Things to do in Brewster
Discover amazing Brewster activities and premium in-home experiences.
Nestled along Cape Cod Bay, Brewster is a tranquil seaside haven where gentle tides lap against timeless salt marshes and regal sea captain’s homes whisper stories of the past. The dappled sunlight filtering through ancient oaks lends an air of quiet magic, inviting you to slow down and savor moments shaped by the rhythms of land and sea. In Brewster, every sunset seems touched by nostalgia, casting its golden glow over journeys both old and new.
Popular Activities in Brewster
Madison Square Gilded Age Architecture Tour
Experience Madison Square's Gilded Age architecture and nightlife history
Midtown Architectural Tour: Times Square to Rock
Unlock Midtown from Times Square to Rockefeller Center
12-Minute Helicopter Tour Over Westchester
See Westchester’s landmarks from the air on a quick, scenic flight
Private NYC Helicopter Tour from Westchester
Fly privately from Westchester for sweeping Manhattan views in 30–45 minutes
Shared NYC Helicopter Tour from Westchester
Soar above Manhattan with narrated views on a 30–45 minute shared flight
Irvington Octagon House: 3 Floor Guided Tour
Explore three floors and the veranda of this rare octagonal landmark with an expert docent
Lake Lillinonah Pontoon & Tubing for 12 Guests
Customize your lake adventure with relaxed cruising or thrilling tubing for up to 12 guests.
Learn Water Skiing & Wakesurfing on Lake Candlewood
Try waterskiing, wakesurfing, and more with instruction for all ages
Captained Watersports Charter on Candlewood Lake
Captain-led watersports session with gear and instruction for all levels
3-Hour Private Pontoon Charter on Lake Lillinonah
Cruise Lake Lillinonah with a captain, scenic tour, and optional tubing for all ages
Private Watersports Charter on Candlewood Lake
Captain-led session with gear and instruction for waterskiing, wakesurfing, and more
Two-Day Kids Waterski Clinic
Learn to waterski in two morning sessions with experienced crew and small groups
Hudson Highlands Sunset Cruise to Bear Mountain
Sail toward Bear Mountain at dusk for romantic river views and Highland landmarks.
Cruise Hudson Highlands & NYC by Powerboat
Enjoy a scenic 4-hour cruise to the Hudson Highlands or New York City with an experienced captain
Private Powerboat Charter with BYOB Nyack
Cruise Nyack’s waterfront on a fast powerboat with a licensed captain and BYO refreshments flexibility.
Explore the Charms of Brewster
Brewster is a charming seaside town where Cape Cod's rich history meets tranquil beaches and scenic beauty. With its quaint New England architecture and serene bayside vistas, Brewster offers a peaceful escape from the bustling tourist spots nearby. The sunlight dances through towering pines along forested trails, inviting visitors to explore nature at their own pace. In spring and summer, the gentle ocean breeze carries the scent of blooming wildflowers as you wander through Nickerson State Park or bike along the Cape Cod Rail Trail.
Begin your adventure with a stroll down Main Street, where local shops offer unique crafts and homemade treats that capture Brewster’s artisanal spirit. Visit the iconic Stony Brook Grist Mill to step back in time and learn about traditional milling processes while listening to the soothing sounds of bubbling streams. For those seeking relaxation by the water, Paine's Creek Beach provides stunning sunsets over tidal flats—a perfect backdrop for an evening picnic.
Brewster is ideal for kayaking in calm waters or exploring coastal ecosystems at low tide when vibrant marine life reveals itself on sandy shores. Don't miss out on sampling fresh seafood at one of Brewster’s cozy eateries; savoring clam chowder with views of salt marshes is an experience not soon forgotten. Whether you're meandering through historic sites or enjoying leisurely beach days, Brewster promises an authentic Cape Cod retreat that's both refreshing and inspiring.