Date Ideas Boston
Going out on a date with someone you like doesn’t always require a special occasion. Sometimes, the best way to get to know someone better is by simply spending time together doing something enjoyable. Fortunately, there are plenty of date ideas Boston offers that can cater to different interests and preferences. Whether you and your partner are foodies, fitness enthusiasts, or art aficionados, there’s something for everyone in this city.
So, if you find yourself looking for ‘Boston date ideas’, ‘date night Boston’, ‘fun date ideas Boston’, or ‘best date spots Boston’, we got you covered!
There’s no shortage of exciting and interesting date ideas in Boston. The city’s diverse cultural scene and scenic locations make it a great destination for couples who want to create new memories and strengthen their bond. Whether it’s your first date or your hundredth, Boston’s offerings ensure you’ll have a fun and memorable time.
Here’s our list of 50 date ideas Boston offers all the lovers out there! Check it out and plan that surprise getaway with your special someone today.
Editor’s Note: Our staff works hard to bring you the latest information. However, all information mentioned in this article is subject to change. As always, please confirm before heading out.
Also check our posts on Romantic Restaurants Boston, Road Trips From Boston, Best Parks In Boston, and Free Museum Days In Boston!
Get the lowest price on must-see attractions in Boston with Boston CityPASS
Experience Boston’s must-see tourist attractions — and enjoy considerable savings — on this exciting Boston CityPASS. Visit the popular New England Aquarium and the Museum of Science. Plus choose 2 admissions between the following 3 attractions Boston Harbor Cruises, Harvard Museum of Natural History or the Franklin Park Zoo to complete the experience.
This Boston CityPASS is valid for 9 consecutive days from date of first use. Convenient mobile tickets are valid for 1 year from the date of purchase. Transportation to and from the attractions is not included. Attractions may be required to verify proof of COVID-19 vaccination before allowing entry. Please review attraction requirements before visiting Boston.
Get all the details and book your Boston CityPASS TODAY!!!
Date Ideas Boston – Art, Museums, & Historical Sites
Visit the Museum of Fine Arts
Image credit: Museum of Fine Arts, Boston Facebook
Immerse yourself in art and culture, and check out their extensive art collections. The Museum of Fine Arts is one of the largest art museums in the United States, with a collection that includes over 500,000 works of art. Visitors can see art from a variety of cultures and time periods, including ancient Egyptian artifacts, Impressionist paintings, and contemporary art. The museum also hosts special exhibitions and events throughout the year.
Location: 465 Huntington Ave, Boston, MA 02115
Visit the Massachusetts State House and take a guided tour
The Massachusetts State House is the seat of government for the Commonwealth of Massachusetts and is home to the offices of the Governor and Lieutenant Governor. Visitors can take a guided tour of the building and learn about the history and architecture of this iconic landmark. The tour also includes a visit to the Hall of Flags and the Senate and House Chambers. Tours are free and offered on weekdays.
Location: 24 Beacon St, Boston, MA 02133
Visit the Isabella Stewart Gardner Museum
Looking for first date ideas in Boston? This one is perfect. The Isabella Stewart Gardner Museum is a unique museum that features an eclectic collection of art and artifacts from around the world. The museum is housed in a stunning Venetian-style palace and features a beautiful courtyard garden. Visitors can explore the museum’s collection, which includes paintings, sculptures, and decorative arts. The museum also hosts concerts and events throughout the year.
Location: 25 Evans Way, Boston, MA 02115
Visit the Boston Center for the Arts
The Boston Center for the Arts is a cultural institution that features a variety of visual and performing arts. Visitors can explore the galleries, attend a theater performance, or take a dance class. The center also hosts a variety of events and festivals throughout the year.
Location:539 Tremont St, Boston, MA 02116
Explore the SoWa Art + Design District
Image credit: SoWa Boston
The SoWa Art + Design District is one of the best date spots in Boston. It’s a vibrant neighborhood that features a variety of art galleries, studios, and boutiques. Visitors can explore the district and discover unique art and design pieces. The district also hosts a weekly farmers market and a variety of special events throughout the year.
