Happy Life Cruisesguarantee

guides count 1 Guide

territories count 1 Territory

star rating 5

reviews 2 Reviews

Next Available DateOct 9, 2025
Happy Life Cruises-logo
Turn ordinary nights into unforgettable memories aboard our Destin sunset dinner cruise
Experience Destin like never before — a scenic cruise on the Gulf Coast that feeds your soul
From karaoke to comedy, our Destin nightlife cruises redefine fun on the water
Every night is a party on the water with Happy Life Cruises Destin — music, laughter, and coastal charm!
Looking for fun things to do in Destin Florida? Step aboard a Happy Life dinner cruise tonight!
Make your evening sparkle on a Destin riverboat dinner cruise filled with flavor and fun
Whether it’s a wedding or a weekend, we make your Destin private party cruise unforgettable
Step aboard Happy Life Cruises and discover why we’re the top choice for Destin dinner and sunset cruises!
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Happy Life Cruises - The best Cruises trips in Destin

One of the most loved on Guidesly, according to guests

5Trips Available

5

2Reviews

Welcome to Happy Life Cruises, your destination for unforgettable on-the-water entertainment in Destin, Florida and Okaloosa Island. Owned and operated by Captain Chuck Highers, our cruises combine delicious dining, live entertainment, and a vibrant atmosphere — creating one of the most unique things to do in Destin Florida. Step aboard our spacious Destin Harbor cruise and discover why locals and visitors alike call us the best dinner cruise Destin FL.


We offer a variety of experience-based trips designed to make every outing special. Enjoy a sunset cruise in Destin with coastal views, join us for our crowd-favorite murder mystery dinner cruise, or laugh the night away during one of our comedy nights. Looking for something more lively? Our adult nightlife cruises (21+) and karaoke nights are the perfect way to celebrate with friends. Whether you’re planning a romantic date, a family outing, or a fun group event, Happy Life Cruises delivers entertainment, ambiance, and great food all in one unforgettable experience.


Our vessel is more than just a boat — it’s a floating venue for every celebration. We host weddings, birthdays, Christmas parties, corporate gatherings, and private charters, offering customizable packages for any occasion. Each event includes professional staff, food and beverage options, and the best waterfront views along the Florida Panhandle.


From riverboat tours to private boat charter Destin FL, Happy Life Cruises is where good food, good music, and good company meet the beauty of the Gulf. Whether you’re searching for a romantic dinner cruise Destin, a lively karaoke cruise, or a one-of-a-kind wedding on the water, we’re here to make it happen. Our experienced crew and friendly staff make every cruise effortless and enjoyable from start to finish. No matter the occasion, you’ll leave with lasting memories and a smile that perfectly fits our name — Happy Life Cruises.


Book your Destin cruise online today or call to reserve your spot — your Happy Life starts on the water! Our team is ready to help you plan the perfect evening or private event that fits your style and budget. Don’t wait — tickets sell out fast, so secure your dinner or sunset cruise Destin today!


Chuck Highers

Chuck Highers

star rating 5
2 Reviews

Featured Guide

Destin Harbor Riverboat Tour: Sunset Views and Harbor Lights

Experience the charm of the coast with Happy Life Cruises’ Destin Harbor Riverboat Tour, a relaxing evening cruise perfect for families, couples, and friends. Glide past Crab Island and HarborWalk Village as the sun dips below the horizon, filling the sky with color and reflecting off the water in true Destin Florida cruise fashion. Enjoy light music, comfortable seating, and beautiful waterfront views that showcase why this is one of the best things to do in Destin at night. On select Saturdays, stay aboard for our Destin Fireworks Cruise — a festive show lighting up the harbor!


Book your Destin Harbor cruise today with Happy Life Cruises and unwind with good company, cool breezes, and the most peaceful views on the Gulf.

