A Tropical Escape at The Tipsy Skipper
Discover the vibrant tiki bar experience at The Tipsy Skipper in Historic Downtown Ocala, where exotic cocktails and a lively atmosphere await you.
Nestled in the heart of Historic Downtown Ocala, The Tipsy Skipper is a vibrant tiki bar that transports visitors to a tropical paradise with its exotic cocktails, lively atmosphere, and a warm, welcoming vibe. This popular destination is perfect for tourists looking to unwind after a day of exploration.
A brief summary to The Tipsy Skipper
- 48 S Magnolia Ave, Ocala, Historic Downtown Ocala, Florida, 34471, US
- +1352-282-0377
- Visit website
- Monday 4 pm-12 am
- Tuesday 4 pm-12 am
- Wednesday 4 pm-12 am
- Thursday 4 pm-2 am
- Friday 4 pm-2 am
- Saturday 4 pm-2 am
- Sunday 4 pm-12 am
Local tips
- Visit during happy hour for the best drink specials.
- Try the house special cocktails for a unique taste.
- Check their schedule for live music events for a fun night out.
- Arrive early to secure a good seat, especially on weekends.
- Don’t miss out on their signature tiki drinks served in fun, themed glassware.
Discover more about The Tipsy Skipper
Iconic landmarks you can’t miss
Marion Cultural Alliance at Brick City Center for the Arts
0.1 km
Experience the vibrant art scene at Marion Cultural Alliance - a cultural hub in Ocala, Florida promoting local artists and community engagement.
Big Hammock Brewery & Bites
0.1 km
Experience the best of Ocala's culinary scene at Big Hammock Brewery & Bites, where local flavors meet craft brews in a cozy atmosphere.
Katya Vineyards
0.2 km
Discover the exquisite fusion of fine dining and winery experiences at Katya Vineyards, nestled in Historic Downtown Ocala, Florida.
Ocala/Marion County Visitor and Convention Bureau
0.2 km
Explore the best of Ocala, Florida, at the Ocala/Marion County Visitor and Convention Bureau, your essential guide to local attractions, dining, and events.
Ocala Citizens' Circle
0.3 km
Explore Ocala Citizens' Circle: A vibrant hub of nature, art, and community events in historic Downtown Ocala, Florida.
La Vittoriana
0.7 km
Experience the dynamic collaboration and innovative spirit at La Vittoriana, a premier coworking space and event venue in Ocala, Florida.
The Rheinauer
0.8 km
Discover the charm of The Rheinauer in Ocala: a cozy homestay in the Historic District offering comfort, local culture, and unique experiences.
Ocala Ghost Walks & Historical Tours
2.2 km
Discover the haunted history of Ocala, Florida with enchanting ghost walks and historical tours that unveil the city's eerie past and intriguing tales.
Things To Do Ocala
7.8 km
Explore Ocala: A blend of natural beauty, cultural richness, and equestrian adventures in the heart of Florida.
Don Garlits Museum of Drag Racing
18.2 km
Discover the exhilarating world of drag racing at Don Garlits Museum, showcasing legendary cars and the rich history of the sport in Ocala, Florida.
Gen. Robert Bullock House
24.5 km
Explore the Gen. Robert Bullock House, a historical landmark in Ocklawaha, Florida, showcasing rich heritage and architectural beauty in a serene setting.
Micanopy Historic District
38.3 km
Explore the rich history and charming atmosphere of Micanopy Historic District, one of Florida’s oldest towns, filled with unique shops and delightful eateries.
Micanopy Historical Society Museum
38.3 km
Explore the rich history of Micanopy at the Historical Society Museum, where the past comes alive through engaging exhibits and local artifacts.
Juniper Springs Campground
41.3 km
Experience the natural beauty and tranquility of Juniper Springs Campground in Florida's Ocala National Forest, a perfect outdoor getaway.
Emeralda Marsh Conservation Area
45.4 km
Explore the stunning Emeralda Marsh Conservation Area: a haven for nature lovers with hiking trails, diverse wildlife, and serene landscapes in Florida.
Unmissable attractions to see
Ocala Downtown Square
0.1 km
Discover the vibrant Ocala Downtown Square, a charming park filled with lush landscapes, delightful eateries, and a lively community atmosphere.
Deerfield Crossings
0.3 km
Experience the tranquility of Deerfield Crossings, a picturesque park in Ocala, Florida, where nature and community come together for a perfect day out.