Location:450 Harrison Ave, Boston, MA 02118
Visit the Institute of Contemporary Art
You don’t have to leave Boston to show them the world. The Institute of Contemporary Art is a museum that features contemporary art from around the world. Visitors can explore the galleries and attend a variety of events and programs, including artist talks and performances. The museum also has a stunning waterfront location with beautiful views of Boston Harbor.
Location: 25 Harbor Shore Dr, Boston, MA 02210
Visit the Boston Tea Party Ships and Museum
Transport them to the past. The Boston Tea Party Ships and Museum is a historical museum that tells the story of the Boston Tea Party, a key event leading up to the American Revolution. Visitors can explore the museum’s interactive exhibits and reenactments, and even participate in a tea ceremony.
Location:306 Congress St, Boston, MA 02210
Visit the Boston Children’s Museum
Bring the inner child out in both you and have a fun and wholesome date! The Boston Children’s Museum is a hands-on museum that features exhibits and activities for children of all ages. Visitors can explore the museum’s exhibits, including a construction zone, a science playground, and a Japanese house. The museum also hosts a variety of events and programs throughout the year. Visiting this museum is a cute date idea in Boston.
Location: 308 Congress St, Boston, MA 02210
Visit the Harvard Art Museums
Image credit: Harvard Art Museums
The Harvard Art Museums is a museum that features art from around the world, including paintings, sculptures, and decorative arts. Visitors can explore the museum’s collections, attend a gallery talk, or participate in a workshop. The museum also has a beautiful courtyard and a rooftop terrace with stunning views of Cambridge.
Location: Cambridge, MA 02138
Visit the MIT Museum
If you’re more of a science nerd than an art aficionado, The MIT Museum is the place to be. It features exhibits on science, technology, and innovation. Visitors can explore the museum’s galleries, which include robotics, holography, and architecture. The museum also hosts a variety of events and programs throughout the year.
Location:Gambrill Center, 314 Main St, Cambridge, MA 02142
Visit the Museum of Fine Arts
Add a little culture to your date. The Museum of Fine Arts is a museum that features art from around the world, including paintings, sculptures, and decorative arts. Visitors can explore the museum’s collections, attend a lecture, or participate in a workshop. The museum also hosts a variety of events and programs throughout the year.
Location: 465 Huntington Ave, Boston, MA 02115
Visit the JFK Presidential Library and Museum
The JFK Presidential Library and Museum is a museum that celebrates the life and legacy of President John F. Kennedy. Visitors can explore the museum’s exhibits, which include interactive displays and artifacts from that historic time.
Location:Columbia Point, Boston, MA 02125
Visit the USS Constitution Museum
Image credit: USS Constitution Museum Facebook
The USS Constitution Museum is a museum that tells the story of the USS Constitution, a historic ship that played a role in the War of 1812. Visitors can explore the museum’s exhibits, which include interactive displays and artifacts from the ship. The museum also hosts a variety of events and programs throughout the year.
Location: Building 22, Charlestown Navy Yard, Charlestown, MA 02129
Visit the Museum of the National Center of Afro-American Artists
The Museum of the National Center of Afro-American Artists is a museum that features art by African American artists from around the world. Visitors can explore the museum’s galleries, which include paintings, sculptures, and textiles. The museum also hosts a variety of events and performances throughout the year.
Location: 300 Walnut Ave, Boston, MA 02119
Get the lowest price on the very popular Boston Hop On Hop Off Trolley Tour
Explore the best that Boston has to offer on this hop-on hop-off tour of the city. See Boston’s top attractions—like the USS ‘Constitution’ and the Boston Tea Party Ships and Museum, to name a few—on the loop. Enjoy discounted admission to attractions like the Boston Tea Party Ships and Museum with the purchase of your tour.
Board one of the orange-and-green trolleys at any of the stops and enjoy the view with live commentary from an expert guide who knows the city inside and out. Learn about the history and happenings of Boston, a city known as the Cradle of Liberty, as the trolley rolls along from one location to the next. For one, or two consecutive days, hop off at any of the attractions for a closer look, then hop back on when it’s convenient.
