, meaningful connections, and personal growth, creating a truly unforgettable present for every holiday. In this article, we'll showcase our top picks for Boston neighborhood experiences, ranging from budget-friendly days out and educational activities to luxury excursions and off-the-beaten-track tours, to truly experience Boston. You'll never find yourself stuck on what to do in Boston again!

Iconic Experiences in Boston

Give the gift of unforgettable memories with an iconic Boston experience. With a range of options from popular Freedom Trail walks to epic whale watching excursions and behind-the-scenes Fenway Park tours, there's no shortage of historic monuments and cultural landmarks in Boston. These unique adventures make for truly memorable gifts, so read on for our favorite must-try Iconic Experiences in Boston.

1. Boston Harbor Whale Watching

$70

3.5 - 4 hours

Boston is home to a diverse whale population, including species such as humpback whales, fin whales, and the occasional sighting of the majestic and endangered North Atlantic right whale. Embark on an unforgettable whale watching journey to Stellwagen Bank Marine Sanctuary with a scenic half day cruise. Witness breath-taking encounters with humpbacks, finbacks, and minkes in their natural habitat. The expert naturalists ensure an educational and captivating experience with intriguing insights into these majestic marine mammals. When it comes to things to do in Boston, a whale watching tour should be (and is) top of the list. Whale tours are also great experience gifts for animal lovers!

2. Fenway Park Tour

$25

1 hour

There are few landmarks that represent Boston as much as Fenway Park. The beloved historic baseball stadium in Boston is an iconic sports venue known for its rich heritage, passionate fans, and the famous "Green Monster" wall in left field. Explore the legendary Fenway Park on the Fenway Park Public Tour, where you can dive into its storied history, witness the iconic features, and experience the magic of America's oldest ballpark firsthand. A fantastic experience for first-time visitors, or unique gifts for baseball lovers.

3. Freedom Trail Walking Tour

$26

1.5 hours

Boston's Freedom Trail is a historic 2.5-mile path that winds through the city, showcasing sixteen significant landmarks and sites, including the Massachusetts State House, Paul Revere's House, and the site of the Boston Tea Party. The Freedom Trail Daily Walking Tour allows visitors to immerse themselves in the captivating stories of America's revolutionary past. Hosted by knowledgeable historian guides, these tours are absolute must-do experiences when visiting Boston, and makes great experience gifts for history buffs. If you're looking for unique Boston experiences, jazz up your Freedom Trail exploration with the Freedom Trail Pub Crawl!

4. Boston Harbor Cruise

$44.10

1.5 hours 

Embark on a scenic Boston Harbor cruise and immerse yourself in Boston Harbor's beauty. Sail past iconic landmarks, like the historic USS Constitution, Fort Independence, and Bunker Hill Monument, and admire the city skyline from your unique vantage point on the water. Experience a delightful 90-minute cruise aboard a 1920s motor yacht, offering comfort with plush seating and a well-stocked onboard bar, ensuring a stylish and informative sightseeing adventure. Boston boat rides are also available for special holidays, such as July 4th, Valentine's Day, and Christmas, all great ideas for gifts!

5. Charles River Kayak Tour

$62

1.5 hours

Experience the ultimate Boston skyline view atop a kayak in the iconic Charles River. The 90-minute City Skyline Tours depart from Kendall Square, and after a brief kayak introduction, you'll set off on a sightseeing adventure. Glide past MIT's iconic Great Dome, cross the Charles to the Esplanade, and marvel at the breathtaking skyline featuring the Hancock and Prudential Buildings, Citgo Sign, State House Dome, and Financial District. Knowledgeable guide will regale you with fascinating historical anecdotes as you go. All skill levels, including beginners, are warmly welcomed, making this experience a great gift idea for outdoor adventurers.

Culinary Experiences for Food Lovers

Boston's food and drink scene is a vibrant tapestry of culinary delights, known for its delectable array of fresh seafood, hearty chowders, mouth-watering lobster rolls, and diverse international cuisines to satisfy every palate. Indulge in culinary delights at world-class restaurants, explore diverse neighborhoods through food tours, or unleash your inner chef with cooking classes. Dining and culinary experiences play an important role in creating unforgettable memories, so come with an empty stomach and read on for the best things to do in Boston for foodies, and our top picks for experience gifts.

