Asking for the date is the easy part. Now, you must plan to impress. Boston is home to many unique, fun, and creative date spots and hidden gems that can take any date from bearable to rememberable. To help you plan the best date possible, we’ve compiled a list of our favorites.
There’s nothing quite like enjoying a cocktail while taking in breathtaking views of the city skyline and bay. Many rooftop bars are open year-round and provide heating or shelter to keep you and your perfect date cozy during any kind of weather.
Plus, there are many unique spots to choose from, each with a different ambiance. For something extra fun, try out the igloos at the Envoy Outlook Kitchen & Rooftop Bar. (let’s hyperlink the Envoy as well)
Boston is also home to a plethora of homegrown goods and local products. Explore the city’s open-air and farmer’s markets to pick up a delicious local lunch. Or, have a picnic in the Commons or at the Boston Harbor. Some of our favorite markets include the Haymarket and the Boston Public Market.
The New England Aquarium is a great date idea, rain or shine. Plus, it’s interactive, allowing for a day of discovery and exploring together.
Take a trip to Castle Island in South Boston. The island is a public park found right in the city, a great place to jog, take a walk, relax and explore. Plus, if the weather is warm, you can enjoy a day of swimming at Castle Island Beach.
Popular wineries and local breweries are everywhere in Boston. Enjoy a light lunch and try a few flights at local favorites such as Cisco Brewers or Hopsters, both located in the Seaport. (I believe Cisco Brewers should be www.ciscobrewers.com)
Boston features many comedy shows, concerts and plays throughout the year. Plus, many venues are free or inexpensive to attend. Some venues to check out include the Improv Asylum and the Berklee Performance Center.
There’s always something happening at the Boston Common such as local festivals and live music. The oldest public park in America is also beautiful, perfect for an afternoon walk or picnic.
This wouldn’t be a collection of perfect date spots in Boston without mentioning the many marinas. Take a romantic walk down the pier at sunset or look at the many beautiful boats surrounding marinas such as the Boston Harbor Shipyard and the Constitution Marina.
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