14 stops and 33 points of interest!
Get all the details and book your Boston Hop On Hop Off Trolley Tour TODAY!!!
Date Ideas Boston – Restaurants & Markets
Take a cooking class at the Boston Public Market
Use this date to make other dates even more special: learn to make Italian pasta. The Boston Public Market is a year-round indoor market that features locally-sourced food from over 40 vendors. The market also offers cooking classes, including a pasta-making class taught by a professional chef. In the class, you’ll learn to make fresh pasta dough from scratch and create your own pasta dish.
Location: 100 Hanover St, Boston, MA 02108
Explore the narrow streets and historic architecture of the North End, Boston’s Little Italy
Simple but cute, strolling through a cute neighborhood is a great way to spend time with that special someone. The North End is Boston’s oldest residential neighborhood and is known for its narrow streets, historic buildings, and delicious Italian food. Visitors can stroll through the neighborhood and admire the architecture, including the Paul Revere House and the Old North Church. The North End is also home to many Italian restaurants, cafes, and pastry shops, making it a great place to grab a bite to eat.
Location:14 N Square, Boston, MA 02113, United States
Enjoy Italian pastries and coffee at one of the many cafes in the neighborhood
The North End is known for its delicious Italian pastries and coffee, and there are plenty of cafes to choose from. Some popular options include Modern Pastry, Mike’s Pastry, and Caffe Vittoria. You can grab a cannoli or a cappuccino and enjoy it while strolling through the charming streets of the North End.
Location: 282 Hanover St, Boston, MA 02113
Visit the SoWa Open Market
Image credit: SoWa Boston
The SoWa Open Market is a vibrant outdoor market that features over 150 vendors selling artisanal goods, vintage finds, and fresh food. Visitors can browse the market, enjoy live music, and sample a variety of local foods. The market is open on Sundays from May to October. Aside from seeing their faces light up with every stall, you can make their day better by buying them a cool gift.
Location:500 Harrison Ave, Boston, MA 02118
Take a food tour of the South End
The South End is known for its diverse food scene, with a variety of restaurants serving up cuisine from around the world. It’s chock full of date restaurants in Boston. A food tour is a great way to explore the neighborhood and sample some of its best dishes. Some popular food tour companies in Boston include Bites of Boston and Off The Beaten Path Food Tours.
Enjoy a meal at a waterfront restaurant
The Seaport District is home to several waterfront restaurants with beautiful views of Boston Harbor. Some popular options include Legal Harborside, Row 34, and Ocean Prime.
Take a brewery tour at Harpoon Brewery
Harpoon Brewery is a popular brewery that offers tours of its facility. Visitors can learn about the brewing process, sample a variety of beers, and even take home a souvenir pint glass. The brewery also hosts a variety of events and festivals throughout the year.
Location:306 Northern Ave, Boston, MA 02210
Visit the Harvard Square
Image credit: Harvard Square Facebook
Harvard Square is a bustling square in the heart of Cambridge that features a variety of shops, restaurants, and street performers. Visitors can explore the area, grab a bite to eat, or check out one of the many bookstores. The square is also home to Harvard University, one of the most prestigious universities in the world.
Location:Brattle St, Cambridge, MA 02138
Visit the Roslindale Village Main Street Farmers Market
The Roslindale Village Main Street Farmers Market is a weekly market that features local vendors selling fresh produce, baked goods, and artisanal goods. Visitors can shop for ingredients for a romantic dinner at home, or just grab a snack and enjoy the lively atmosphere.
Location: 4236 Washington St, Roslindale, MA 02131
Enjoy a meal at Regina Pizzeria
Spot the neon red sign and you’ve found the best pizzeria in town. Nearly 100 years old, Regina is a Boston institution. There are plenty of branches around; you can find them in malls, grocery stores, and food halls. But nothing beats the North End shop. So, if you’re looking for a true Boston experience and great food, you know where to go.
