Directory
Straitsmouth Island Lighthouse
Perched on a wildlife sanctuary island since 1835, this charming brick lighthouse marks the entrance to Rockport Harbor and is best admired from shore or by sea.
North Shore Adventures
Get outside with North Shore Adventures and Outdoor Center, offering kayaking, paddleboarding, biking, and more with rentals, guided tours, and gear to explore Gloucester’s scenic coastline and natural beauty.
Michalak Fine Art
Discover contemporary and plein air paintings at Michalak Fine Art on Rocky Neck, where artist Vanessa Michalak captures the coastal beauty of Cape Ann through expressive landscapes and observational work.
Juliet Lockwood Studios
Discover wearable art and vintage style at Juliet Lockwood Studios, a creative studio blending fashion, millinery, and custom home textiles in downtown Gloucester.
1606 Restaurant & Oyster Bar
1606 Restaurant & Oyster Bar, situated in Beauport Hotel Gloucester, serves modern American cuisine using local ingredients. Open year-round, it features an elegant dining room, a relaxing bar, and a cozy deck with firepit. A private dining room is available for functions or celebrations, all with scenic oceanfront views.
The Highliner
Experience coastal elegance at The Highliner, a boutique retreat on Main Street offering plush rooms, modern amenities, and easy walking access to Gloucester Harbor, galleries, restaurants, and beaches.
Gloucester HarborWalk
Follow the Gloucester HarborWalk for a self-guided stroll through maritime history, granite markers, and scenic harbor views, starting downtown and ending near Stage Fort Park with pet-friendly paths year-round access.
Cape Ann Lanes
Enjoy family-friendly fun at Cape Ann Lanes, featuring 16 candlepin bowling lanes, automatic scoring, bumpers, a pub & brewery, and private event hosting for birthdays, outings, and celebrations.
Cape Ann Harbor Tours
See Gloucester from the water with Cape Ann Harbor Tours, offering narrated lighthouse cruises, harbor tours with lobstering demos, and convenient water shuttle service around the inner harbor.
Blue Shutters Beachside Inn
Relax at Blue Shutters Beachside Inn on Good Harbor Beach, offering ocean-view rooms and apartments with easy access to Gloucester’s shops, dining, and coastal attractions.
Masshole & Co. Pet Provisions
A fun and thoughtfully curated pet shop on Main Street, Masshole & Co. Pet Provisions offers handmade treats, enrichment snacks, and quality products for dogs and cats.
Essex River Cruises
Essex River Cruises offer narrated sightseeing cruises, private charters, and clambakes, along scenic salt marshes and historic Essex.
Sharon’s Studio – Cape Ann Weddings
Sharon’s Studio of Gloucester, led by Kendra Dott, captures life’s milestones and meaningful moments through vibrant photography, turning celebrations, love, and everyday joy into timeless stories.
Turtle Alley Chocolates
Turtle Alley offers a variety of homemade chocolates and nostalgic candies, alongside unique flavors and a recipe book by Hallie for candy-making enthusiasts.
Local Colors Artists’ Cooperative
Visit Local Colors Artists' Cooperative for a wide selection of original art from Gloucester and Cape Ann Artists.
Captain’s Bounty on the Beach
Stay oceanfront at Captain’s Bounty on the Beach in Rockport, offering classic New England charm, sweeping Front Beach views, and walkable access to Bearskin Neck shops, galleries, and dining.
Beauport Hotel Gloucester
Waterfront boutique luxury meets coastal elegance at Beauport Hotel Gloucester, featuring ocean-view rooms, rooftop pool and bar, oceanfront dining, and walkable access to downtown and the harbor.
Good Harbor Beach
Relax and play at Good Harbor Beach, a wide, family-friendly Atlantic beach with soft sand, gentle surf, scenic views, and opportunities for swimming, walking, and Plein Air painting.
Virgilio’s Italian Bakery
Three generations of family tradition baked into every loaf — Virgilio's has been a beloved Gloucester institution since 1961, serving fresh-baked breads, handcrafted sandwiches, and the legendary Saint Joseph.
Minglewood Harborside
Dine at Minglewood Harborside for waterfront views, fresh local seafood, creative sushi, and tavern favorites, with live music, trivia nights, and versatile indoor and outdoor spaces in Gloucester.