Winter in Osprey, Florida may be mild compared to northern climates, but locals know there’s still nothing better than a well-crafted cocktail to take the chill off a coastal evening. Whether you’re relaxing after dinner, meeting friends for happy hour, or enjoying live music by the pool, Chef Rolf’s New Florida Kitchen offers a cocktail experience that blends seasonal warmth with tropical flair.
Located inside Casey Key Resorts – Mainland, Chef Rolf’s Lounge & Tiki Bar is known for creative drinks, quality spirits, and a relaxed yet refined atmosphere. Here are 5 secret cocktails guests love ordering during the cooler winter months — perfect for warming up while still embracing Florida’s coastal lifestyle.
1. Spiced Winter Old Fashioned
This elevated take on a classic Old Fashioned features small-batch bourbon, orange peel, aromatic bitters, and a subtle blend of winter spices. Lightly smoked and served over a large ice cube, it’s smooth, warming, and ideal for sipping on a crisp evening.
It’s a favorite among guests who enjoy bold flavors without overpowering sweetness — and pairs exceptionally well with Chef Rolf’s seafood and steak entrées.
2. Hot Honey Citrus Mule
A seasonal twist on the Moscow Mule, this cocktail combines vodka, fresh citrus juice, ginger beer, and a touch of house-infused hot honey. Served warm or lightly chilled depending on preference, it strikes the perfect balance between heat and brightness.
This drink is especially popular during winter happy hours at the Lounge, offering comfort with a coastal edge.
3. Swiss Alpine Toddy
Inspired by Chef Rolf’s European roots, the Swiss Alpine Toddy blends dark rum, warm spiced tea, honey, and a hint of citrus. It’s soothing, aromatic, and perfect for guests who want something cozy without being heavy.
This cocktail reflects the restaurant’s signature approach — European influence paired with approachable flavors.
4. Coconut Bourbon Hot Chocolate
For those with a sweet tooth, this indulgent cocktail combines bourbon, house-made hot chocolate, coconut cream, and shaved dark chocolate. Rich but balanced, it’s a dessert cocktail that feels festive without being overwhelming.
It’s a popular choice during holiday season evenings, especially when enjoyed by the poolside Tiki Bar under twinkling lights.
5. Spiced Cranberry Rum Punch
A winter-only favorite, this cocktail features dark rum, cranberry, orange, cinnamon, and clove, served warm or lightly chilled. It delivers seasonal flavor while still feeling tropical — a perfect example of Florida winter done right.
Guests often order this cocktail when enjoying live music nights or casual gatherings at the Lounge.
Why Winter Cocktails at Chef Rolf’s Are Different
Chef Rolf’s Lounge & Tiki Bar stands out because cocktails are crafted with the same attention to detail as the food. Ingredients are fresh, flavors are balanced, and the atmosphere encourages guests to slow down and enjoy the moment.
With two full bars, including the relaxed poolside Tiki Bar, guests can enjoy seasonal cocktails in a setting that feels welcoming year-round — even during Florida’s cooler months.
View the full food and drink menu
Perfect for Locals, Visitors, and Winter Evenings
Whether you’re a local resident or visiting the Casey Key / Sarasota County area, winter evenings are the ideal time to enjoy Chef Rolf’s cocktail offerings. The combination of warm drinks, live entertainment, and coastal ambiance makes it a favorite gathering spot throughout the season.
For more ideas on winter events and dining around the area, visit the Visit Sarasota County website.
Plan Your Winter Night Out in Osprey
Looking for a cozy yet coastal place to unwind this winter? Chef Rolf’s Lounge & Tiki Bar offers handcrafted cocktails, friendly service, and an atmosphere that feels both festive and relaxed.
📍 Chef Rolf’s New Florida Kitchen
1660 S Tamiami Trail, Osprey, FL 34229
📞 (941) 966-2121
Contact us or reserve your table
FAQs About Cocktails at Chef Rolf’s Lounge & Tiki Bar
1. Are winter cocktails available all season?
Yes. Seasonal cocktails are typically available throughout the winter months, with rotating specials.
2. Can cocktails be enjoyed without dining?
Yes. Guests are welcome to enjoy drinks at the Lounge or Tiki Bar without ordering a full meal.
3. Are non-alcoholic options available?
Absolutely. The bar offers mocktails and non-alcoholic beverages upon request.
4. Is the Tiki Bar open in winter?
Yes. Weather permitting, the poolside Tiki Bar remains open year-round.
5. Does Chef Rolf’s offer happy hour?
Yes. Happy hour food and drink specials are available on select days and times.
Warm Up Your Winter the Coastal Way
From spiced classics to creative seasonal favorites, Chef Rolf’s Lounge & Tiki Bar offers cocktails that make winter nights in Osprey something to look forward to.