Boston is such an amazing town to enjoy as a couple, and your wedding anniversary in Boston is no exception. Whether it’s your one month or ten year anniversary, we are here to celebrate with you!

Let’s raise a toast to good times ahead, and we hope to see you on your big day! Looking for things to do on your anniversary in Boston? Check out our list of fun ways to celebrate being a couple!

Our 50 Best Boston Anniversary Celebration Ideas:

1
Theater Performance

Catch a Show at awesome theater such as Calderwood Pavilion

 

3
Board Game

Learn A New Board Game

 

4
Arcade

Go 80’s with a trip to an Arcade

 

5
Oysters

$1 Oysters!

 

6
Cozy Fireplace

Find a Fireplace to cozy up to

 

7
Late Movie

Catch a late night movie

 

Check out our award winning food and chocolate tours!

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8
Astronomy Open House

Stare at the stars at a local astronomy open house

 

9
New Recipe

Try a new recipe at home

 

10
Brewery

Create your own wine tasting or brewery experience

 

11
Concert

Splurge on last minute tickets to a concert

 

13
Boston Aquarium

Visit the Boston Aquarium’s penguins and IMAX

 

15
Rock Climbing

Finally try rock climbing – you can do it!

 

Check out our award winning food and chocolate tours!

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16
Biscuit Brunch

Try a “southern” style romance with honkytonk and biscuit brunch

 

Anniversary celebration date night ideas in Boston continue…

 

17
Vacation

Book a vacation together!

 

18
Black Light Yoga

Try black light yoga — most people can’t see you if you stink

 

19
Bingo

Head to a casino and play bingo

 

20
Walk on the Beach

Take a beach walk, even in the winter

Check out our award winning food and chocolate tours!

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21
Cycling Class

Take a cycling class and splurge on some fresh fruit smoothies

 

22
Drive to Music

Make a long mix on Spotify and take an evening drive together, blasting it

 

23
River Walk

Stroll down our favorite street, Memorial Drive in Cambridge

 

24
Explore a Neighborhood

Check out a new cool area of Boston – have you been to the Innovation and Design Building in the Seaport lately? Try Chickadee!

 

25
Bubble Tea

Create a bubble tea “passport” and try and compare them over the course of a week: from China Town to Allston to Kung Fu Tea in Davis Square!

 

26
Farmer’s Market

Visit a farmer’s market — indoor, outdoor, yum!

 

27
Fancy Delivery

Order delivery from a really fancy place, using Postmates or something like Puritan Trading company or Scoop N Scootery

 

28
Cheese Shop

Visit a local cheese shop with no budget — throw those delicious fig flatbread crackers in the cart, various fruit jams, specialized honey, local cider, and alll the cheese!

Check out our award winning food and chocolate tours!

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29
Record Stores

Hit up record stores and also estate/yard sales searching for amazing tunes

 

30
Day Trip

Plan a day trip to a place 30-90 minutes away. Whether it’s one of our Food Tours such as our Lowell Tours or cool spots around New England, it’ll feel like a longer vacay.

 

Want more unique anniversary celebration ideas in Boston? Continue reading!

 

31
Comedy Night

Comedy Night!! From the Comedy Studio in Harvard Square to Improv Boston, get your belly laughing.

 

33
Escape Room

Escape the room! Whether it’s on your new Alexa or at Boda Borg in Malden, we’re game!

 

34
Dance Night

DANCE! Shake your booty around town, and if you need encouragement for the classics check out some dance lessons

 

35
Casino

Visit the new Encore Casino or pick up some scratch tickets

Check out our award winning food and chocolate tours!

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36
Amazon Splurge

Get your booty off Amazon.com and go mall shopping like it’s 1999

 

38
Spa Day

Spa it up — we’ve written about salt caves, indoor hot tubs, couples massages, and more!

 

39
Arts & Crafts

Try your hand at arts and crafts — take a local class such as glassblowing or resin painting!

 

40
Zoo

Embrace your inner animal lover at a local zoo (cotton candy optional) fun Boston date ideas

 

42
Market Walk

Wander through indoor markets together, from Formaggio to Eataly to Boston Public Market

 

43
Afternoon Tea

Indulge in afternoon tea (see our post)

 

44
Ferry Ride

Take a ferry ride — such as to Boston Harbor Islands or Charlestown or even P-Town!

 

45
Island Trip

Live that island life, plan a trip to Nantucket or Martha’s Vineyard

Check out our award winning food and chocolate tours!

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46
Sunday Brunch

BRUNCH! We love brunch and the word foodie. So there!

 

47
Cocktail Class

Learn how to mix drinks together

 

48
Tai Chi

Try a Tai Chi class and feel centered together

 

49
Murder Mystery

Host a murder mystery party — costumes and secrets galore!

 

50
Skydiving

Hot air balloons? Skydiving? Take your adventure to the skies!


Our Food Tours and Chocolate Tours run weekly year-round and are the best Boston anniversary celebration activity. Our guides are warm and welcoming, and you’ll discover hidden gems all over the city. Book today at www.offthebeatenpathfoodtours.com and visit the Tour Calendar to pick a date.