Get the lowest price on the highly-rated Original Boston Guided Brewery Tour
Learn about Boston’s thriving craft beer scene and sample a variety of libations on this morning or evening brewery tour. Get an inside look at how beer is made and learn about their operations as you visit breweries, cider houses, and distilleries. Visit brewpubs that may include the well-known Samuel Adams or gastropub Meadhall. Round-trip transportation in downtown Boston by air-conditioned van is included.
Get to know Boston’s thriving beer scene on a morning or evening brew tour. Chat with brewery owners and learn about the equipment used to make beer, the brewing process and best of all, what the different kinds of beer taste like.
Get all the details and book your Original Boston Guided Brewery Tour TODAY!!!
Date Ideas Boston – Parks & Outdoor Activities
Take a stroll through Boston Common
The oldest public park in the United States, this historic park dates back to 1634 and covers 50 acres in the heart of downtown Boston. It’s a great place to relax and enjoy the scenery, including a lake, monuments, and gardens. During the summer, the park hosts outdoor concerts and movies. Visitors can also take a ride on the famous Swan Boats, which sounds pretty romantic.
Location:139 Tremont St, Boston, MA 02111
Have a picnic in the Public Garden
Keep the date simple yet sweet. The Public Garden is a beautiful park located in the heart of Boston, adjacent to Boston Common. It’s a great place to relax, enjoy the scenery, and have a picnic. Visitors can rent a swan boat or take a ride on the famous Make Way for Ducklings statues.
Location:Boston, MA 02116
Visit the New England Aquarium
Image credit: New England Aquarium Facebook
Aside from checking out the marine life, there are tons to do at The New England Aquarium. It’s home to more than 20,000 animals from over 600 species. Visitors can see a variety of marine life, including sea turtles, penguins, sharks, and stingrays. The aquarium also offers educational exhibits and interactive programs, such as a shark and ray touch tank.
Location:1 Central Wharf, Boston, MA 02110
Take a guided tour of the Freedom Trail
Going to the Freedom Trail is a great active date idea in Boston. The Freedom Trail is a 2.5-mile-long route that takes visitors to 16 historic sites from the American Revolution, including the Massachusetts State House, Paul Revere House, and the USS Constitution Museum. The trail is marked by a red line on the sidewalk, making it easy to follow. Guided tours are available, and visitors can also use a free smartphone app to explore the trail on their own. This fun date idea is perfect for history buffs, fitness fanatics, and nature lovers!
Location: Boston, MA
Take a sunset sail on a tall ship from the Boston Harbor
This one is for you if you want an outdoor date idea in Boston. Enjoy a romantic evening on the water with a sunset sail on a tall ship. You’ll enjoy stunning views of the Boston skyline as the sun sets over the harbor. Several companies offer sunset sails, including Liberty Fleet of Tall Ships and Boston Sailing Center.
Location:Boston, MA
Explore the Charles River Esplanade
The Charles River Esplanade is a 3-mile-long park that runs along the banks of the Charles River. The park has plenty of recreational areas you and your date can enjoy– picnic in the fields, relax by the docks, work out in the exercise course, and so much more.
Location: Charles River, Esplanade, Boston, MA 02116
Take a stroll down Newbury Street
Image credit: Newbury Street Back Bay Boston
On a budget? Here’s a free date idea in Boston. Stroll down Newbury Street, one of Boston’s most iconic streets. It’s lined with historic brownstones, high-end shops, and trendy restaurants. It’s a great place to go for a leisurely stroll, do some window shopping, and enjoy the charming architecture of Back Bay.
Location: Boston, MA
Take a sunset cruise on the Charles River
Enjoy a romantic evening on the water with a sunset cruise on the Charles River. Several companies offer cruises, including the Charles Riverboat Company. You’ll enjoy stunning views of the Boston skyline as the sun sets over the river.
