Everything worth doing.Within 20 minutes.

Naples's founding winery — 1888, still standing on the same Widmer Hill site above the village. Tours walk the old barrel rooms and the roof-aging sherry solera, which is one of the few in the country. The tasting flight leans sweet and heritage-style; go for the history first and the wines second.

Bristol Springs stop for grape products beyond wine — the Concord-grape mustard, the wine sauce, and a tasting room that lets you sample everything. The retail store is the actual reason to stop; the wines are entry-level sweet-side. Line up gifts and pantry goods for the drive home in one visit.

Naples village tasting room a block off Main Street — small production, dry-side lineup, and the closest walk-in winery experience if you're staying south end without a car for the day. The Riesling and dry rose punch above the price. Order by the glass and take a bottle for later.

The old New York Wine & Culinary Center, rebranded and still doing the same work — a full restaurant, tasting room, and hands-on cooking classes built around New York State producers. Book the chef's-counter seats if you're eating; sit at the bar if you're pouring. Walkable from Kershaw Park and the City Pier.

The Lakeshore Drive anchor a five-minute walk from Kershaw Park — American steak, seafood, a wraparound bar, and the dock crowd on summer weekends. Get the outdoor deck for sunset. It runs busy Friday and Saturday from Memorial Day on; a 5:30 reservation is the play.

Naples's farm-to-table room — a short, produce-driven menu that changes with what's coming out of the surrounding fields. Twenty seats and a chalk board. Reservations are essential in leaf season; Tuesday and Wednesday are the sane nights. Bring cash for the tip jar even if you card the check.

Chef Suzanne Vizethann's Bristol destination — Southern-inflected cooking, a serious biscuit program, and a wine list that reads Finger Lakes-first. The buttermilk fried chicken and pimento cheese are the tells. Sunday brunch fills three weeks out in fall; a weeknight dinner is the easier reservation and the better meal.

Canandaigua's downtown taproom on South Main — a rotating tap list, food trucks on weekends, and the closest craft beer to the north-end marinas. The IPAs are the strongest cards. Live music on select Fridays; check the calendar. Walk from City Pier in under ten minutes.

Route 5 & 20 production brewery and taproom just east of the city — approachable American ales, a broad flight menu, and a beer garden that fills on summer Saturdays. Cheaper pints than the downtown crowd, and the parking situation is not the wrestling match Main Street becomes in season.

The north-shore city park with the lifeguarded swimming beach, bathhouse, picnic pavilions, and the paved lakeside walkway. Free parking fills by 11 a.m. on hot Saturdays; the earlier you arrive, the closer to the sand you'll park. Handles the family day without needing a marina reservation.

The Naples glen hike — a shaded creek trail leading to two waterfalls, roughly a mile round trip with wet-rock scrambling at the end. Wear grippy shoes and expect your feet to get wet. Best after mid-May once flow settles; skip after heavy rain when the creek runs unfriendly.

West Lake Road town park — swimming beach on the lakeside, upland woods trails across the road, and rental cabins that book six months out for summer. The winter boat launch is restricted; the beach entry is straightforward from the parking area. A quieter alternative to Kershaw on weekends.

Saturday-morning market at the Commons on Mill Street — regional produce, cheeses, prepared food, and a small maker section. Runs late June through October. The bread stall and the mushroom farmer sell out by 10 a.m. Go early, park two blocks off, and walk in.

Naples-area orchard and farm market — apples, cider, pumpkins, and hard cider from the on-site production. U-pick weekends in September and October are the family draw. The cider doughnuts leave the counter warm; take a dozen for the car. Farm store open August through Christmas.

The state-operated marine park at the north end off Route 5 & 20 — hard-surface ramps, transient docks, and picnic areas. This is the ramp for anyone launching a motorboat in Canandaigua proper. Weekend mornings back up by 8 a.m. in July; if you're not on the water by then, expect a wait.

The Woodville state ramp at the south end — the main trailered-boat launch for anyone renting a lake house in Naples or on the south shore. Kayak dock alongside, decent parking. Roughly a 40-minute cruise from here to the City Pier at the north end if the wind is behaving.

The 50-acre Victorian estate on the north side of town — nine themed gardens, a 40-room mansion, and the reason to spend a rainy afternoon in Canandaigua. Peak bloom hits late June through July. The Japanese garden and the Italian garden are the two you don't skip. Buy the timed entry for the mansion tour.

The north-end waterpark on Eastern Boulevard — wave pool, lazy river, slide tower, and the summer's default kid-day if the weather turns hot. Season runs mid-June through Labor Day. Buy tickets online for the discount; day-of at the gate is the full sticker. Go on a Tuesday if you can.

The 1,200-foot vertical ski hill west of the lake — the highest vertical between the Adirondacks and the Rockies, and the reason winter renters keep coming. 38 trails, night skiing, and a summer aerial-adventure park that runs May through October. Lift tickets are cheapest mid-week.