5 Great Date Ideas in Boston, MA

Enjoy the 4 Seasons with Your Date!

We Just Love Boston!

Take your date and explore our nation’s history! Not just the typical Freedom Trail but add a dose of romance. Spring is magical. We’d love to share with you locally chosen date ideas - not your typical list - but curated locally through friends and community posts.   Enjoy! 

  1. Picnic on the Boston Common or Public Garden

    For an outdoor date, consider having a picnic on the Boston Common or Public Garden. You can grab takeout from a nearby restaurant and enjoy it while sitting on a bench or a blanket.

  2. Visit the Museum of Fine Arts or Isabella Stewart Gardner Museum

    If you and your partner are artsy, visiting the Museum of Fine Arts or the Isabella Stewart Gardner Museum can be a great choice. These museums offer a variety of exhibits and provide interesting topics for conversation during the date.

  3. Bowling at South Boston Candlepin

    For a quirky and fun date, you can go bowling at South Boston Candlepin. It's a unique type of bowling that can add a fun twist to your evening.

  4. Explore the DeCordova Sculpture Park in Lincoln

    Another option is to explore the DeCordova Sculpture Park in Lincoln, which offers a unique and artsy experience in an outdoor setting.

  5. Take a sunset cruise or ghost tour in Salem

    If you're open to exploring outside of Boston, consider taking a sunset cruise or ghost tour in Salem for a memorable and slightly spooky experience.

Have fun trying out some of these places - recommended by many great folks on Reddit!

For dating tips, Matchmaker Cassindy and the team at Ancient Wisdom Modern Love are here for you - Dating Guidance by Matchmaker Cassindy

Terrific Dates from the West Coast to the East Coast!

Our team shares here just a few playful, romantic, and delicious dating venues in the cities we work in and travel to often across the country.  We love and enjoy great food – so here are just a few for you.

Chat with us and Be Introduced to Matches Just For You

Our team is here to support you during the dating process – not just the introduction – we are also your allies to showcase you well, find dating venues that highlight you so that your dates can be successful and enjoyable.

If you are looking for real love and ready to meet someone special, we are ready to chat with you and help you find the “One”.