Take a horse-drawn carriage ride through the historic streets of Beacon Hill
Possibly the most romantic date in Boston, a carriage ride is like something taken straight out of a fairytale. This horse-drawn carriage ride will take you through the historic streets of Beacon Hill. It’s a romantic and charming way to see the neighborhood’s stunning architecture, cobblestone streets, and gas-lit lanterns. The ride will take you through the narrow and winding streets of this charming area, where you’ll see some of Boston’s most historic homes, including the famous Louisburg Square. Your guide will share historical and cultural facts about Beacon Hill, giving you a glimpse into the rich history of Boston. The ride takes about 20-30 minutes and can accommodate up to four passengers. It’s a perfect date idea for couples looking to enjoy the romantic ambiance of Beacon Hill.
Location: 100 Chatham St, Boston, MA 02109
Take a sunset cruise on a sailboat
Enjoy a romantic evening on the water with a sunset cruise on a sailboat. Several companies offer cruises, including Classic Harbor Line and Boston Sailing Center. You’ll enjoy stunning views of the Boston skyline as the sun sets over the harbor.
Take a stroll along the Harborwalk
Image credit: Boston Harbor Now
The Harborwalk is a 43-mile-long pedestrian path that runs along Boston Harbor. Visitors can enjoy beautiful views of the water, passing by parks, public art, and historical landmarks. The Seaport District is a great starting point for exploring the Harborwalk.
Location: Boston, MA 02128
Take a bike ride along the Charles River
This one is for the active couples. The Charles River is a popular spot for outdoor recreation, including biking, jogging, and kayaking. Visitors can rent a bike from a nearby shop and take a scenic ride along the river, enjoying beautiful views of Boston and Cambridge.
Visit the Arnold Arboretum
The Arnold Arboretum is a 281-acre park that features a variety of trees and shrubs from around the world. Visitors can explore the park, go for a nature walk, or attend a guided tour. The park is also home to a variety of wildlife, including birds and chipmunks.
Location:125 Arborway, Boston, MA 02130
Take a picnic to Jamaica Pond
Whether you want to be active or just relax with your significant other, Jamaica Pond is perfect. It’s a beautiful park that features a 68-acre pond surrounded by trees and walking paths. Visitors can rent a boat or go for a walk around the pond. The park is also a great spot for a picnic or a game of frisbee.
Location: Boston, MA 02130
Take a tour of Fenway Park
Image credit: Fenway Park Facebook
Hey there, sports fans! Fenway Park is a historic baseball stadium that has been home to the Boston Red Sox since 1912. Visitors can take a guided tour of the stadium, which includes a visit to the press box, the Green Monster, and the dugout. The tour also includes a visit to the Red Sox Hall of Fame.
Location: 4 Jersey St, Boston, MA 02215
Take a hike at the Charles River Reservation
The Charles River Reservation is a park that features over 20 miles of walking and biking paths along the Charles River. Visitors can take a hike or bike ride through the park and enjoy beautiful views of the river and the city. The park is also a great spot for picnics and birdwatching. This is a great way to just talk and enjoy nature. And by the end, you’ll have a bonding moment looking at the stunning views and talking about the trek.
Location:1175A Soldiers Field Rd, Boston, MA 02135
Take a ferry to the Boston Harbor Islands
You can enjoy the sun and sand right here in Boston! The Boston Harbor Islands are a group of islands located in Boston Harbor that are home to beaches, hiking trails, and historic sites. Visitors can take a ferry from Charlestown to the islands and spend the day exploring. Some popular islands include Spectacle Island and Georges Island.
Location: 191w Atlantic Ave, Boston, MA 02109
Take a walk on the East Boston Greenway
The East Boston Greenway is a linear park that runs through the neighborhood, connecting several parks and public spaces. Visitors can take a walk or bike ride through the greenway and enjoy beautiful views of the harbor and the city skyline. The greenway also hosts a variety of events and programs throughout the year. A lot can be said and done with a walk.
Location: Boston, MA 02128
Enjoy the lowest price on 40+ attractions and tours in Boston with Go City Boston All Inclusive Pass
Seeing the best of Boston doesn’t get any easier, or more economical, than with Go City’s Boston All-Inclusive Pass. This flexible sightseeing pass allows visitors to pick and choose from a wide variety of Boston’s top attractions, over 40 in all, at any pace desired over the course of one, two, three, five, or seven consecutive days. Enjoy immediate entry to attractions.