DestinDestin

Starting At $28

Harbor Nights: Destin’s Ultimate Evening Cruise for Adults

When the sun goes down, the party comes alive on Happy Life Cruises’ Harbor Nights — the best adult night cruise in Destin Florida! Step aboard our 21+ floating nightlife experience for cocktails, music, and unbeatable views of Crab Island and the sparkling Destin Harbor. With a full-service bar, optional open bar upgrade, and laid-back social vibes, this Destin nightlife cruise is perfect for bachelorette parties, group outings, or anyone looking to unwind after dinner. Dance under the stars, mingle with new friends, and let the night drift by with laughter and music on the Gulf.


ook your adult evening cruise Destin FL now and see why Happy Life Cruises is the go-to spot for nightlife on the water. The drinks are cold, the music’s hot, and the harbor views are pure magic.

DestinDestin

Starting At $34

Destin Dinner Cruise: Sunset, Seafood and Smiles on the Harbor

Step aboard from the Destin HarborWalk and enjoy a relaxing evening on the water with Happy Life Cruises’ Destin Dinner Cruise. Watch the sunset over Crab Island, enjoy live entertainment, and savor a three-course dinner cruise Destin FL style — featuring a rotating menu from some of the area’s favorite restaurants. With a full-service bar, friendly crew, and the gentle rhythm of the Gulf, this dinner cruise in Destin Florida is perfect for couples, families, and groups looking for fun things to do in Destin at night. Whether it’s a special occasion or a spontaneous night out, this cruise combines coastal charm with great food and lively vibes.


Book your Destin dinner cruise today with Happy Life Cruises and enjoy a night filled with flavor, music, and memories that shine as bright as the sunset.

DestinDestin

Starting At $21

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!

DestinDestin

Starting At $10

Dinner To Die For: The Ultimate Murder Mystery Cruise in Destin

Get ready for a night of food, fun, and mystery aboard Happy Life Cruises with our Murder Mystery Dinner Cruise in Destin Florida! Step into the world of “Dinner To Die For,” where chefs, suspects, and surprises collide on the open water. Enjoy a three-course dinner cruise Destin FL style, paired with laughter, live improv, and an interactive whodunit that keeps you guessing until dessert. With hilarious performances, unforgettable characters, and waterfront views, this Destin dinner cruise is the most entertaining night on the Gulf.


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!

DestinDestin

Starting At $21

Welcome to Happy Life Cruises, your destination for unforgettable on-the-water entertainment in Destin, Florida and Okaloosa Island. Owned and operated by Captain Chuck Highers, our cruises combine delicious dining, live entertainment, and a vibrant atmosphere — creating one of the most unique things to do in Destin Florida. Step aboard our spacious Destin Harbor cruise and discover why locals and visitors alike call us the best dinner cruise Destin FL.


We offer a variety of experience-based trips designed to make every outing special. Enjoy a sunset cruise in Destin with coastal views, join us for our crowd-favorite murder mystery dinner cruise, or laugh the night away during one of our comedy nights. Looking for something more lively? Our adult nightlife cruises (21+) and karaoke nights are the perfect way to celebrate with friends. Whether you’re planning a romantic date, a family outing, or a fun group event, Happy Life Cruises delivers entertainment, ambiance, and great food all in one unforgettable experience.


Our vessel is more than just a boat — it’s a floating venue for every celebration. We host weddings, birthdays, Christmas parties, corporate gatherings, and private charters, offering customizable packages for any occasion. Each event includes professional staff, food and beverage options, and the best waterfront views along the Florida Panhandle.


From riverboat tours to private boat charter Destin FL, Happy Life Cruises is where good food, good music, and good company meet the beauty of the Gulf. Whether you’re searching for a romantic dinner cruise Destin, a lively karaoke cruise, or a one-of-a-kind wedding on the water, we’re here to make it happen. Our experienced crew and friendly staff make every cruise effortless and enjoyable from start to finish. No matter the occasion, you’ll leave with lasting memories and a smile that perfectly fits our name — Happy Life Cruises.


