Guidedfrom $340/hrWatersports Adventures
Waterskiing, wakeboarding, wakesurfing, kneeboarding and tubing with pro instruction. Up to 10 guests, all skill levels.
Book NowCandlewood Lake, Connecticut · 2026 on-water charters operated by our partner Connecticut Water Sports
Life on Candlewood Lake
Lakeside Watersports
Candlewood Lake's home for life on the water — and on the shoreline. Get out riding this 2026 season with our partner Connecticut Water Sports, and when you're ready to live the lake life, explore Candlewood Lake real estate with Connor CT Homes.
A note for 2026: Lakeside Watersports isn't running its own lessons and rentals this season. To keep you on the water, every charter is now handled by our trusted partner, Connecticut Water Sports — captain-guided, all equipment included, beginners welcome. For everything real estate around the lake, Lakeside founder Connor Kostyra works with buyers and sellers as a Candlewood Lake agent with RE/MAX Rise.
Two ways onto the lake
Ride today. Live here tomorrow.
Whether you want a day on the water or a place on the shoreline, here's where to start.
Get on the water · 2026
Book with Connecticut Water Sports
Wakeboarding, wakesurfing, waterskiing, tubing and pontoon charters — fully captained, all gear included, no experience required. Reserve online in minutes.
Book a charter →Live on the lake
Candlewood Lake Real Estate
Buying or selling on Candlewood? Connor Kostyra knows the waterfront, the lake-access communities, the five towns, and the local rules that make or break a deal — with RE/MAX Rise.
Explore lake homes →On the water · operated by Connecticut Water Sports
Curated watersports experiences.
Every charter is fully staffed, fully equipped, and guided by a captain. No boating license needed. No experience required. Book the experience that fits your crew.
Guidedfrom $340/hr
Popularfrom $275/hrPontoon Boat Charters
Spacious pontoon with an experienced captain, 3-person tube and Bluetooth audio. Up to 12 guests — perfect for groups.
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Ages 8-14from $350Kids Watersports Clinics
Build confidence and skills in a safe, fun environment with pro youth instructors. Small groups, all equipment included.
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All Ages$600 / 3 hrsPrivate Fishing Charter
Private guided fishing on a luxury pontoon. Up to 8 anglers, all tackle and bait provided. Expert local guide.
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Seasonalfrom $30/personFall Foliage Cruises
Connecticut's most spectacular fall color from the water — 360° views through the Lovers Leap gorge. Public & private tours.
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Long-Termfrom $2,000/wkBoat Leasing
90 HP pontoon delivered to your CT lake. Weekly, monthly or seasonal terms with training and gear included.
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Partner 5★ reviews
Connor CT Homes · RE/MAX Rise
Thinking about life on Candlewood Lake?
Candlewood is Connecticut's largest lake — wrapped by five towns, each with its own shoreline, communities and character. From direct waterfront to deeded lake access, no two properties are alike.
- Waterfront, lakefront, lake-access & lake-community expertise
- Dock rules, the Project Boundary, drawdown & FirstLight permits
- New Milford · Brookfield · Danbury · New Fairfield · Sherman
- Buyer searches, seller pricing & local market strategy
Around the lake
Five towns, one shoreline.
Taxes, access, docks and inventory all change town to town. That local knowledge is exactly what Connor CT Homes brings buyers and sellers.
New Milford
Brookfield
Danbury
New Fairfield
Sherman
Ready when you are
Pick your path onto Candlewood Lake.
Book a day on the water with Connecticut Water Sports, or start the search for your place on the lake with Connor CT Homes.