Simply save the pass (available as your ‘ticket’ after purchase) on your mobile device and go. No voucher redemption is required. Please note: Enjoy the extra flexibility in case your travel plans need to change: All passes are valid for two years from purchase date and only become activated with your first attraction visit. After activation your pass will be valid for the remaining number of days purchased.
Get all the details and book your Go City Boston All Inclusive Pass TODAY!!!
Date Ideas Boston – Indoor Activities
Visit the Boston Public Library
Image credit: Boston Public Library Facebook
Is your date a massive book lover? The Boston Public Library is the perfect place to take them. It’s one of the largest and oldest public libraries in the United States, with a collection that includes over 23 million items. Visitors can take a free guided tour of the library, which includes a visit to the famous Bates Hall Reading Room and the stunning courtyard. The library also hosts a variety of events and exhibits throughout the year. The Library is perfect if you’re looking for indoor date ideas in Boston.
Location: 700 Boylston St, Boston, MA 02116
Take a pottery class at Made in Fort Point
Made in Fort Point is a creative studio that offers pottery classes for all skill levels. In a class, you’ll learn to create pottery on a pottery wheel or by hand-building. Make that romantic Ghost moment your reality. The studio also sells handmade ceramics and other artisanal goods.
Location: 315 A St, Boston, MA 02210
Attend a concert at the House of Blues
The House of Blues is a popular music venue that hosts a variety of concerts and events throughout the year. The venue has a standing-room capacity of 2,500 and features a variety of musical genres, including rock, blues, and hip-hop.
Location: 15 Lansdowne St, Boston, MA 02215
Take a yoga class at CorePower Yoga
CorePower Yoga is a popular yoga studio that offers a variety of yoga classes for all skill levels. In a class, you’ll work on strength, flexibility, and balance, and leave feeling refreshed and energized. The studio also offers workshops and teacher training programs.
Attend a show at the American Repertory Theater
Image credit: American Repertory Theater
The American Repertory Theater is a professional theater company that produces a variety of shows throughout the year, including classic plays, new works, and musicals. The theater has a reputation for innovative productions and has won numerous awards for its work.
Location: Loeb Drama Center, 64 Brattle St, Cambridge, MA 02138
Take a cooking class at Create A Cook
Create A Cook is a cooking school that offers classes for all skill levels, including couples cooking classes. In a class, you’ll learn to create a variety of dishes and techniques, and then sit down to enjoy your meal together. The school also offers kids’ classes and private events. Maybe on your next date night, you can just stay home and cook for each other.
Location: 53 Winchester St, Newton Highlands, MA 02461
Take a dance class at the Dance Complex
The Dance Complex is a community dance center that offers a variety of dance classes for all skill levels, including salsa, hip-hop, and contemporary. In a class, you’ll learn new moves, get a workout, and have fun together. The center also hosts a variety of events and performances throughout the year. It doesn’t matter if you’re serious dancers or just doing this for fun. You’ll have a blast either way.
Location: 536 Massachusetts Ave, Cambridge, MA 02139
Enjoy live music at the Brighton Music Hall
The Brighton Music Hall is a music venue that features a variety of live music acts throughout the year, including local and national bands. The venue has a standing-room capacity of 475 and a full bar. Keep an eye out for your favorite artists!
Location: 158 Brighton Ave, Allston, MA 02134
Tell us your favorite date ideas in Boston in the comments! And if you think we missed one, let us know too.
Stay up to date on all fun things going on in Boston with our weekly updates to Things To Do In Boston This Week & Things To Do In Boston This Weekend and Things To Do In Boston This Weekend With Family!
And to have these updates delivered directly to your feed, give us a follow on Facebook by clicking on the …next to the search lens icon.
Travel on your mind? Check out Date Ideas Austin, Date Ideas Houston, and Date Ideas San Antonio.