Book your Destin cruise online today or call to reserve your spot — your Happy Life starts on the water! Our team is ready to help you plan the perfect evening or private event that fits your style and budget. Don’t wait — tickets sell out fast, so secure your dinner or sunset cruise Destin today!


Trips Available

Discover Your Destination

Destin Harbor Riverboat Tour: Sunset Views and Harbor Lights
Destin Harbor Riverboat Tour: Sunset Views and Harbor LightsTop-Rated
Destin Harbor Riverboat Tour: Sunset Views and Harbor LightsInstant Booking
Destin Harbor Riverboat Tour: Sunset Views and Harbor LightsShared Trip
Destin Harbor Riverboat Tour: Sunset Views and Harbor LightsCruises - Cruise
Destin Harbor Riverboat Tour: Sunset Views and Harbor Lights

Happy Life Cruises65'East Bay Boat Works Paddle

Destin Harbor Riverboat Tour: Sunset Views and Harbor Lights

A Relaxing Cruise Through Destin’s Evening Glow

Experience the charm of the coast with Happy Life Cruises’ Destin Harbor Riverboat Tour, a relaxing evening cruise perfect for families, couples, and friends. Glide past Crab Island and HarborWalk Village as the sun dips below the horizon, filling the sky with color and reflecting off the water in true Destin Florida cruise fashion. Enjoy light music, comfortable seating, and beautiful waterfront views that showcase why this is one of the best things to do in Destin at night. On select Saturdays, stay aboard for our Destin Fireworks Cruise — a festive show lighting up the harbor!

Book your Destin Harbor cruise today with Happy Life Cruises and unwind with good company, cool breezes, and the most peaceful views on the Gulf.

Evening Trip

Destin Harbor Riverboat Tour: Sunset Views and Harbor LightsMaximum 99 persons allowed
(base trip price includes 1 guest)
Destin Harbor Riverboat Tour: Sunset Views and Harbor Lights2 Hours 30 mins
Destin Harbor Riverboat Tour: Sunset Views and Harbor Lights6:00 PM
$34

Evening Trip

Destin Harbor Riverboat Tour: Sunset Views and Harbor LightsMaximum 99 persons allowed
(base trip price includes 1 guest)
Destin Harbor Riverboat Tour: Sunset Views and Harbor Lights2 Hours 30 mins
Destin Harbor Riverboat Tour: Sunset Views and Harbor Lights6:00 PM
$28

Pick Your Date

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Guides Available:

Chuck Highers

Chuck Highers

Harbor Nights: Destin’s Ultimate Evening Cruise for Adults
Harbor Nights: Destin’s Ultimate Evening Cruise for AdultsTop-Rated
Harbor Nights: Destin’s Ultimate Evening Cruise for AdultsInstant Booking
Harbor Nights: Destin’s Ultimate Evening Cruise for AdultsShared Trip
Harbor Nights: Destin’s Ultimate Evening Cruise for AdultsCruises - Cruise
Harbor Nights: Destin’s Ultimate Evening Cruise for Adults

Happy Life Cruises65'East Bay Boat Works Paddle

Harbor Nights: Destin’s Ultimate Evening Cruise for Adults

Sip, Dance & Unwind on the Destin Harbor

When the sun goes down, the party comes alive on Happy Life Cruises’ Harbor Nights — the best adult night cruise in Destin Florida! Step aboard our 21+ floating nightlife experience for cocktails, music, and unbeatable views of Crab Island and the sparkling Destin Harbor. With a full-service bar, optional open bar upgrade, and laid-back social vibes, this Destin nightlife cruise is perfect for bachelorette parties, group outings, or anyone looking to unwind after dinner. Dance under the stars, mingle with new friends, and let the night drift by with laughter and music on the Gulf.

ook your adult evening cruise Destin FL now and see why Happy Life Cruises is the go-to spot for nightlife on the water. The drinks are cold, the music’s hot, and the harbor views are pure magic.

