fbpx Skip to Content

How To Spend A Honeymoon in Boston

Boston, steeped in rich history and adorned with quaint streets, cobblestone paths, and picturesque waterfronts, is a dream destination for newlyweds. Offering a delightful blend of the old and the new, it’s perfect for couples who are keen to dive into the past, revel in contemporary luxury, and create beautiful memories together. Here’s how you can craft the ultimate honeymoon or minimoon in the City on a Hill.

Romantic Accommodations in Boston

Choosing where to stay will make a big difference when it comes to the romance. Here are a few recommendations on romantic hotels in Boston.

  • The Liberty Hotel: Located in the former Charles Street Jail, this luxury hotel brilliantly combines historic architecture with modern design. With stunning views of the Charles River and Beacon Hill, its dramatic settings are perfect for honeymooners seeking a unique experience.
  • The Boston Harbor Hotel: This waterfront hotel offers mesmerizing views of Boston Harbor. The intimate ambiance, luxury amenities, and impeccable service ensure a memorable stay for honeymooning couples.
  • The Fairmont Copley Plaza: Nestled in the heart of Back Bay, this historic hotel exudes old-world charm and elegance. With sumptuous suites, grand ballrooms, and proximity to Newbury Street, it’s perfect for couples who appreciate luxury and convenience.

Where to Eat in Boston

Located in the North End, Boston’s North End, Mamma Maria offers Italian classics with a personal touch. The intimate setting and historic surroundings make it perfect for a romantic dinner.

We were able to dine in the Piccolo Room, a private dining room set away from the rest of the dining room for extra privacy and romance. Peering through the window gives a view of Paul Reveer’s house with the modern skyline in the background.

The food is classic, but elevated, Italian cuisine. We found the Seabass and Scallops to be cooked and seasoned perfectly. The ingredients were clearly fresh and the service was on point.

You can make reservations here.

Some other things we loved during our recent trip were the different apple ciders and donut shops at Kane’s Donuts. The pastrami sandwiches at Sam LaGrassa’s were amazing!

Things to do during your Boston Honeymoon

  • Stroll in Boston Public Garden: Revel in the beauty of the first public botanical garden in the U.S. Enjoy a romantic swan boat ride or simply walk hand-in-hand admiring the natural beauty.
  • Boston Common Picnic: Pack a gourmet picnic basket and head to the Boston Common, the country’s oldest public park. Find a quiet spot under a tree, spread out a blanket, and enjoy the serenity with your partner.
  • Rowing on the Charles River: Rent a kayak or canoe and paddle down the Charles River. The calm waters offer a peaceful setting, and the city skyline provides a stunning backdrop.
  • Freedom Trail Walk: Embark on a 2.5-mile-long journey through Boston’s historic sites on the Freedom Trail. As you follow the red-bricked path, you’ll encounter 16 significant locations, from the Massachusetts State House to Paul Revere’s House. Sharing this walk lets you explore the tales of the American Revolution and discover charming old neighborhoods. If you’re keen on diving deep into the stories, consider taking a guided tour. Along the way, you’ll also find plenty of quaint cafes and restaurants to take a break and enjoy a meal together. The Freedom Trail not only provides historical context but also offers a unique perspective of the city, making it a wonderful addition to your romantic adventures in Boston.
  • Beacon Hill Exploration: Wander through the historic Beacon Hill neighborhood with its narrow streets, brick sidewalks, and gaslit lanterns. Don’t forget to visit Acorn Street, one of the most photographed streets in the U.S.
  • Sunset Cruise: Embark on a sunset cruise on Boston Harbor. Enjoy the city’s skyline as the sun paints the sky with hues of gold and red.
  • Discover Cambridge: Just across the Charles River from Boston, Cambridge offers a delightful blend of intellectual vibrancy and historical charm. Stroll through the Harvard Yard, visit the Harvard Art Museums, and grab a coffee in Harvard Square, watching the world go by. The narrow streets, lined with bookstores and quirky cafes, offer plenty of cozy nooks for intimate conversations. If visiting during the warmer months, take a walk along the Charles River bank in Cambridge for a beautiful view of the Boston skyline.
  • New England Aquarium Date: Immerse yourselves in the marine world at the New England Aquarium. The Giant Ocean Tank, a four-story coral reef, is home to hundreds of species. The tranquil ambiance of the dimly lit aquarium with colorful marine life makes for a serene and romantic environment. Don’t forget to spend a moment gazing into the mesmerizing jellyfish exhibit!
  • Visit the North End: Wander the streets of Boston’s North End, often referred to as “Little Italy.” Stop in a cafe for some espresso, sample authentic Italian gelato, and don’t forget to share a cannoli from the famous Mike’s Pastry.
  • Boston Symphony Orchestra: Treat yourselves to a romantic evening of classical music at the Boston Symphony Hall, known for its impeccable acoustics.
  • Skywalk Observatory: For an unparalleled view of the city, head to the Skywalk Observatory. It’s an ideal spot for couples to get a bird’s-eye view of their honeymoon destination.
  • Rose Fitzgerald Kennedy Greenway: Walk hand-in-hand through this linear urban park, which offers beautiful gardens, art installations, and plenty of cozy spots to sit and relax.
  • Sam Adams Brewery Tour: For couples who appreciate craft beer, the Sam Adams Brewery offers tours where you can learn about the brewing process and sample some of their famous brews.
  • Harborwalk Evening Stroll: Boston’s Harborwalk, stretching miles along the city’s waterfront, is especially beautiful in the evening. The glittering city lights reflecting off the water set a romantic mood.
  • Theater Date Night: Visit Boston’s Theater District and catch a Broadway show, a ballet performance, or a romantic play. The Boston Opera House and the Cutler Majestic Theatre are two historic venues that provide an elegant setting for a night out.
  • Visit a Boston Farmers Market: Dive into local culture by spending a morning or afternoon at one of Boston’s bustling farmers markets. Whether you’re picking up fresh flowers, sampling regional cheeses, or simply enjoying the vibrant atmosphere, these markets offer a genuine taste of Bostonian life. Popular markets include the Boston Public Market, which is open year-round, and the seasonal markets in Copley Square and Dewey Square. Strolling through the aisles, tasting local produce, and perhaps even picking up ingredients for a romantic homemade dinner can make for a memorable experience.

Day Trips From Boston

During a trip to Boston, you only need a few days to explore most of the main sites. Consider taking a day trip or two to extend your stay.

  • Salem: Just 30 minutes from Boston, Salem is known for its rich maritime heritage, historic sites, and of course, the infamous Salem witch trials. Explore the Peabody Essex Museum or simply stroll through its atmospheric streets.
  • Martha’s Vineyard: Take a ferry to this picturesque island. With its beautiful beaches, lighthouses, and charming shops, it’s an ideal getaway for couples.
  • Concord: Dive into American history by visiting Concord, known for its role in the American Revolution. Explore the homes of famous authors like Louisa May Alcott and Henry David Thoreau.

With its blend of historic charm and modern luxury, Boston promises an unforgettable honeymoon experience. Dive into its history, indulge in its cultural offerings, and let the city’s romance captivate your heart.