Tuscawilla Art Park
0.7 km
Experience the harmony of nature and art at Tuscawilla Art Park in Ocala, Florida - a serene retreat for relaxation and inspiration.
Ocala Diamond Railroad Crossing
0.8 km
Explore the historic Ocala Diamond Railroad Crossing, a charming tourist attraction in Florida that highlights the legacy of rail travel.
Tuscawilla Playground
1.1 km
Discover Tuscawilla Playground, a family-friendly park in Ocala, Florida, perfect for outdoor fun, picnics, and enjoying nature's beauty.
Discovery Center
1.1 km
Explore the engaging exhibits and hands-on activities at the Discovery Center in Ocala, Florida, where science comes to life for all ages.
Tuscawilla Park
1.2 km
Explore the natural beauty and family-friendly atmosphere of Tuscawilla Park in Ocala, Florida, a perfect escape for relaxation and recreation.
Reilly Arts Center
1.2 km
Discover Ocala's cultural heartbeat at Reilly Arts Center, where captivating performances and community events come alive in a charming setting.
Ritterhoff Park
2.4 km
Discover the tranquil beauty of Ritterhoff Park in Ocala, a family-friendly oasis perfect for relaxation, recreation, and connecting with nature.
Heritage Nature Conservancy
2.5 km
Explore the serene landscapes and diverse wildlife at Heritage Nature Conservancy, a top ecological park in Ocala, Florida, perfect for nature lovers.
Brick City Adventure Park
2.5 km
Discover the family-friendly adventures of Brick City Adventure Park in Ocala, Florida, where outdoor fun and natural beauty await every visitor.
Lillian Bryant Park
3.0 km
Discover the tranquility of Lillian Bryant Park in Ocala, Florida, where nature, beauty, and community come together for a perfect getaway.
Sky Zone Trampoline Park
3.3 km
Experience the joy of bouncing, fitness, and fun at Sky Zone Trampoline Park in Ocala, the ultimate destination for family entertainment.
Ocala Wetland Recharge Park
3.5 km
Explore Ocala Wetland Recharge Park, a tranquil retreat in Florida offering picturesque trails, abundant wildlife, and serene wetlands for nature lovers.
Marion County Museum of History and Archaeology
3.6 km
Explore Ocala's local history at the Marion County Museum of History and Archaeology, where fascinating artifacts and stories await every visitor.
Essential places to dine
The Lodge Brick City Craft Pub & Eatery
0.0 km
Experience craft beers and delicious cuisine at The Lodge Brick City Craft Pub & Eatery in Historic Downtown Ocala.
Ivy on the Square
0.0 km
Discover authentic Southern cuisine at Ivy on the Square in Historic Downtown Ocala - where delicious food meets warm hospitality.
Mark's Prime Steakhouse
0.1 km
Experience culinary excellence at Mark's Prime Steakhouse in Ocala, Florida - where premium steaks meet fine dining in an elegant setting.
O'Malleys Alley
0.1 km
Experience flavorful dishes and vibrant nightlife at O'Malleys Alley in Historic Downtown Ocala - where every meal feels like a celebration.
La Cuisine Restaurant
0.1 km
Experience exquisite French cuisine at La Cuisine Restaurant in Historic Downtown Ocala - where every meal is a celebration of flavor.
District Bar and Kitchen
0.1 km
Savor delightful dishes in a lively atmosphere at District Bar and Kitchen - Ocala's premier dining and live music destination.
Harry's Seafood,Bar & Grille
0.1 km
Experience the vibrant flavors of Cajun cuisine at Harry's Seafood, Bar & Grille in Historic Downtown Ocala.
Brick City Southern Kitchen
0.1 km
Experience the rich flavors of authentic Southern cuisine at Brick City Southern Kitchen in Ocala - where every meal is a celebration.
Black Sheep On Broadway
0.1 km
Experience culinary creativity at Black Sheep On Broadway in Historic Downtown Ocala – where comfort food meets modern gastronomy.
Bank Street Patio Bar
0.2 km
Discover the lively dining scene at Bank Street Patio Bar in Historic Downtown Ocala, offering delicious food, refreshing drinks, and vibrant entertainment.
Sayulita Taqueria
0.2 km
Discover authentic Mexican cuisine at Sayulita Taqueria in Historic Downtown Ocala – where every taco tells a story.