Evening Trip

Harbor Nights: Destin’s Ultimate Evening Cruise for AdultsMaximum 99 persons allowed
(base trip price includes 1 guest)
Harbor Nights: Destin’s Ultimate Evening Cruise for Adults2 Hours 30 mins
Harbor Nights: Destin’s Ultimate Evening Cruise for Adults9:45 PM
$34

Guides Available:

Chuck Highers

Chuck Highers

Pick Your Date

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Destin Dinner Cruise: Sunset, Seafood and Smiles on the Harbor
Destin Dinner Cruise: Sunset, Seafood and Smiles on the HarborTop-Rated
Destin Dinner Cruise: Sunset, Seafood and Smiles on the HarborInstant Booking
Destin Dinner Cruise: Sunset, Seafood and Smiles on the HarborShared Trip
Destin Dinner Cruise: Sunset, Seafood and Smiles on the HarborCruises - Cruise
Destin Dinner Cruise: Sunset, Seafood and Smiles on the Harbor

Happy Life Cruises65'East Bay Boat Works Paddle

Destin Dinner Cruise: Sunset, Seafood and Smiles on the Harbor

A Night of Dining, Dancing & Destin Waterfront Views

Step aboard from the Destin HarborWalk and enjoy a relaxing evening on the water with Happy Life Cruises’ Destin Dinner Cruise. Watch the sunset over Crab Island, enjoy live entertainment, and savor a three-course dinner cruise Destin FL style — featuring a rotating menu from some of the area’s favorite restaurants. With a full-service bar, friendly crew, and the gentle rhythm of the Gulf, this dinner cruise in Destin Florida is perfect for couples, families, and groups looking for fun things to do in Destin at night. Whether it’s a special occasion or a spontaneous night out, this cruise combines coastal charm with great food and lively vibes.

Book your Destin dinner cruise today with Happy Life Cruises and enjoy a night filled with flavor, music, and memories that shine as bright as the sunset.

Evening Trip

Destin Dinner Cruise: Sunset, Seafood and Smiles on the HarborMaximum 99 persons allowed
(base trip price includes 1 guest)
Destin Dinner Cruise: Sunset, Seafood and Smiles on the Harbor2 Hours 30 mins
Destin Dinner Cruise: Sunset, Seafood and Smiles on the Harbor6:00 PM
$112

Evening Trip

Destin Dinner Cruise: Sunset, Seafood and Smiles on the HarborMaximum 99 persons allowed
(base trip price includes 1 guest)
Destin Dinner Cruise: Sunset, Seafood and Smiles on the Harbor2 Hours 30 mins
Destin Dinner Cruise: Sunset, Seafood and Smiles on the Harbor6:00 PM
$56

Evening Trip

Destin Dinner Cruise: Sunset, Seafood and Smiles on the HarborMaximum 99 persons allowed
(base trip price includes 1 guest)
Destin Dinner Cruise: Sunset, Seafood and Smiles on the Harbor2 Hours 30 mins
Destin Dinner Cruise: Sunset, Seafood and Smiles on the Harbor6:00 PM
$112

Evening Trip

Destin Dinner Cruise: Sunset, Seafood and Smiles on the HarborMaximum 99 persons allowed
(base trip price includes 1 guest)
Destin Dinner Cruise: Sunset, Seafood and Smiles on the Harbor2 Hours 30 mins
Destin Dinner Cruise: Sunset, Seafood and Smiles on the Harbor6:00 PM
$56

Evening Trip

Destin Dinner Cruise: Sunset, Seafood and Smiles on the HarborMaximum 99 persons allowed
(base trip price includes 1 guest)
Destin Dinner Cruise: Sunset, Seafood and Smiles on the Harbor2 Hours 30 mins
Destin Dinner Cruise: Sunset, Seafood and Smiles on the Harbor6:00 PM
$112

