Events Calendar - Cape Ann Vacations
Pack the Bus Toy Drive
Pack the Bus Toy Drive at Beauport Hotel
.png){kind=icon}
Deck the Halls: Beauport Hotel Open House
Deck the Halls at Beauport Hotel Gloucester on Dec 2nd (5-8 PM). Enjoy a seaside winter wonderland with live music, festive food, hot chocolate, and ocean views
Live Music Tuesdays at Beauport Hotel
Experience live music in Gloucester, MA every Tuesday evening at 1606 Restaurant & Oyster Bar—ocean views, $15 pizzas, and coastal charm at Beauport Hotel.
Jingle Bar: Pop Up Cocktail and Piano Bar
Pop Up Cocktail & Piano Bar
Annual Holiday Toy Drive
The North Shore & Merrimack Valley Annual Holiday Toy Drive in Rockport!
Holiday Stroll, Manchester-by-the-Sea 2025
The Manchester Holiday Stroll: Downtown Businesses, Manchester. Shop Local. Stroll around town, enjoy refreshments at many shops & collect stamps in your Holiday Stroll Stamp Card.
Rockport Holiday Shopping Night 2025
Christmas in Rockport, Shop, Win, Shop Local
.png)
Home for the Holidays Special
Celebrate the Holidays at Gloucester Stage with Paula Plum and special guests for a one-night only fundraiser.
Squirrel Nut Zippers Christmas Caravan 2025
The Squirrel Nut Zippers bring their joyous, raucous Christmas Caravan Tour back again performing all of the hits from Holidays past.
Backyard Growcery December Pop-Up Market
Gloucester's weekly farmers market The Backyard Growcery is hosting a December Pop-Up Market at The Cut on December 6, 2025
Santa's Arrival for Christmas-by-the-Sea 2025
Santa's arrival in Manchester-by-the-Sea!
Wake Up Spirit
First Sunday of every month 11:00am - 1:00pm at Floating Lotus Gloucester. Wake Up Spirit is a dance of heart and community. A safe place to connect.
Lunar Phases & Yoga Nidra Meditation Circle
lunar astrology, Yoga Nidra, moon phases, New Moon, Full Moon, intention setting, meditation, self-awareness, astrology workshop, spiritual growth
Live Music Tuesdays at Beauport Hotel
Experience live music in Gloucester, MA every Tuesday evening at 1606 Restaurant & Oyster Bar—ocean views, $15 pizzas, and coastal charm at Beauport Hotel.
FUNdraiser: Foraged Holiday Door Swag Workshop
Join a fundraiser for Backyard Growers and learn to make your own foraged holiday swag for your door
Jingle Bar: Pop Up Cocktail and Piano Bar
Pop Up Cocktail & Piano Bar
Shamanic Breathwork/Journey & Drum Circle in the Salt Cave
Drum Circle, Salt Cave, Stress Relief, Sound healing, Shaman, Shamanic, Meditation, Breathwork
Jul Fest at Spiran 2025
The Nordic Christmas celebration, Jul Fest, will be held at Spiran Lodge, Rockport, MA It will include the St. Lucia festival, holiday music, and lunch, Nordic foods including: meats, herring, cheeses will be on sale. Greens and Nordic gifts and linens will also be for sale.
Rockport Christmas Carolers 2025
The Solstice Singers will be strolling throughout the downtown and Bearskin Neck, spreading a cheerful and festive vibe all afternoon.
Live Music Tuesdays at Beauport Hotel
Experience live music in Gloucester, MA every Tuesday evening at 1606 Restaurant & Oyster Bar—ocean views, $15 pizzas, and coastal charm at Beauport Hotel.
Jingle Bar: Pop Up Cocktail and Piano Bar
Pop Up Cocktail & Piano Bar
Yin Yoga for the Winter Solstice
yoga, meditation, reiki, salt cave, yin yoga
Live Music Tuesdays at Beauport Hotel
Experience live music in Gloucester, MA every Tuesday evening at 1606 Restaurant & Oyster Bar—ocean views, $15 pizzas, and coastal charm at Beauport Hotel.
Reiki, Meditation, & Music in the Salt Cave on Saturday, December 27th
reiki, meditation, music, salt cave, energy work, sound healing
Live Music Tuesdays at Beauport Hotel
Experience live music in Gloucester, MA every Tuesday evening at 1606 Restaurant & Oyster Bar—ocean views, $15 pizzas, and coastal charm at Beauport Hotel.
