Dining on the Winter Haven Chain of Lakes

Experience the magic of lakefront dining on the stunning Winter Haven Chain of Lakes! Explore four exceptional restaurants: Harborside, Tanners, Old Man Franks, and The Twisted Prop. Although they don't serve food, Caribbean Bay is a popular boating destination for its live music and their famous rum runners. Whether you enjoy arriving by boat, taking sunset cruises, or embracing the waterfront lifestyle, these dining destinations have it all. Great food, relaxed atmospheres and stunning views of the Winter Haven Chain of Lakes. If you are looking for places to eat while out on the chain of lakes, these restaurants offer the best of lakefront and boat accessible dining.


Harborside winter haven

Location: 2435 7th St SW, Winter Haven, FL 33880

Overview: Harborside welcomes boaters! Dock your vessel and step ashore to savor their fresh seafood, burgers, and cocktails. You'll find a large screened outdoor bar area, inside bar and seating, all of which take full advantage of the lakefront setting. Located on Lake Shipp with stunning sunset views, Harborside is a favorite among locals and guests alike.

Boat and Seaplane-Friendly: Harborside features composite boat docks for easy launching and docking. There is also a large whitesand beach for overflow boat parking and where you might see the occasional seaplane or two.

Sunset Cruises: Living Water Boat Cruises launches from Harborside and provides guided pontoon boat tours and sunset cruises on the Winter Haven Chain of Lakes. Great way to experience what the chain has to offer.

Website: https://www.harborsidefl.com/

Tanners Lakeside

tanners winter haven

Location: 1006 S Lake Howard Dr, Winter Haven, FL 33880

Overview: Tanners Lakeside offers great live music, wide selection of food and a full liquor bar, all surrounded by beautiful water views. Located on Lake May, Tanners is the perfect spot to grab a quick bite or drink while cruising the chain. Tanners is also a popular spot for weekend and holiday events.

Boat-Friendly: Tanners Lakeside has dockage as well as a beach area to pull up your boat, making it easy to arrive and leave by water. You will also find boat and watercraft rentals on site through: https://www.cfwaterrentals.com/

Website: https://tannerslakeside.com/

Old Man Franks

old man franks winter haven

Location: 1005 S Lake Howard Dr, Winter Haven, FL 33880

Overview: Since 1954 Old Man Franks has been a local staple for boaters and sunset lovers alike. Located on Lake Howard, this unassuming and laidback Key West style spot is a favorite among full-time and seasonal residents. You'll find inside and outside dining and bar areas, along with cold beer, full liquor and fresh oysters that keeps people coming back. They also claim to have "The Best Sunset in Town"...check it out for yourself!

Boat-Friendly: Old Man's features limited boat dockage so you'll need to claim your spot early.

Website: https://oldmanfranks.com/

The Twisted Prop

twisted prop winter haven

Location:  615 7th Street Southwest, Winter Haven, FL 33880

Overview: The Twisted Prop Bar & Grille is on Lake May with a great atmosphere and boat dockage. You will also find entertainment on the back deck along with great sunsets. Located right around the corner from Winter Haven Marine Supply, this is a popular starting or ending spot for a day on the water. Food choices range from seafood, burgers, wings, salads and more. They also offer daily specials, beer, seltzers and more.

Boat-Friendly: The Twisted Prop Bar & Grille features a decent amount of boat dockage, but can get packed on the weekends and holidays.

Website: https://the-twisted-prop-bar-grille.business.site/

Whether you're a local or a visitor, the Winter Haven Chain of Lakes offers a unique dining experience that seamlessly blends boat accessibility, breathtaking sunset cruises, and a vibrant waterfront lifestyle. Make memories, savor delicious food, and cherish the picturesque lakeside views. Don't miss out on the opportunity to create lasting memories at these exceptional lakefront restaurants. Come and explore the Winter Haven Chain of Lakes today!

If you're interested in making lakefront living a permanent lifestyle, contact us to learn about lakefront homes for sale in the area and on the Winter Haven Chain of Lakes.

Call us directly: Michael Stone, Realtor: 863-412-9733 or Deanna Stone, Real Estate Broker: 863-412-2080

Winter Haven Chain of Lakes Map

winter haven chain of lakes map

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