Evening Trip

Destin Dinner Cruise: Sunset, Seafood and Smiles on the HarborMaximum 99 persons allowed
(base trip price includes 1 guest)
Destin Dinner Cruise: Sunset, Seafood and Smiles on the Harbor2 Hours 30 mins
Destin Dinner Cruise: Sunset, Seafood and Smiles on the Harbor6:00 PM
$56

Evening Trip

Destin Dinner Cruise: Sunset, Seafood and Smiles on the HarborMaximum 99 persons allowed
(base trip price includes 1 guest)
Destin Dinner Cruise: Sunset, Seafood and Smiles on the Harbor2 Hours 30 mins
Destin Dinner Cruise: Sunset, Seafood and Smiles on the Harbor6:00 PM
$112

Evening Trip

Destin Dinner Cruise: Sunset, Seafood and Smiles on the HarborMaximum 99 persons allowed
(base trip price includes 1 guest)
Destin Dinner Cruise: Sunset, Seafood and Smiles on the Harbor2 Hours 30 mins
Destin Dinner Cruise: Sunset, Seafood and Smiles on the Harbor6:00 PM
$56

Evening Trip

Destin Dinner Cruise: Sunset, Seafood and Smiles on the HarborMaximum 99 persons allowed
(base trip price includes 1 guest)
Destin Dinner Cruise: Sunset, Seafood and Smiles on the Harbor2 Hours 30 mins
Destin Dinner Cruise: Sunset, Seafood and Smiles on the Harbor6:00 PM
$21

Pick Your Date

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Guides Available:

Chuck Highers

Chuck Highers

Karaoke on the Water: Destin’s Floating Stage of Fun
Best Price Guarantee
Karaoke on the Water: Destin’s Floating Stage of FunTop-Rated
Karaoke on the Water: Destin’s Floating Stage of FunInstant Booking
Karaoke on the Water: Destin’s Floating Stage of FunShared Trip
Karaoke on the Water: Destin’s Floating Stage of FunCruises - Cruise
Karaoke on the Water: Destin’s Floating Stage of Fun

Happy Life Cruises65'East Bay Boat Works Paddle

Karaoke on the Water: Destin’s Floating Stage of Fun

Sing, Sip & Shine Under the Sunset

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!

Evening Trip

Karaoke on the Water: Destin’s Floating Stage of FunMaximum 99 persons allowed
(base trip price includes 1 guest)
Karaoke on the Water: Destin’s Floating Stage of Fun3 Hours
Karaoke on the Water: Destin’s Floating Stage of Fun6:00 PM
$20

Evening Trip

Karaoke on the Water: Destin’s Floating Stage of FunMaximum 99 persons allowed
(base trip price includes 1 guest)
Karaoke on the Water: Destin’s Floating Stage of Fun3 Hours
Karaoke on the Water: Destin’s Floating Stage of Fun6:00 PM
$15

Evening Trip

Karaoke on the Water: Destin’s Floating Stage of FunMaximum 99 persons allowed
(base trip price includes 1 guest)
Karaoke on the Water: Destin’s Floating Stage of Fun3 Hours
Karaoke on the Water: Destin’s Floating Stage of Fun6:00 PM
$10

Pick Your Date

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Guides Available:

Chuck Highers

Chuck Highers

Dinner To Die For: The Ultimate Murder Mystery Cruise in Destin
Dinner To Die For: The Ultimate Murder Mystery Cruise in DestinTop-Rated
Dinner To Die For: The Ultimate Murder Mystery Cruise in DestinInstant Booking
Dinner To Die For: The Ultimate Murder Mystery Cruise in DestinShared Trip
Dinner To Die For: The Ultimate Murder Mystery Cruise in DestinCruises - Cruise
Dinner To Die For: The Ultimate Murder Mystery Cruise in Destin

Happy Life Cruises65'East Bay Boat Works Paddle

Dinner To Die For: The Ultimate Murder Mystery Cruise in Destin

A Killer Dinner with a Twist of Comedy and Clues

Get ready for a night of food, fun, and mystery aboard Happy Life Cruises with our Murder Mystery Dinner Cruise in Destin Florida! Step into the world of “Dinner To Die For,” where chefs, suspects, and surprises collide on the open water. Enjoy a three-course dinner cruise Destin FL style, paired with laughter, live improv, and an interactive whodunit that keeps you guessing until dessert. With hilarious performances, unforgettable characters, and waterfront views, this Destin dinner cruise is the most entertaining night on the Gulf.

