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Available Trips
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Harbor of Hope
Set sail for an unforgettable evening of renewal, laughter, worship, and reflection. This quarterly fundraiser cruise is rooted in our overall theme, Harbor of Hope—a safe place to encounter God, find healing, and step into freedom.
On this special night aboard a dinner boat in Destin, we’ll begin with dinner and a high-energy, Christ-centered comedy set from Eugene Bassham. From there, we’ll move into a focused Bible study, followed by powerful testimonies and teaching from our guest speakers. Throughout the cruise, worship will be woven into the evening in multiple moments, creating space to pause, respond, and reflect together.
As we journey through the night, we’ll address spiritual warfare and explore the freedom found beyond addiction, depression, incarceration, and other life-controlling struggles. Our heart is to create an atmosphere where truth is shared, hope is restored, and lives are encouraged toward lasting transformation — with opportunity for baptism for those who feel led.
All proceeds to go Freedom Life Compass.
From $30.00
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Murder Mystery Cruise Destin
Step aboard Happy Life Cruises for a night of food, fun, and mystery on our Destin Dinner Cruise! Dinner To Die For combines a three-course meal, hilarious improv, and an interactive whodunit that keeps you guessing until dessert.
Menu:
- Starter: Chef Creehan’s Famous Caesar Salad, Warm Yeast Rolls, Whipped Butter
- Pan Saute Chicken Breast, Creole Meunière Sauce, Mashed New Potatoes and Grilled Squash
- Cajun Fettuccine, Shrimp, Crawfish, Andouille Sausage, Romano Cheese, Tomato Cream Sauce
- Vegan Option
- Vegetable Lasagna, Marinara Sauce
Tickets include a 2.5-hour cruise, dinner, and full bar access aboard our iconic riverboat. Perfect for date nights, group outings, or anyone seeking a unique Destin cruise experience.
Don’t miss this unforgettable evening — book your Murder Mystery Dinner Cruise Destin FL now!
Tickets include a 2.5-hour cruise, dinner, and access to our full bar — all aboard our iconic paddlewheel riverboat. Perfect for date nights, group outings, or anyone who loves a little chaos with their cuisine.
Book your tickets now and join the crew of Happy Life Cruises for a night of dining, drama, and Destin-style fun. Your seat at the table — and maybe your alibi — awaits!
Want to see how this experience blends dining, drama, and harbor views? Read our guide on how a murder mystery cruise combines dining and live theater at sea.
From $21.00
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Private Event Cruises - Weddings, Birthdays And Special Event Cruises In Destin | Call To Book
Celebrate life’s most meaningful moments on the water with Happy Life Cruises. From intimate weddings and milestone birthdays to anniversaries, corporate gatherings, and custom celebrations, our private event cruises offer a truly unforgettable setting in the heart of Destin Harbor. Cruise aboard our spacious, custom paddleboat while enjoying breathtaking views, personalized service, and flexible event options tailored to your vision. Our Private events cost $2,250 for three hours with an additional $750 for each additional hour. This price does not include gratuity or taxes. Start times will be dependent on your preferences, we can also provide recommendations for wedding planning services as well. A fifty percent deposit is required at time of booking.
From $2,250.00
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Karaoke on the Water: Destin’s Floating Stage of Fun
Get ready to rock the boat with Happy Life Cruises’ Karaoke on the Water, the most entertaining Destin cruise experience for music lovers and partygoers alike! Hosted by Hysteria’s Entertainment, this lively karaoke cruise Destin FL brings together music, laughter, and breathtaking sunset views for a night you’ll never forget. Sing your favorite songs, enjoy a full-service bar, and snack on delicious finger foods as you perform under the stars on our open-air Sky Deck. Whether you’re a karaoke star or just love cheering friends on, this Destin nightlife cruise promises good vibes, great music, and endless fun for everyone on board.
Book your karaoke cruise Destin today and join Happy Life Cruises for a night of music, laughter, and memories made on the water — where every song sounds better on the Gulf!
From $15.00
Murder Mystery Cruise Destin | Saturday Night Special
Step aboard Happy Life Cruises for a night of food, fun, and mystery on our Destin Dinner Cruise! Dinner To Die For combines a three-course meal, hilarious improv, and an interactive whodunit that keeps you guessing until dessert.
Menu:
- Starter: Chef Creehan’s Famous Caesar Salad, Warm Yeast Rolls, Whipped Butter
- Pan Saute Chicken Breast, Creole Meunière Sauce, Mashed New Potatoes and Grilled Squash
- Cajun Fettuccine, Shrimp, Crawfish, Andouille Sausage, Romano Cheese, Tomato Cream Sauce
- Vegan Option
- Vegetable Lasagna, Marinara Sauce
Tickets include a 2.5-hour cruise, dinner, and full bar access aboard our iconic riverboat. Perfect for date nights, group outings, or anyone seeking a unique Destin cruise experience.
Don’t miss this unforgettable evening — book your Murder Mystery Dinner Cruise Destin FL now!
Tickets include a 2.5-hour cruise, dinner, and access to our full bar — all aboard our iconic paddlewheel riverboat. Perfect for date nights, group outings, or anyone who loves a little chaos with their cuisine.
Book your tickets now and join the crew of Happy Life Cruises for a night of dining, drama, and Destin-style fun. Your seat at the table — and maybe your alibi — awaits!
From $21.00
Meet Captain Chuck and the Happy Life Crew
Captain Chuck Highers is the proud owner and heart behind Happy Life Cruises in Destin, Florida. With years of experience as a boat captain and dolphin cruise guide, Chuck turned his passion for life on the water into a one-of-a-kind entertainment cruise company. He believes the best office is one with a sunset view — and that’s exactly what guests experience aboard every Destin Harbor cruise. His easygoing personality and dedication to creating joy on the water make every trip with Happy Life Cruises a memorable adventure.
Behind Captain Chuck is a hardworking and friendly crew that keeps every cruise running smoothly. With a full team of servers, bartenders, deckhands, and a senior manager, the Happy Life Cruises staff ensures guests feel welcomed and cared for from start to finish. Whether you’re enjoying a dinner cruise Destin FL, a lively karaoke night, or a private charter celebration, this team works together to create a seamless and enjoyable atmosphere on the water.
Together, Captain Chuck and his crew make Happy Life Cruises more than just a Destin Florida cruise — it’s a family-run experience built on laughter, service, and community. Their shared goal is simple: to make every guest feel like part of the Happy Life family while delivering great food, great fun, and unforgettable harbor views.
About Our Riverboat – The Heart of Happy Life Cruises
Our custom-built East Bay Boat Works Paddle Wheeler is the pride of Happy Life Cruises, offering classic riverboat charm with modern comfort. Stretching 65 feet long and 25 feet wide, this spacious vessel can host up to 135 guests plus 15 crew members, making it perfect for Destin dinner cruises, private events, and sunset celebrations. Featuring two decks with open-air views, a full-service bar, and elegant dining areas, it’s a true floating venue built for comfort, entertainment, and unforgettable memories on the Destin waterfront.
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