While the days are shorter and colder weather is setting in, there’s still so much to see and do on your waterfront! In the midst of a challenging year, Boston’s harbor and waterfront are an open and accessible resource you can safely enjoy – either in person or virtually from home. Explore miles of Boston’s Harborwalk, wind your way through neighborhoods with a scavenger hunt, warm up at a local business, or tap in to virtual events at home. Take our recommendations for outdoor dining, art & light installations, and activities to help you make the most of the Waterfront these next few months, and check the Bundle Up Boston map for ideas on how to enjoy your waterfront now and all winter long. Whatever you choose, go ahead and #BundleUpBoston, and enjoy your waterfront!

Boston Harbor Now is a 501(c)(3) nonprofit organization. Our programs would not be possible without the support of our generous donors. We hope you will consider joining your neighbors with a gift in support of our community programming.

I Boston Harbor: A Waterfront Photo Hunt

Share what’s dear to you this February with our I ❤️ Boston Harbor photo hunt and contest! Snap and tag photos of things on the waterfront that give you the warm and fuzzies, and enter to win a Valentine’s prize pack!

Explore Your Harbor

Winter Wander on Peddocks Island

Experience an unforgettable winter day as you wander the trails of Peddocks Island in search of tracks and traces. Enjoy a guided walk, play in the snow (if the weather cooperates), or join us by the fire for s’mores! Visitors are in encouraged to bring their own snowshoes, lunch, binoculars, and camera to enhance the day. Dress in warm layers for a day outdoors – wool socks and boots encouraged.

  • Saturday February 26 – 11:00am to 3:30pm REGISTER
Heart Warming

Celebrate the 120th anniversary of conversation hearts with an installation at The Rocks. From “Best Day Ever” to “Crazy 4 U”, find a heart that warms you from head to toe. Join the Seaport in spreading that warmth through their partnership with Letters Against Isolation, a local non-profit that helps combat loneliness through encouraging handwritten letters. Write a note on a Heart-Warming post card and pop it in a mailbox to be sent to the residents of assisted living facilities and care homes.

LEGO® Maritime Festival

Calling LEGO® fans of all ages– it’s time for the USS Constitution Museum’s annual LEGO® Maritime Festival! Get ready to build your best ship throughout February School Vacation Week. From 10:00 AM – 5:00 PM each day, the museum theater is transformed into a LEGO® and DUPLO® shipyard with thousands of bricks to choose, and tables and chairs to sit together and build. What will you create?

  • February 19 – 27th – 10:00am – 5:00pm LEARN MORE

Curling is back by popular demand, on Seaport Common next to The Current. Give it a curl, with lessons every Saturday or sign up and play on your own and with friends. Curling is a free activity and open to the public through February – reservations are encouraged.

Christopher Columbus Waterfront Park Tunnel of Love Trellis

Love is in the air! Bundle up, grab your honey and come on over to Columbus Park where your spirit will be warmed as you walk through the Tunnel of Love!

Passing the Edge

Passing the Edge is an exhibition of framed and unframed works on paper. The tactile nature of the works on paper are paired with the individual obsessions of the artists with pattern and mark, creating a sense of the hand as metronome. The act of mark making helps us keep time with the world, while also compelling us forward.

Highland Street’s Winter Camp

Walk the Freedom Trail and experience over 250 years of history! Boston’s iconic Freedom Trail® is a 2.5-mile red line on city sidewalks leading to 16 nationally significant historic sites. Led by Freedom Trail Foundation 18th-century costumed guides, enjoy 90-minute tours featuring 11 official Freedom Trail historic sites and filled with tales of high treason, mob agitations, and revolutionary actions!

  • February 21 Tours at: 11:00 am, 12:00 pm, 1:00 pm LEARN MORE
Seaport Free Writes

Looking to add some creativity to your day? Want to meet other local writers and get started on some new writing? Join Grub Street’s Seaport Free Writes session on Friday, February 25th, from 5:30pm-6:30pm. You’ll meet fellow writers and get your creative juices flowing with some fresh writing exercises. Best of all, you’ll leave with some new ideas to ponder for the rest of your day and beyond. Please note that you must register ahead of time and provide proof of vaccination to attend this session.

  • February 25th 5:30pm – 6:30pm REGISTER
SPECTRA at Clippership Wharf

Immerse yourself in Clippership Wharf’s current exhibit SPECTRA, a mesmerizing and colorful exhibit located at ClipArt Gallery at Clippership Wharf. After the exhibit viewing, check out the new Café Iterum at Clippership Wharf opening early February for a bite or hot latte or cappuccino.

  • First Saturday of the month through March – 12:00 to 4:00pm LEARN MORE
Daniel Gordon on The Greenway

Visit the Rose Kennedy Greenway Conservancy to view still life paintings from artist Daniel Gordon. Works are on view along the Greenway between Summer Street and Salem Street.

Boston’s Black Heritage Trail

The Black Heritage Trail® is a 1.6 mile walk through the heart of Boston’s Beacon Hill neighborhood. The trail showcases residences and community buildings associated with a Black community that thrived on, and near, the north slope of Beacon Hill before, during, and after the American Civil War.