6. Boston Donut Tasting Tour

$70

2 hours

Boston food tours don't come much sweeter than this! Enjoy a delectable two-hour journey exploring Boston's donut scene. Led by expert guides, sample a diverse range of flavors and styles from renowned bakeries. From Kane's Donuts, a Boston institution, to Union Square Donuts, experience handcrafted delicacies. Discover the history, stories, and insider tips on this unique food tour—a must for foodies and a perfect gift idea.

7. Fresh Egg Pasta Cooking Class

$50

1 hour

Boston has a rich Italian heritage, and what better way to explore the culinary influences than through a fresh pasta making workshop? Located in the Back Bay neighborhood, head to a professional kitchen for an hour of cooking under the guidance of a professional chef, and delve into the world of fresh egg pasta. Engage in hands-on experience as you learn to craft your own pasta dough and shape it into various forms. Once the pasta is molded and shaped, the chef will prepare a delectable Italian meal for you to enjoy, accompanied by a complimentary glass of wine. Lastly, depart with a treasured takeaway—a personalized adaptation of the recipe to recreate the magic in your own kitchen. The gift that keeps on giving!

Cultural Experiences for Art and Theater Lovers 

Immerse yourself in Boston's cultural cornucopia with a myriad of experiences. For unforgettable gifts, enjoy theater shows like "Hamilton" or "The Lion King," ensuring a memorable night out or holiday celebration. Art enthusiasts can opt for gallery visits or museum memberships for intimate encounters with masterpieces at the Museum of Fine Arts or the Institute of Contemporary Art. From TD Garden for sports fans to the Boston Symphony Orchestra for music lovers, Boston caters to all interests.

8. Photography Tour Of The Wang Theatre

$80

2 hours

The Wang Theatre in Boston, originally known as the Metropolitan Theatre, has a rich history dating back to its grand opening in 1925, The building is renowned for its exquisite architectural design, characterized by a stunning combination of Beaux-Arts and modern influences. Join a knowledgeable guide as they navigate you through the grandeur of this European theater, revealing its captivating history, art, and architecture, while providing invaluable insights on optimizing your camera settings for capturing exceptional photos. Suitable for skilled photographers and beginners alike, Boston photography tours make thoughtful experience gifts for special occasions.

9. Museum of Fine Arts

$27

Boston's Museum of Fine Arts is a cultural gem that boasts a rich and diverse collection spanning over 5,000 years of human creativity. With over 450,000 works of art, including ancient artifacts, European masterpieces, and contemporary pieces, the museum offers a captivating journey through the realms of painting, sculpture, photography, and more. A must-visit for art enthusiasts and history buffs alike, and great gifts for those hard-to-buy-for friends.

10. Boston Tea Party Ships and Museum

$34

1 Hour

Experience the pivotal event that sparked the American Revolution with a guided tour of the Boston Tea Party Ships and Museum. Step back in time to witness the renowned Boston Tea Party, a moment that shaped American history. Beyond a mere artifact display, this highly acclaimed Boston museum offers an immersive encounter. Discover meticulously restored tea ships and partake in throwing tea into Boston Harbor. An unforgettable adventure at one of Boston's finest museums awaits, great for family day outs or unique experience gifts for history buffs.

11. The Emerson Colonial Theatre

The Emerson Colonial Theatre, Boston's oldest operating theater, is a historic venue known for its rich theatrical legacy, hosting renowned shows and artists. Watching a show at the historic Emerson Colonial Theatre is a mesmerizing experience and a true delight for any avid theater enthusiast. From classical productions to thought-provoking performances and chart-topping musicians, there's something for everyone at The Emerson. The immersive atmosphere, rich acoustics, and ornate decor create an unforgettable evening of theatrical brilliance; fun and unique gifts for culture vultures or to celebrate an important occasion.

Unconventional and Adventurous Activities

Experience a break from the ordinary with an unconventional activity gift, creating lasting memories and embracing a sense of adventure. In Boston, there are various unique experiences to choose from. Take a thrilling helicopter ride over the city, embark on a ghost tour to uncover its haunted history, enjoy a scenic sunset cruise along the harbor, or even try skydiving for an adrenaline rush. These extraordinary experiences in Boston are sure to leave a lasting impression.

12. Sunset Sail On The Adirondack III

$90.20

2 hours

Experience the magic of a Boston sunset with the ultimate two-hour schooner sail. Onboard the classic 80ft schooner, admire iconic Boston landmarks like the Seaport District and Fort Independence. Relax on luxurious mahogany furnishings or explore the teak decks for stunning views of the Long Island Head Light House and more. Whether you're showcasing Boston's beauty to visitors or seeking memorable gifts, the Adirondack III Sunset Schooner Sail guarantees an unforgettable experience.

