10 most romantic things to do in Boston for couples

Heading to Boston for a long-overdue romantic getaway? This historic American city has plenty of activities for couples. Whether taking a romantic walk through New England’s famous fall foliage or watching the sunset from a private boat, there are plenty of romantic places to reconnect in Boston. You can also discover some of Boston' hidden gems to avoid the usual crowds. If you’re still searching for inspiration, read on for a shortlist of 12 romantic things to do in Boston.

Discover Boston’s romantic side

Showstopping romantic activities for special occasions: Take a private sailing trip to watch the sunset over Boston Harbour.

Romantic neighborhoods to explore on date night: Beacon Hill is the best neighborhood for classic, cozy Boston vibes, but the Back Bay area is known for its more luxurious feel.

Secret spots for romantic moments: The Arnold Arboretum or the Boston Harbour Islands.

The best things to do as a couple

1. Catch the blooms at Arnold’s Arboretum

If you prefer nature and outdoor activities, Arnold’s Arboretum is a beautiful, peaceful space to explore as a couple. It’s particularly lovely in the spring when the flowers are in bloom, but it’s also a great place for a quiet, romantic walk in any season.

Hot tip

Head toward the Hyams Greenhouse and the Bussey Brook Meadow area. This slightly more hidden part of the arboretum offers a more secluded experience with fewer visitors.

Address and opening hours:

125 Arborway, Boston, MA 02130, United States. Open daily from 7:00 AM-9:00 PM.

2. Enjoy a couple's walk among New England's fall foliage

New England is famous for many things, but when autumn rolls around, it's the changing leaves that bring in the crowds. Venture into the White Mountains to see some of the most stunning scenic landscapes in this part of the United States.

Hot tip

Head to Franconia Notch State Park, where you'll find the Artist's Bluff Trail—a short but breathtaking hike that offers some of the best panoramic and romantic views of fall colors in the region.

3. Take your time strolling Boston’s Freedom Trail hand in hand

Stroll along the Freedom Trail and marvel at some of the city’s most historic landmarks. You can spend as long as you want at each attraction or make as many detours as you wish.

Hot tip

Even a simple walk along the Freedom Trail is a romantic thing to do in Boston, given the charming, historic feel of the city.

The best date ideas

4. Get a taste for the glitz at Boston's most affluent neighborhoods

Back Bay has long been considered one of Boston's most luxurious districts. Today, it's a treasure trove of designer boutiques, art galleries, and restaurants. In other words, it's perfect for date night.

Hot tip

Do some shopping and perusing, before ending your trip with a cocktail on a rooftop bar where you can take in the romance of the city.

5. Enjoy a couple's meal with some of Boston's best-kept culinary secrets

While Boston is known for its classic dishes like clam chowder, lobster rolls, and baked beans, the city's culinary scene is incredibly diverse, with influences from around the world. To truly experience the flavors and history of Boston, why not take a culinary walking tour.

Hot tip

Take a tour of Boston's North End - Little Italy - and exlpore the cobblestone streets, cozy Italian restaurants, and charming cafes. One of the most romantic places in Boston with a warm, intimate atmosphere.

6. Grab front-row seats at the Boch Center Wang Theater

If you want to take in some culture during your stay, a visit to Boch Center Wang Theater is a must. This legendary live performance venue is a beloved part of Boston’s arts scene and boasts one of the biggest stages in America.

Hot tip

Why not use a trip to one of the theatre’s more prestigious events as an excuse to get dressed up for your date? The grandeur of the romantic venue invites a slightly more formal dress code.

7. Spend an evening sipping on artisan beers in some of Boston's oldest taverns

Looking for a light-hearted way to spend an evening with your other half? In Boston's famous taverns, you can be both cultured and drunk at the same time. Tour some of Boston's most long-standing taverns.

Hot tip

If you want to enjoy the city as you journey between watering holes, try to schedule your trip for early September. This way, you'll beat the leaf chasers and avoid the usual summertime crowds.

8. Picnic in the Boston Public Garden

Spend a romantic afternoon in the Boston Public Garden, the first botanical garden in the U.S. Pack a picnic and enjoy the lush surroundings. You can also take a ride on the famous Swan Boats, which have been operating since 1877.

Hot tip

The area near the Swan Boats makes for the perfect secluded spot. This area tends to be less crowded than the main sections of the park, especially around Lagoonside Path where the famous swan boats float.

Address and opening hours:

Boston, MA 02116, United States. Open daily from 6:00 AM-11:00 PM.

The best anniversary idea

9. Set sail from Rowes Wharf to watch the sunset over Boston Harbor

Few areas of the city are as romantic as Boston Harbour. So, one of the most romantic things to do in Boston is to admire Boston from the water as you meander through the Harbor Islands and past iconic landmarks like the Boston Fish Pier.

Hot tip

Boston always looks its best after hours, but nothing beats a hazy sunset on a late summer evening. If you are visiting in winter, bring a cozy blanket so nothing keeps you from those unmissable views.

10. Escape to Martha's Vineyard for a romantic island day out

While you'll never tire of romantic things to do in Boston, sometimes it pays to look further afield. With a Martha's Vineyard Day Trip, you'll depart by ferry to one of New England's most enchanting islands. You can opt for a guided tour or choose to explore at your own pace.

Hot tip

If you’re feeling adventurous, consider renting a classic convertible car for the day to drive around the island. It adds a fun and romantic touch to your day, and you’ll have the freedom to explore the island at your own pace.

FAQs

What are some of the most romantic activities to do in Boston?

You'll find plenty of ideas for date nights in Boston. Enjoy a romantic stroll along the Boston Harborwalk or take to the water with a sunset cruise. Whether you're visiting for the weekend or staying in town longer, there's plenty of couples activities to keep you entertained here.

What are the most romantic spots to watch the sunset in Boston?

Boston Harbor is one of the most romantic spots in the entire city. Enjoy it from the shore or climb aboard a charter cruise to explore the Inner Harbor Islands. Alternatively, head to the North End district. Boston's very own Little Italy isn't short on quaint restaurants that are the perfect place for candlelit dinners and lazy brunches.

Is Boston a good honeymoon spot?

Yes, Boston can be an excellent honeymoon destination. While it may not be the typical tropical getaway, Boston offers a unique blend of history, romance, and charm that can make for an unforgettable honeymoon experience.

What are some romantic day trips from Boston?

If you want to explore beyond Boston, there are many day trip destinations to consider. Head to Martha's Vineyard, Cape Cod, or Provincetown. If you're a self-proclaimed city dweller, you can even visit New York within a day.

What are the best places to take romantic photos in Boston?

Looking to fill your camera roll with romantic snaps during your stay in Boston? Head to the Charles River Esplanade, Beacon Hill, or Boston Public Garden. If you're heading offshore, Castle Island will serve as a brilliant backdrop for your vacation photos.