Updated November 5, 2026
Skip the lines: Winter Park boats and bistros, Disney Springs nights and a cocktail crawl. Swap anything out using our full Orlando guide.
Saturday
- Morning: Winter Park Scenic Boat Tour through the lakes and canals.
- Lunch: Park Avenue lunch at Prato.
- Afternoon: Harry P. Leu Gardens.
- Night: Dinner and music at The Edison in Disney Springs, then Raglan Road Irish Pub and Restaurant.
Sunday
- Brunch: The Polite Pig.
- Afternoon: Lake life at Lake Eola Park.
- Evening: Wine at Eola Wine Company, dinner at Kres Chophouse.
Before you go
- Theme park tickets are date-based and prices change by day. Buy from the official site or an authorized seller.
- Some water parks close seasonally. Check status on the official page before planning a water-park day.
- For a multi-day Disney trip with a hotel package, a vacation planner can sort out tickets, resort and dining reservations for you. See our Disney vacation planning page.
Other weekend plans
A weekend in St. Pete Beach and ClearwaterA weekend in TampaA weekend in Sarasota and Anna Maria IslandAn Orlando weekend from Tampa BayA romantic St. Pete weekendClearwater Beach with kidsGulf beach bar hopSt. Pete nights outTarpon Springs & DunedinBeach weekend on a budgetLGBTQ+ weekend in St. PeteTampa with kidsYbor City nightsTampa food lover's weekendRainy-day TampaSiesta Key beach weekendSlow weekend on Anna Maria IslandSarasota arts weekendWild SarasotaeFoil & water adventure weekendLGBTQ+ weekend in OrlandoOrlando's wild sideRockets & racing: a Space Coast dayOrlando live music weekendSwim with manatees in Crystal RiverFlorida springs road tripOne perfect day: Tampa to the beach