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!

Evening Trip

Dinner To Die For: The Ultimate Murder Mystery Cruise in DestinMaximum 99 persons allowed
(base trip price includes 1 guest)
Dinner To Die For: The Ultimate Murder Mystery Cruise in Destin2 Hours 30 mins
Dinner To Die For: The Ultimate Murder Mystery Cruise in Destin6:00 PM
$124

Evening Trip

Dinner To Die For: The Ultimate Murder Mystery Cruise in DestinMaximum 99 persons allowed
(base trip price includes 1 guest)
Dinner To Die For: The Ultimate Murder Mystery Cruise in Destin2 Hours 30 mins
Dinner To Die For: The Ultimate Murder Mystery Cruise in Destin6:00 PM
$55

Evening Trip

Dinner To Die For: The Ultimate Murder Mystery Cruise in DestinMaximum 99 persons allowed
(base trip price includes 1 guest)
Dinner To Die For: The Ultimate Murder Mystery Cruise in Destin2 Hours 30 mins
Dinner To Die For: The Ultimate Murder Mystery Cruise in Destin6:00 PM
$124

Evening Trip

Dinner To Die For: The Ultimate Murder Mystery Cruise in DestinMaximum 99 persons allowed
(base trip price includes 1 guest)
Dinner To Die For: The Ultimate Murder Mystery Cruise in Destin2 Hours 30 mins
Dinner To Die For: The Ultimate Murder Mystery Cruise in Destin6:00 PM
$61

Evening Trip

Dinner To Die For: The Ultimate Murder Mystery Cruise in DestinMaximum 99 persons allowed
(base trip price includes 1 guest)
Dinner To Die For: The Ultimate Murder Mystery Cruise in Destin2 Hours 30 mins
Dinner To Die For: The Ultimate Murder Mystery Cruise in Destin6:00 PM
$62

Evening Trip

Dinner To Die For: The Ultimate Murder Mystery Cruise in DestinMaximum 99 persons allowed
(base trip price includes 1 guest)
Dinner To Die For: The Ultimate Murder Mystery Cruise in Destin2 Hours 30 mins
Dinner To Die For: The Ultimate Murder Mystery Cruise in Destin6:00 PM
$21

Evening Trip

Dinner To Die For: The Ultimate Murder Mystery Cruise in DestinMaximum 99 persons allowed
(base trip price includes 1 guest)
Dinner To Die For: The Ultimate Murder Mystery Cruise in Destin2 Hours 30 mins
Dinner To Die For: The Ultimate Murder Mystery Cruise in Destin6:00 PM
$45

Pick Your Date

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Guides Available:

Chuck Highers

Chuck Highers

Upcoming Availability

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Navigating Your Experience

Chuck Highers

Chuck Highers

Starting At
star rating 5
2 Reviews

$10

Trip Available

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Reviews & Ratings

Insights from Satisfied Guests

5

Guide Rating
2 People Left Rating

2

Total Reviews
Last Review:

September 1, 2025

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C
Cole

June 26, 2025

This is a great dinner cruise! Friendly and professional crew and great entertainment on board! An enjoyable night for friends and family! 🙂

Trip taken June 26, 2025

R
Rachel

September 1, 2025

bartenders, and captain were incredibly nice and accommodating of all our requests. We had multiple vendors working to make this party come together that required multiple onsite visits. Chuck and Charlie were gracious at every turn. Thank you so much for a wonderful party! We cannot wait for another voyage on Happy Life! ❤️⚓️

Trip taken September 1, 2025

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