13. Guided Ghost Tour

$34.99

1.5 hours

Embark on an adults-only ghost tour of Boston, exploring its haunted sites and historic landmarks. Join a walking tour, led by a knowledgeable guide, and delve into the chilling history of the city. Experience a spine-tingling stroll through Boston, passing renowned landmarks such as Granary Burying Ground and Boston Common. Engross yourself in captivating tales of death and spirits from the colonial era on this eerie tour of the city, the perfect experience gift for the morbidly curious.

14. Boston City Helicopter Tour

$207.50

45 minutes

Take to the skies on an exclusive 45-minute private helicopter tour departing from KLWM, soaring over Boston's captivating skyline. Marvel at the breath-taking aerial views as you glide over the city's iconic buildings. Witness the beauty of Boston Harbor, USS Constitution, Faneuil Hall, The Golden Dome of the State House, Charles River, Fenway Park, and other prominent landmarks. Prepare for an unforgettable experience as you capture the essence of Boston from a unique and privileged vantage point. Helicopter rides are fantastic gifts to celebrate special occasions.

15. Boston Tandem Skydive

$208

One day

Experience an epic adrenaline rush with a tandem skydiving adventure over Boston. Plunge into the thrill of freefall, securely harnessed to an experienced instructor, as you leap from heights up to 14,000 feet. Enjoy breathtaking views of the Boston coastline and picturesque landscapes as you descend under a parachute. This exhilarating journey promises an unforgettable tandem skydiving experience, great for ticking off bucket list items or treating an adrenaline junkie to the ultimate experience gift.

Relaxing and Pampering Spa Experiences

Relaxation and pampering are essential components of an experience gift, offering a rejuvenating escape from daily stress. Spa experiences provide a tranquil oasis, allowing recipients to unwind and indulge in self-care. Boston has a wide range of spas and health retreats, ranging from local day spas for a quick manicure to luxury resorts offering overnight breaks. If you're looking to experience Boston without breaking a sweat (unless it's in a sauna, of course), then look no further than our must-try Boston spa experiences.

16. Jeanne Lee Salon

From $38

Voted Best Manicure/Pedicure by Boston Magazine, Jeanne Lee Salon is a haven in the heart of Boston's bustling Back Bay East neighborhood. With skilled nail technicians and a commitment to exceptional service, beauticians cater to your specific requirements and take the time to understand what you're looking for. With over 20 years of experience, Jeanne Lee herself ensures personalized care and a moment of blissful relaxation to leave your nails looking flawless and you feeling pampered. Treat yourself and get your nails holiday ready or buy a gift certificate for a loved one.

17. Mandarin Oriental Boston

From $90

The Spa at the Mandarin Oriental Boston offers a range of luxurious and rejuvenating experiences. With its serene ambiance, skilled therapists, and exquisite treatments, it's a haven of relaxation and well-being. With therapies inspired by traditional Chinese medicine and a focus on holistic rejuvenation, guests can indulge in such experiences as the Nourishing Rose Radiance Wrap, the Vitality Massage, the Biologique Recherche Facial, and many more high-end treatments. A truly extravagant day to spend with a loved one, or thoughtful experience gifts for those who need a little TLC.

18. A Touch of Class at Mirbeau Inn & Spa Plymouth

£230

Escape the hustle and bustle of Boston for a day and experience the beauty of the Mirbeau Inn & Spa in Plymouth. The A Touch of Class day package invites guests to indulge in the luxury amenities of the spa, choose one 50-minute treatment from the menu, and enjoy a freshly prepared lunch in the spa restaurant. Amenities include eucalyptus-infused steam rooms, the Aqua Terrace with a jet-powered whirlpool, waterfall and solarium, and superior locker rooms with showers. For those looking to retreat from Boston city life for a day, the Mirbeau Inn & Spa is a must.

Enjoy Unforgettable Time in Boston With Experience Gifts

Boston offers a treasure trove of must-try experiences that make for unforgettable gifts. From strolling along the historic Freedom Trail to creating your own classic Italian pasta with a professional chef, the city is brimming with cultural, culinary, and recreational delights. Head to Experience Gifts and browse the full range of unique Boston experiences, and find best things to do in Boston for every occasion.

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