SeaWalls Boston

Sea Walls: Artists for Oceans is PangeaSeed Foundation’s groundbreaking public art program that brings the oceans into the streets around the world. Check out their murals around Eastie today!

Explore Boston Harbor: A Waterfront-wide Scavenger Hunt

Explore the Waterfront in a whole new way! Find hidden treasures, wildlife, history, public art, and places to play & get moving on the Harborwalk when you play one of our Waterfront Scavenger Hunts! Head out any time you like with these self-guided expeditions around your local waterfront neighborhoods.

East Boston Street Art Tour and Mural Walk

Join Matt Pollock, Eastie resident and director of HarborArts and Sea Walls Boston, for a guided eco street art tour of a massive series of public artworks created in East Boston as part of Pangeaseed Foundation’s global Sea Walls: Artists for Oceans program.

  • Saturday and Sunday, December 18 & 19 – 1:00 to 3:00pm
Winter Warmer at Moakley Park

Enjoy a free, fun afternoon in Moakley Park for warm drinks, yummy snacks, games and more! Make a bird house, write a valentine, and discover more excitement at the park.

  • Saturday February 12th

Harbor at Home: Virtual Programs

Winter Wild: A Virtual Experience

If you missed Winter Wild, our virtual festival in January, now’s your chance to catch it! Presentations spanning winter wildlife and nature photography to forest bathing and properly dressing for outdoor winter adventures are now available for viewing on at BostonHarborIslands.org.

Revolutionary Harbor Lecture Series

Join the National Parks of Boston for this special virtual winter lecture series running monthly, February through April.

  • Germs at Bay: Quarantine & the Boston Harbor Islands
    Wednesday February 16 – 7:00 to 8:00pm REGISTER
  • Women of the Waterfront
    Wednesday March 23 – 7:00 to 8:15pm REGISTER
  • Shipwrecks of Boston Harbor
    Wednesday April 13 – 7:00 to 8:00pm REGISTRATION LINK COMING SOON
Virtual Studio Visit with Cheryl Wing-Zi Wong

Grab a cozy mug of tea and join artist Cheryl Wing-Zi Wong along with staff from Pao Arts Center and the Greenway Conservancy for a virtual Community Studio Visit on March 3 from 6-7pm. In a casual setting, Cheryl will lead a conversation about her creative practice, her love of Chinatown, and her inspiration for the YEAR OF THE TIGER pavilion, coming to Mary Soo Hoo Park on The Greenway in Spring 2022.

  • Tuesday March 3 – 6:00 – 7:00pm REGISTER

Fitness and Wellness

Winter Harbor Hikes or Runs

Start your year off on the right foot with a self-guided walk along Boston’s Waterfront. Check out one of four recommended routes around the harbor to get outside and get moving!

First Day Ocean Therapy Retreat at Webb Memorial State Park

Get outside and breathe in the fresh winter ocean air on a guided therapeutic experience in the unique urban wilderness areas of the Boston Harbor.

  • Saturday, January 1 – 9:00am to 12:00pm

Other Waterfront Activities & Attractions

Boston Wine & Food Festival

Break bread with winemakers from around the globe at the 33rd annual Boston Wine & Food Festival at Boston Harbor Hotel! Offering themed weekends and intimate winemaker-hosted dinners, luncheons, tastings, seminars, and more, this treasured event continues the tradition of welcoming top vintners and personalities from the world of wine and food.

New England Aquarium Virtual Animal Encounters

This winter & spring, you can enjoy an extraordinary experience along the waterfront from the comfort of your home! While streaming live from the New England Aquarium, aquarists and trainers will share fascinating facts about our animals and answer questions. Choose from four different encounters: sea lions or fur seals, harbor seals, penguins, or the Giant Ocean Tank.

ICA Free Thursday Nights

The ICA is free for all visitors every Thursday evening. Tickets for Free Thursday Nights will be available at 10 AM on that Thursday morning.

2022 Lunar New Year Celebration

Pao Arts Center’s popular family-friendly celebration is back with virtual and in-person options! Experience Lion dance, brush painting demos, and family-friendly crafts.

  • February 8 – 13

New Years Eve on the Waterfront

New Year’s Eve on the Waterfront Ice Sculpture Stroll

Our signature New Year’s Eve on the Waterfront Ice Sculpture Stroll is back! Get ready to count down to 2022 with over TWO dozen ice sculptures hosted by businesses and cultural sites across the waterfront – the largest Waterfront Ice Sculpture Stroll EVER!

Midnight Fireworks

Friends of Christopher Columbus Park and Boston Harbor Now announced this year’s New Year’s Eve Midnight Fireworks celebration is back, taking place over the inner Boston Harbor between the North End and East Boston neighborhoods of the city. The nearly 40-year tradition returns to Boston Harbor, made possible through generous support from local businesses, waterfront organizations, and the City of Boston.

Friends of the Harborwalk: Historic Wharf District New Year’s Eve Tour

On New Year’s Eve day, join the Friends of the Harborwalk for a one-hour walking tour of Boston’s historic wharves led by Liz Nelson Weaver.

  • Friday, December 31 – 1:00 pm

Support our programs!

If you are thankful for our Harbor programs, and all they provide to our community, we hope you will take this opportunity to make a donation in support of them.