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Vintage Engagement Rings in Boston

Vintage engagement ring in Boston with micro pave diamonds and round brilliant center stone.

Boston, Massachusetts, is not only a city rich with history but also one filled with beautiful parks and waterways and award-winning restaurants and bars. If you’re looking for the perfect place to propose with a vintage engagement ring in Boston, this city offers many romantic settings. Here we’ve listed a few of our favorite suggestions for the ideal Boston proposal. And if you’re still looking for the vintage or antique ring of your dreams, the artisans at Knox Jewelers can make your vision a reality.

Rose gold wedding band in Boston with diamonds, hand engraving and milgrain.


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Once you’ve got the perfect engagement ring from Knox Jewelers, all you need is a romantic setting. Consider getting dressed up and taking your sweetheart out for an unforgettable evening on the Spirit of Boston sunset dinner cruise. The cruise offers delicious dinner, drinks, and dancing, with amazing views of Boston Harbor from the water. After enjoying the luxurious dinner buffet, take a stroll up to the observation deck for a picturesque proposal, and then head to the dance floor to celebrate.

Or, for a more intimate boating experience, you might enjoy taking a sunset gondola tour along the Charles River. Gondola Di Venezia provides a relaxing and romantic experience with unique views of Boston and Cambridge skylines. You and your honey can nibble on strawberries and chocolates and sip champagne in an authentic Venetian gondola, gently rowed by a stripe-shirted gondolier, while serenaded by beautiful Italian music. We suggest adding the romance-novel-worthy Message in a Bottle option: choose this service and your sweetie will discover a corked bottle floating in the river. What’s inside? A special message that you wrote, asking for their hand in marriage. This is your cue to present the vintage engagement ring you know they’ll swoon over. Can you think of anything more romantic?

Hand engraved engagement ring in Boston with round center stone, milgrain and diamonds.

If you’d rather propose on solid ground, Hotel Commonwealth at Kenmore Square is an elegant location. You can start at The Hawthorne bar, home to one of the country’s top mixologists. If you decide to present your engagement ring in the cozy bar, ask the bartender to create a special concoction to commemorate the occasion. Then, walk across to Island Creek Oyster Bar for an aphrodisiac treat or, make a reservation for a full meal at the equally iconic Eastern Standard. If you’re sentimental, another benefit to this location is that you can later host your wedding ceremony at the luxurious Hotel Commonwealth and reminisce about your engagement while exchanging wedding rings.

If you really want to embrace the theme of spending eternity together, plan a Wednesday night date at the Coit Observatory atop Boston University. Stargaze together and discuss the concept that both of you, the stars, and the diamond in the ring you just gave them, are all made of the same stuff. Perhaps combine this trip with the Hotel Commonwealth idea, because a cloudy day could cancel out this option. Also, be sure to dress warmly and be aware that this is a public event, you might have an audience when you drop to one knee.

Yellow gold engagement ring in Boston with oval center stone, hand engraving and milgrain detail.


Or, if you’re already dressed warmly for stargazing at the Observatory, plan to end up at Boston Common and go ice skating with your sweetie on the frozen Frog Pond (late November into March.) What better way to propose with an antique engagement ring than at the oldest and most treasured public park in the United States? You can even get a hot cocoa from the cafe to warm up your betrothed’s hands when they can’t stop staring at the ring.

Whichever scenario fits your idea of the perfect proposal, Knox Jewelers is happy to help you find the antique or vintage ring of your dreams. If that ring doesn’t exist yet, the custom design experts at Knox Jewelers will work with you to create exactly the ring you want, the ring that will get a “Yes!”

Boston wide wedding band with a single row of rubies fashion between rows of diamonds.

Antique Engagement Rings

Antique engagement ring in Boston with half bezel oval center stone, hand engraving, and filigree.

Unique Wedding Bands

Rose gold wedding band in Boston with a diamond braided pattern outlined in milgrain.

Custom Engagement Rings

Boston custom engagement ring with milgrain bezel, hand engraving and filigree.

Filigree Engagement Rings

Filigree engagement ring in Boston with hand engraving, milgrain and diamonds.