Diner on the Square
0.4 km
Discover authentic American diner fare at Diner on the Square in Historic Downtown Ocala—where delicious meals meet charming ambiance.
The Forge
0.5 km
Experience local flavors at The Forge - Ocala's must-visit restaurant for delicious meals made with fresh ingredients.
Ocala Downtown Diner
0.7 km
Experience delightful breakfasts and hearty lunches at Ocala Downtown Diner – where comfort food meets charming ambiance.
Depot on Magnolia
0.7 km
Discover the flavors of America at Depot on Magnolia in Ocala – where every meal tells a story!
Markets, malls and hidden boutiques
AGAPANTHUS - Ocala
0.0 km
Explore Agapanthus in Ocala for unique gifts, stylish clothing, and artisanal jewelry in a charming boutique setting.
The Pink Hanger Collection
0.1 km
Explore unique women's fashion at The Pink Hanger Collection in Historic Downtown Ocala, where style meets personal service in a charming boutique atmosphere.
Grandpa Joe's Candy Shop - Ocala, FL
0.1 km
Discover the enchanting world of sweets and toys at Grandpa Joe's Candy Shop in Ocala, where nostalgia meets delightful indulgence.
Shannon Roth Collection
0.1 km
Explore the Shannon Roth Collection in Historic Downtown Ocala for exquisite furniture and unique decor that elevate your home with timeless elegance.
The White Elephant
0.1 km
Explore eclectic antiques and vintage finds at The White Elephant, a charming thrift store in Historic Downtown Ocala, Florida.
Marley Mae Market & Paperie
0.1 km
Explore Marley Mae Market & Paperie for unique gifts, stylish apparel, and local artisan treasures in Historic Downtown Ocala.
Karishma Boutique
0.1 km
Explore unique women’s fashion in Historic Downtown Ocala at Karishma Boutique, where style meets charm and personalized shopping experience awaits.
Tumbleweed of Ocala
0.1 km
Discover unique antiques and vintage treasures at Tumbleweed of Ocala, where every piece has a story to tell.
Ole Sarah's ~ Your Local Family Shop
0.1 km
Explore Ole Sarah's in Historic Downtown Ocala for unique gifts, local crafts, and a touch of Southern charm during your visit.
Serendipity Boutique
0.2 km
Explore Serendipity Boutique in Historic Downtown Ocala for unique gifts, children's clothing, and stylish women's apparel that capture the local charm.
Bizzle's Boutique & Styles
0.3 km
Discover your unique style at Bizzle's Boutique & Styles, a premier destination for chic women's clothing in Historic Downtown Ocala.
Southern Rooted LLC
0.3 km
Discover Southern charm at Southern Rooted LLC, where unique local crafts and stylish apparel await in the heart of Ocala, Florida.
The Monkey Cage
0.4 km
Explore The Monkey Cage in Ocala, Florida, where unique consignment treasures await, from vintage clothes to rare books and toys.
Her Kloset at Greiner's
0.4 km
Explore the stylish offerings of Her Kloset at Greiner's, a premier women's clothing store in Ocala with unique pieces and exceptional service.
Pen and Ink
0.4 km
Discover unique stationery, gifts, and personalized invitations at Pen and Ink in Ocala, a creative haven for all your paper needs.
Essential bars & hidden hideouts
The Tipsy Skipper
0.0 km
Experience the vibrant tiki culture at The Tipsy Skipper, a must-visit cocktail bar in Historic Downtown Ocala, Florida, for an unforgettable tropical escape.
Mutiny Bar Ocala
0.0 km
Discover the lively atmosphere of Mutiny Bar Ocala, where craft cocktails and vibrant events create unforgettable nightlife experiences in Historic Downtown.
Thirsty Cobbler
0.1 km
Experience the vibrant ambiance and craft cocktails at Thirsty Cobbler in Historic Downtown Ocala, a must-visit bar for all travelers.
The Terrace on the Square
0.2 km
Experience the vibrant atmosphere of The Terrace on the Square in Historic Downtown Ocala, offering delicious drinks and delightful bites for all.
Infinite Ale Works
0.2 km
Explore Infinite Ale Works in Ocala, FL - a premier brewery offering unique craft beers and a vibrant atmosphere perfect for socializing.
100 Proof Saloon
2.2 km
Discover the lively flavors of Ocala at 100 Proof Saloon, your go-to destination for delicious grill fare and refreshing drinks.
