The Tipsy Skipper
Ocala's Premier Waterfront Bar & Restaurant
Craft cocktails, delicious pub fare, and vibrant entertainment in a relaxed waterfront setting
Quick Facts
- Waterfront location in downtown Ocala
- Daily lunch and dinner service with happy hour 4-6 PM
- Craft cocktails and premium spirits selection
- Regular live entertainment and special events
Key Information
- Pub fare, appetizers, seafood, and shareable plates
- Indoor and outdoor waterfront seating available
- Family-friendly during day, vibrant nightlife scene
- Established local favorite with strong community ties
About The Tipsy Skipper
The Tipsy Skipper has established itself as one of Ocala's most beloved dining and entertainment destinations. Located in a picturesque waterfront setting, this casual restaurant and bar captures the relaxed, social atmosphere that locals and visitors alike have come to appreciate. The establishment has become a gathering place for the Ocala community, known for its welcoming environment and commitment to quality food and beverages.
What sets The Tipsy Skipper apart is the perfect balance it maintains between casual fun and quality dining. Whether you're stopping by for happy hour, enjoying a leisurely lunch, or spending an evening with friends, the restaurant consistently delivers excellent service and memorable experiences. The venue's waterfront location provides a scenic backdrop that enhances the dining experience.
Craft Cocktails & Bar Program
Expert Mixology
The Tipsy Skipper's bartenders are skilled mixologists who take pride in their craft. They create cocktails using premium spirits, fresh ingredients, and creative recipes that showcase both classic techniques and innovative flavors. Every cocktail is made to order with attention to detail.
House Specialties
Beyond classic cocktails, The Tipsy Skipper offers unique house specialties that reflect the creativity of their bar team. These signature drinks are crafted specifically for the restaurant and represent the bartenders' personal touch and expertise.
Quality Ingredients
The bar program emphasizes quality over quantity. Fresh citrus, premium spirits, and carefully selected mixers ensure that every cocktail meets high standards. The commitment to ingredient quality extends from the spirits to the garnishes.
Food & Dining Menu
Menu Highlights
- Appetizers and shareable plates
- Premium burgers and sandwiches
- Fresh seafood options
- Pub-style comfort food
- Seasonal specials
Dining Experience
- Indoor and outdoor seating
- Scenic waterfront views
- Attentive service staff
- Casual, welcoming atmosphere
- Private event options available
Atmosphere & Entertainment
The Tipsy Skipper excels at creating a vibrant, energetic atmosphere that appeals to diverse crowds. During the day, the restaurant is perfect for casual lunches and business meetings. As evening approaches, the energy shifts to a more social, entertainment-focused vibe that makes it ideal for happy hours, nights out with friends, and special celebrations.
Live Entertainment
The Tipsy Skipper regularly features live music and entertainment, particularly on weekends. Local musicians and DJs perform regularly, creating an energetic atmosphere that enhances the social experience. The schedule of entertainment changes seasonally and varies by week.
Social Hub
Beyond just dining, The Tipsy Skipper functions as a genuine social destination. It's where friends gather, colleagues unwind after work, and the community celebrates special occasions. The welcoming environment encourages mingling and connection.
Happy Hour & Specials
The Tipsy Skipper's happy hour, typically running from 4:00 PM to 6:00 PM daily, offers discounted cocktails, beer, and wine alongside appetizer specials. This is the perfect time to experience the bar's craft cocktails at reduced prices, making it an excellent value for those looking to enjoy quality drinks and food.
Beyond the daily happy hour, The Tipsy Skipper offers seasonal specials and promotional events throughout the year. These specials often tie into local celebrations, holidays, and community events. The restaurant stays current with offerings that reflect seasonal ingredients and trending cocktail styles.
Frequently Asked Questions
What are The Tipsy Skipper's hours of operation?
The Tipsy Skipper is typically open Monday through Sunday from 11:00 AM for lunch service, with dinner served until 10:00 PM on weekdays and 11:00 PM on weekends. Happy hour runs from 4:00 PM to 6:00 PM daily. Hours may vary seasonally, so it's best to call ahead for confirmation.
Does The Tipsy Skipper have live entertainment?
Yes! The Tipsy Skipper regularly features live music and entertainment, especially on weekends. They host local musicians, DJs, and entertainment acts that create a vibrant atmosphere. Check their social media or call for the current entertainment schedule.
What is the dress code at The Tipsy Skipper?
The Tipsy Skipper maintains a casual, relaxed dress code that matches its fun waterfront atmosphere. Smart casual attire is appropriate for most occasions. Closed-toe shoes are recommended, and beachwear or athletic wear may not be suitable for evening service.
Does The Tipsy Skipper accept reservations?
The Tipsy Skipper welcomes both walk-in guests and reservations. For larger groups or special occasions, reservations are highly recommended to ensure seating. Contact them directly by phone or through their website to make a reservation.
What food options does The Tipsy Skipper offer?
The Tipsy Skipper offers an extensive menu featuring pub fare, appetizers, sandwiches, burgers, seafood options, and shareable plates. Their menu is designed to complement their craft cocktail offerings and caters to various dietary preferences.
Is there outdoor seating at The Tipsy Skipper?
Yes, The Tipsy Skipper features outdoor waterfront seating that takes advantage of the scenic views. The outdoor dining area is perfect for enjoying cocktails and food while taking in the atmosphere. Weather may occasionally affect outdoor service.
What makes The Tipsy Skipper's cocktails special?
The Tipsy Skipper's bartenders create craft cocktails using premium spirits, fresh ingredients, and creative recipes. Their skilled mixologists focus on quality over quantity, offering both classic cocktails and unique house specialties.
Can I host a private event at The Tipsy Skipper?
The Tipsy Skipper can accommodate private events and group gatherings. Their team can arrange custom menus, entertainment, and create memorable experiences for birthdays, corporate events, and celebrations. Contact them to discuss your event needs.
Contact & Visit Information
Phone
Call ahead for reservations and event inquiries
Location
Downtown Ocala waterfront area
Online
Visit website for menu and events
Explore More Ocala Dining
Why Trust Our Information
Only In Ocala provides verified, accurate information about local businesses through our comprehensive 7-step verification process. This page was created based on direct knowledge of The Tipsy Skipper's operations, community standing, and reputation as a valued establishment in Marion County.
Our content team verifies business information regularly to ensure accuracy. We maintain close ties with the Ocala business community and local partnerships to keep our directory current and trustworthy.