CAPE ANN BIG BAND NEW YEAR’S CONCERT
CAPE ANN BIG BAND NEW YEAR’S CONCERT
Wake Up Spirit
First Sunday of every month 11:00am - 1:00pm at Floating Lotus Gloucester. Wake Up Spirit is a dance of heart and community. A safe place to connect.
.png){kind=icon}
$10 Bar Bites for 10 Years of Beauport
Specials at 1606 Restaurant & Oyster Bar
Live Music Tuesdays at Beauport Hotel
Experience live music in Gloucester, MA every Tuesday evening at 1606 Restaurant & Oyster Bar—ocean views, $15 pizzas, and coastal charm at Beauport Hotel.
.png){kind=icon}
.png)
Ribbon Cutting Ceremony - Saluti Wine Bar
Ribbon Cutting Ceremony to Celebrate Grand Opening of Saluti Wine Bar
Winter sessions with John Jerome at Mile Marker One
Live music with John Jerome for Friday Winter Acoustic Sessions at Mile Marker One Restaurant
Direct From Sweden: The Music of ABBA
Dance, sing along and enjoy the hits such as Dancing Queen, Chiquitita, and more!
Let's Sing Taylor - An Unofficial Live Tribute Show
Let’s Sing Taylor – A Live Band Experience – is the ultimate tribute to the music of Taylor Swift.
Live Music Tuesdays at Beauport Hotel
Experience live music in Gloucester, MA every Tuesday evening at 1606 Restaurant & Oyster Bar—ocean views, $15 pizzas, and coastal charm at Beauport Hotel.
Winter sessions with John Jerome at Mile Marker One
Live music with John Jerome for Friday Winter Acoustic Sessions at Mile Marker One Restaurant
Kids at The Cabot: Birds of a Feather
Birds of a Feather is an indie family superduo!
Bruce In The USA - The World's #1 Tribute to Bruce Springsteen and the E Street Band
The World's #1 Tribute to Bruce Springsteen and the E Street Band
Who's Bad - The Ultimate Michael Jackson Experience
The Ultimate Michael Jackson Experience
Live Music Tuesdays at Beauport Hotel
Experience live music in Gloucester, MA every Tuesday evening at 1606 Restaurant & Oyster Bar—ocean views, $15 pizzas, and coastal charm at Beauport Hotel.
104th Annual Celebration
You are cordially invited to join us in celebrating incoming 2026 Board President Keith Harris of Choice Graphics & 2025 Board President Jim Brown, Coldwell Banker Realty as we welcome our incoming Board of Directors. Our goal this year is to empower the greater Cape Ann community businesses in every way possible.
Winter sessions with John Jerome at Mile Marker One
Live music with John Jerome for Friday Winter Acoustic Sessions at Mile Marker One Restaurant
Legally Blonde the Musical JR.
The Gloucester Stage Youth Company will have Gloucester thinking pink when they present their production of Legally Blonde JR.
The Infamous Stringdusters
The GRAMMY® Award-winning Americana quintet heads to The Cabot in Beverly
Legally Blonde the Musical JR.
The Gloucester Stage Youth Company will have Gloucester thinking pink when they present their production of Legally Blonde JR.
Back To The Eighties Show with Jessie’s Girl
Back To The Eighties Show with Jessie’s Girl is the world’s greatest tribute to the music of the ‘80s!
Legally Blonde the Musical JR.
The Gloucester Stage Youth Company will have Gloucester thinking pink when they present their production of Legally Blonde JR.
Live Music Tuesdays at Beauport Hotel
Experience live music in Gloucester, MA every Tuesday evening at 1606 Restaurant & Oyster Bar—ocean views, $15 pizzas, and coastal charm at Beauport Hotel.
_(200_x_200_px)_(1).png){kind=icon}
Winter sessions with John Jerome at Mile Marker One
Live music with John Jerome for Friday Winter Acoustic Sessions at Mile Marker One Restaurant
Legally Blonde the Musical JR.
The Gloucester Stage Youth Company will have Gloucester thinking pink when they present their production of Legally Blonde JR.
Lords of 52nd Street - Billy Joel's Original Band
Billy Joel's Original Band heads to The Cabot in Beverly!