Snowbird's Bar
2.3 km
Discover the lively charm of Snowbird's Bar in Ocala, Florida, where great drinks and friendly faces await every visitor.
The Alibi
3.1 km
Experience the charm of Ocala at The Alibi, a cozy bar offering unique wine-based liquors in a friendly atmosphere perfect for relaxation.
Charlie Horse
3.2 km
Discover the vibrant flavors of Charlie Horse, Ocala's premier grill serving up American classics in a warm and inviting atmosphere.
O’Calahan’s Pub & Eatery
4.4 km
Experience the vibrant atmosphere and delicious cuisine at O’Calahan’s Pub & Eatery in Ocala, where every meal is a celebration of flavor.
Suite 306
4.8 km
Experience the vibrant atmosphere of Suite 306, a must-visit bar in Ocala, Florida, perfect for unwinding with friends and enjoying exceptional drinks.
The First & Last Tab
5.1 km
Experience the vibrant nightlife at The First & Last Tab in Ocala, Florida – a lively bar with a friendly atmosphere and great drink selection.
Nowhere B@r
10.9 km
Discover the lively nightlife at Nowhere B@r in Ocala, Florida, where great drinks and vibrant entertainment come together for an unforgettable experience.
The Dugout Family Sports Bar & Grill
11.5 km
Experience the ultimate sports dining at The Dugout Family Sports Bar & Grill in Ocala, Florida, where great food and exciting games come together.
Yellow Pony Pub and Garden
12.1 km
Discover the vibrant ambiance and delicious offerings at Yellow Pony Pub and Garden, Ocala's favorite spot for food, drinks, and fun!
Nightclubs & after hour spots
Bonkerz Comedy Club - Ocala
0.0 km
Experience the best of laughter and entertainment at Bonkerz Comedy Club in Ocala, where every night is a comedy night!
Cloud 9
2.0 km
Discover the electrifying nightlife at Cloud 9, Ocala's premier night club offering an unforgettable experience with music, dancing, and vibrant entertainment.
Body Shots Gentlemans Club
4.3 km
Discover the vibrant nightlife at Body Shots Gentlemen's Club in Ocala - where entertainment meets excitement every night.
C & D Coliseum
8.4 km
Discover the vibrant ambiance of C & D Coliseum, Ocala's premier night club and sports bar, where nightlife and entertainment meet.
TIME NIGHTCLUB
15.4 km
Discover Ocala's premier nightlife experience at TIME NIGHTCLUB, where vibrant music and electrifying energy come together for unforgettable nights.
Oak Tree Palace
23.4 km
Oak Tree Palace: Ocala's Premier Night Club for Unforgettable Nights of Dancing and Entertainment.
Stage 7 Karaoke Bar & Party Venue
52.8 km
Experience vibrant nightlife and unleash your singing talent at Stage 7 Karaoke Bar & Party Venue in Gainesville, Florida.
Capones Nightclub Gainesville
54.8 km
Discover the vibrant nightlife at Capones Nightclub in Gainesville, where music, games, and fun come together for an unforgettable experience.
High Dive
54.8 km
Discover High Dive, Gainesville's hotspot for live music, craft beers, and unforgettable nights out in a vibrant atmosphere.
Bricks Nightclub
54.9 km
Experience the vibrant nightlife at Bricks Nightclub, Gainesville's go-to cocktail bar for signature drinks and unforgettable dancing.
Spurred Up Saloon, Karaoke and Billiards
54.9 km
Discover the ultimate nightlife experience at Spurred Up Saloon – where karaoke, live music, and fun collide in Gainesville, Florida.
University Club
54.9 km
Experience the vibrant and inclusive nightlife at the University Club, Gainesville's premier gay bar, where everyone is welcome to dance and celebrate!
The Atlantic Nightspot
54.9 km
Discover Gainesville's nightlife at The Atlantic Nightspot, a lively event venue featuring music, dancing, and unforgettable experiences.
That 80s Bar Gainesville
55.0 km
Relive the vibrant spirit of the 1980s at That 80s Bar in Gainesville, where retro cocktails and lively entertainment await every visitor.
The Lab Bar & Latin Nightclub & Billiards
55.0 km
Discover the vibrant nightlife at The Lab Bar & Latin Nightclub in Gainesville, where Latin rhythms and billiards create unforgettable evenings.
