When guests ask us where they can enjoy a relaxed meal with beautiful waterfront views, Havana Jack’s Oceanside Restaurant & Bar is often one of our first recommendations.

Located right in Key Colony Beach, Havana Jack’s combines a casual island atmosphere with oceanside dining, a tiki bar, and live entertainment. It’s a great place to unwind after a day at the beach, a boating adventure, or exploring Marathon, Florida.

Whether you’re visiting the Florida Keys for a weekend getaway or a longer vacation, Havana Jack’s is worth adding to your itinerary.

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Call: (305)743-4849

Why Visitors Love Havana Jack’s Oceanside Restaurant & Bar

The appeal of Havana Jack’s is simple: waterfront views, a laid-back atmosphere, and a true Florida Keys setting.

Situated along the water in Key Colony Beach, the restaurant offers guests the chance to relax with a meal while watching boats come and go. Many visitors enjoy stopping by after a day on the water or gathering with friends and family for dinner and drinks.

It’s the kind of place that helps you slow down and enjoy island time.

Nightly Entertainment by the Water

One of the things that keeps both locals and visitors coming back to Havana Jack’s Oceanside Restaurant & Bar is the live entertainment. The restaurant features a live music calendar with performances throughout the week, adding to the fun waterfront atmosphere.

If you’re planning dinner during your stay, we recommend checking the entertainment schedule before you go. Live music and ocean views are a great combination for a relaxing evening in the Florida Keys.

🎵 View the Live Music Calendar: Havana Jack’s Live Music Calendar

Just Moments from Glunz Ocean Beach Hotel & Resort

One of the best things about staying at Glunz Ocean Beach Hotel & Resort is having so many local favorites nearby.

Guests can spend the morning on our private beach, enjoy an afternoon by the pool, and then head over to Havana Jack’s for lunch, dinner, or live music by the water. The convenient location makes it easy to experience more of Key Colony Beach without spending your vacation driving between destinations.

Make It Part of Your Florida Keys Day

A visit to Havana Jack’s pairs perfectly with a day of exploring the Middle Keys.

Spend the Morning at the Beach

Start your day relaxing by the ocean at Glunz Ocean Beach Hotel & Resort and soaking up the Florida sunshine.

Explore Marathon, Florida

Just minutes away, Marathon offers fishing charters, local shops, family attractions, and plenty of opportunities to get out on the water.

Enjoy Waterfront Dining

Head to Havana Jack’s Oceanside Restaurant & Bar for a laid-back meal overlooking the water.

Stay for Live Music

Check the entertainment calendar and enjoy an evening of music in a relaxed oceanside setting.

Catch a Florida Keys Sunset

Finish the day by taking in one of the area’s beautiful sunsets before heading back to the resort.

When Is the Best Time to Visit?

Havana Jack’s is enjoyable throughout the day, but many visitors particularly enjoy stopping by in the late afternoon and evening.

The temperatures are often more comfortable, the waterfront atmosphere is lively, and live entertainment frequently adds to the experience. During busier travel seasons, arriving a little earlier can help you get settled before evening crowds arrive.

A True Florida Keys Atmosphere

Some restaurants are all about the food.

Others are all about the view.

Havana Jack’s Oceanside Restaurant & Bar brings both together in a setting that feels distinctly Florida Keys. You’ll find locals, families, and visitors all enjoying the same laid-back pace that makes Key Colony Beach such a special destination.

It’s a great way to experience the local side of the Keys during your stay.

Ready to Plan Your Florida Keys Getaway?

After enjoying the waterfront views, tropical drinks, and live entertainment at Havana Jack’s Oceanside Restaurant & Bar, return to the comfort of Glunz Ocean Beach Hotel & Resort and continue enjoying everything Key Colony Beach has to offer.

Whether you’re planning a family vacation, fishing trip, romantic getaway, or simply a few relaxing days by the ocean, our beachfront location puts you close to some of the area’s favorite restaurants, attractions, and outdoor activities.

Reserve Your Room Today

There’s no better time to start planning your Florida Keys escape.

Many guests enjoy spending the day on the beach, exploring Marathon, and ending the evening with dinner and live music at Havana Jack’s before returning to the resort.

📞 Call us today: (305) 289-0525

🏨 Book your stay online: Reserve Your Stay at Glunz Ocean Beach Hotel & Resort

We look forward to welcoming you to Key Colony Beach and helping you make the most of your time in the Florida Keys.

Make Your Stay Even Better

Guests planning a visit may want to explore current specials and packages available at Glunz Ocean Beach Hotel & Resort. Seasonal offers can be a great way to enjoy more of the Florida Keys while making the most of your stay.

View current offers here: View Current Specials & Packages

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Frequently Asked Questions

Where is Havana Jack’s Oceanside Restaurant & Bar located?

Havana Jack’s Oceanside Restaurant & Bar is located at 401 E. Ocean Drive in Key Colony Beach, Florida. Its waterfront location makes it a popular stop for both visitors and locals.

Does Havana Jack’s have live entertainment?

Yes. Havana Jack’s features live music and maintains a dedicated entertainment calendar where visitors can view upcoming performances.

How far is Havana Jack’s from Glunz Ocean Beach Hotel & Resort?

Havana Jack’s is located just minutes from Glunz Ocean Beach Hotel & Resort, making it a convenient dining and entertainment option for guests staying in Key Colony Beach.

Is Havana Jack’s family friendly?

Many families enjoy the casual atmosphere and waterfront setting. It’s a comfortable place to enjoy a meal while experiencing the relaxed pace of the Florida Keys.

What is the best time to visit Havana Jack’s?

Late afternoon and evening are popular times to visit. Guests can enjoy waterfront dining, a lively atmosphere, and often live entertainment during those hours.

What else is there to do nearby?

Visitors often combine a visit to Havana Jack’s with beach time, fishing, boating, shopping, and sightseeing around Marathon and the Middle Keys.

Why stay in Key Colony Beach?

Key Colony Beach offers a peaceful island atmosphere while still being close to many of the attractions, restaurants, and outdoor activities that make the Florida Keys such a popular destination.

Where should I stay when exploring the Middle Keys?

Glunz Ocean Beach Hotel & Resort provides a beachfront home base in Key Colony Beach with convenient access to local dining, attractions, beaches, fishing charters, and activities throughout Marathon and the Florida Keys.