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Romantic Things To Do In Boston - Updated 2020

Romantic Things To Do In Boston - Updated 2020
Melanie
Melanie
Updated

Boston is known for many things: universities and colleges (the city is home to about 50 of them, including Harvard, Boston University, and University of Massachusetts), sports teams (Boston Celtics, Boston Red Sox, and Boston Bruins, to name a few), skyscrapers, and a rich history. Romance, however, is not a typical inclusion on the list. What many don’t know, however, is that there are activities around the city that can encourage lovebirds to take their relationship to the next level. Take a look below for a list of romantic things to do in Boston.

1. Fireworks cruise (from USD 197)

If you plan on spending New Year’s Eve and want to celebrate with a bang with your loved one, this is the package for you. Availing of this will not only allow you to enjoy cruising around Boston harbour, it also allows you to enjoy the fireworks display up close, which creates an added level of romance on your date. What’s more, there’s dancing and live entertainment on the ship, which will help in making New Year’s Eve memorable for couples. The tour lasts for three hours long and is inclusive of appetizers and photos on the photo booth on board the ship.

Boston Harbor: NYE Fireworks Cruise on a Yacht

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2. Sunset cruise (from USD 26)

Nothing says romantic than watching the sunset together. This activity, which runs for approximately 45 minutes, allows couples to go on a cruise where they can enjoy watching the city go by while illuminated by the rosy hues of the sunset. Each boat is equipped with a full bar (snacks and drinks are purchased separately), and a guide accompanies guests and provides them with interesting historical tidbits about the surrounding areas.

Sunset Cruise

Duration 1 hour 30 minutes

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3. Brunch harbour cruise (from USD 74)

If your date is scheduled earlier in the day, worry not, because there are brunch harbour cruises available as well. Running for approximately 2 hours, this cruise will allow guests to enjoy sights such as the harbour islands, Bunker Hill Monument, Independence Fort, USS Cassin Young and USS Constitution right from the ship. Food is already included in the rates. However, drinks, including cocktails and bottled water, are sold separately. Vegetarian options may be prepared for guests, provided that this is requested upon booking. Guests may also provide information about other dietary restrictions, which the crew will try their best to meet.

Boston Harbor Brunch Cruise

Duration 2 hours

1 review

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4. Sunset dinner cruise with buffet (from USD 105)

Put a new twist to the dinner and dancing date by enjoying these activities with your significant other on board the Spirit of Boston. Enjoy watching the city passing by, with the sunset as a backdrop. Have your fill of the scrumptious food served during the dinner buffet. Once you’ve had your fill, you can have a cocktail with your date at the rooftop lounge. Alternatively, you can watch the live entertainment or enjoy dancing to the tunes spun by the DJ. The dinner cruise runs approximately for three hours.

Spirit of Boston Sunset Dinner Cruise with Buffet

Duration 3 hours

28 reviews

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5. City lights sail on a schooner (from USD 40)

Boston: City Lights Sail on Schooner Adirondack III

This activity is another option for couples who want to experience going sailing. Guests will enjoy gliding from the Boston harbour on a majestic schooner. As the tour takes place at twilight, they will also have the opportunity to see the city at night from a different perspective: from the waters, Boston will seem almost like a part of the sky with its twinkling lights. Cocktails are also available for guests’ consumption during the cruise.

Boston: City Lights Sail on Schooner Adirondack III

Duration 1.5 hours

2 reviews

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6. Personal dining experience with an acclaimed chef (from USD 163)

This package is for those who believe in the saying “the way to someone’s heart is through the stomach”. Enjoy a delicious meal prepared by renowned chef Anthony Caldwell, who has prepared food for the likes of Mark Zuckerberg, former vice-president Joe Biden, and Boston Mayor Martin Walsh. Larger parties (i.e. groups of 5 or 10) can order up to four-course meals.

Personal Chef Dining Experience With An Acclaimed Chef!

Duration 4 to 6 hours

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7. Christmas on a cruise (from USD 49)

If you find yourself in Boston this coming Christmas, consider booking this package. Guests board a 1920s-style yacht and tour the harbour. While on the ship, you can learn traditional Irish holiday songs, as you will be entertained by a traditional Irish band. The tour lasts for approximately 1.5 hours. Food and beverages are available for purchase on the yacht.

Boston: Irish Christmas Carol Holiday Cruise Northern Lights

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8. Cruise in a 1920s yacht (from USD 26)

Source: Getyourguide

With this tour, you get to see Boston in a different light - literally. Running for approximately an hour long, this cruise will give guests the opportunity to view the skyline and the twinkling lights of the city from the water. The fact that the yacht is from the 1920s only helps in creating a romantic vibe for those on board. Guests may choose to sit inside or enjoy the brisk breeze outside. Food and drinks are available for purchase in the yacht.

Boston: Champagne City Lights Cruise 1920s Commuter Yacht

Duration 1 h

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9. Sunset sailing cruise on a tall ship (from USD 38)

This cruise is for you if you want to take your significant other on a sailing adventure. Running for 1.5 to 2 hours, this cruise takes guests on a tour on board a tall ship, a large, rigged sailing vessel which has just about everything operated by hand. Guests who are interested in getting in on the action can even help the crew hoist the sails. Drinks and snacks are available for purchase on board. Sights you may see literally will depend on where the winds will take you, so every cruise promises to be an adventure.

Sunset Sailing Cruise on a Tall Ship in Boston Harbor

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10. Private Boston Freedom Trail tour in luxury limousine (from USD 900)

As Boston natives will tell you, going on the freedom trail tour is a must while you’re in the city. Doing this on foot, however, can quickly tire you out. Instead of hoofing it to the various attractions that form part of the tour, you can opt for a leisurely and luxurious way of visiting the sites on the Freedom Trail by hopping into a limousine. The tour runs for three hours. Up to 16 attractions, each of which you can learn more about from your driver, may be visited within this time frame.

Private Boston Freedom Trail Tour in Luxury Rolls-Royce

Duration 3 hours

1 review

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A different date

While in Boston, it can be tempting to take the tried-and-tested path when you take someone out on a date. Certainly, Boston has plenty of restaurants and different forms of entertainment available in the city for you to choose from. If, however, you want to opt for something a little more special, there are a number of activities available that you can explore if you want to set something memorable. Use this list as a jump-off point to plan a date to remember in Boston.

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