Sunset Cocktail Sails | Book Big Island Tours, Activities & Things to Do with HawaiiActivities.com
Top 10 Best Things to Do Big Island

Sunset Cocktail Sails

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Set sail along the Kona and Waikoloa coastline for the perfect sunset views on a popular Big Island sunset cruise. Sit back and relax on smooth sailing catamarans, and enjoy delicious tropical cocktails, wine, beer, and more, on the best Kona and Waikoloa booze cruises. Whether you are looking for a romantic Hawaiian evening, or a fun-filled night with family and friends, choose from top sunset sails with expert local crew members on the Spirit of Aloha, Hawaii Nautical, Body Glove, and more!
Your Guide to Sunset Cocktail Cruises on the Big Island
As the sun dips below the horizon, relax on board a sailing catamaran, and get ready to have the best evening in Hawaii. While you can see the sunset from the beach or the balcony of your hotel, there is no better way to enjoy the sunset on the Big Island than on a sunset cocktail cruise from Kona or Waikoloa. Watch as the sky turns into a stunning picture perfect painting of colors, and once the sun goes down, keep your eyes out for the elusive "green flash". Take your pick from a variety of different drinks, and some boats even offer delicious appetizers, and have the best Big Island sunset experience with a cocktail cruise.

What to Expect & Know Before You Go
  • Although the Big Island of Hawaii is normally quite warm year round, it can get a bit chilly on sunset cruises once the sun has set. You will want to bring a light jacket or sweater with you in case you need it.
  • Some boats are considered "barefoot" and your shoes will be collected at the time of boarding, and it is always recommended that if you do wear shoes on a boat, that you choose footwear that is flat or with low heels. You never know when the ocean will get a little bumpy!
  • While there is no dress code, many guests use this opportunity to wear aloha attire and outfits with fun island prints on Big Island sails and cruises. Casual resort attire is also a great option to wear on a sunset cruise.
  • There are plenty of restaurants around many of the cruise departure locations, and you can plan on having dinner before or after your Big Island cocktail cruise.
  • Sunset cruises on sailing catamarans will usually have a lounging net where you can sit and relax during the cruise. This area is considered a "splash zone" so please be aware that you might get wet when seated on the net.
  • Hold on tight! When you are cruising, keep on hand on the boat at all times to make sure you don’t slip and fall.
  • It is customary to give the captain and crew a gratuity if you feel they did an excellent job, and cash tips are always appreciated.

How to Get to Your Big Island Sunset Cocktail Cruise
Big Island cocktail cruises on depart from both Kailua-Kona and Waikoloa, and depending on where you are staying on the island, the check-in location could be anywhere from a brisk walk from your hotel to over an hour long drive.

Since the sunset cruises on the Big Island do not offer transportation, you will want to have a rental care available to drive, or choose an option that departs within walking distance or a reasonable ride share or taxi ride.



Frequently Asked Questions
Q: How long is the sunset cruise on Big Island?
A: Most Hawaii sunset cocktail cruises range from one to two hours in duration.

Q: What kind of drinks are served on Kona and Waikoloa sunset cruises?
A: Although the exact drinks served will vary depending on the boat, each cruise will often serve a variety of drinks like mai tais, pina coladas, margaritas, beer, wine, and signature cocktails as well.

Q: Are Big Island sunset cruises family-friendly?
A: All of the cruises are family-friendly and welcome guests of all ages.

Q: Is food served on board a Big Island sunset cruise?
A: Some of the Big Island cruises will serve appetizers or snacks, and there are also a number of different restaurants available around the departure areas so you can always eat before or after the cruise

Q: How much should you tip on a sunset cruise on the Big Island?
A: It is customary to give 20% of your tour total to the captain and crew. If your total was $100, $20 to the crew is a good amount.

Q: What is the most affordable Big Island sunset cruise
A: All of the sunset cocktail sails from Kailua-Kona and Waikoloa are similar in price, and should fit into almost any Hawaiian holiday budget.

Q: What is the best cruise on the Big Island?
A: HawaiiActivities.com offers the best Big Island sunset cruises in Hawaii, and each one we offered has been hand selected by our staff of local experts.

Top-Rated Activities for Big Island

Latest reviews of Sunset Cocktail Sails

Kohala Sunset Whale Watching Cruise with Open Bar - Ocean Sports [Dec - Mar]

Awesome whale watching adventure

2024/03/03 Couples Lava Lava Girl

We were very lucky to sail on a lovely evening with lots of whales surrounding us and they were quite active. The crew were great, we enjoyed the snacks and drinks. It was just about perfect, loved the boat, could have ... more

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Kailua-Kona Sunset Cocktail with Free Drinks - Honi Olani Catamaran

Memories were made

2024/02/05 Friends Aisha

Booked this with a group of six, and to our surprise, we got a last-minute upgrade apparently due to the cruise being overbooked: Our own private yacht with cocktails, beer, and dinner. We were greeted and wonderfully ta... more

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Kona Sunset Dinner Cruise to Kealakekua Bay with Live Entertainment | Body Glove

Had an amazing evening.

2023/10/01 Couples Kara

Really enjoyed the dinner, we were nervous but it was soooo delicious!!

Kona Sunset Dinner Cruise to Kealakekua Bay with Live Entertainment | Body Glove

Totally Entertaining

2023/09/17 Couples tmessall@msn.com

Staff was terrific at all levels; dock staff, wait staff, bar tenders, historian, musician, & Captain. Everyone was upbeat, personable, courteous, professional, and entertaining.
Food was excellent and the drinks were... more

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Spirit of Aloha Waikoloa Sunset Cruise with FREE Cocktails - Hawaii Nautical

Sunset Cruise A’Bay

2023/08/24 Couples Howard

The trip was great. Nice being out on the ocean. Catamaran felt safe. Captain and crew were friendly and competent. Lots to drink plus snacks. Always a beautiful sunset. Highly recommended. Would do it again. Mahalo!

Spirit of Aloha Waikoloa Sunset Cruise with FREE Cocktails - Hawaii Nautical

Highly recommend!

2023/06/03 Families with Young Children Anita

We had a wonderful time on the sunset cruise. We had a one year old and three year old with us, and the whole family had a great time. The crew was amazing, the boat was clean, and the drinks were strong. My husband usua... more

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Sunset Cocktail Sails | Book Big Island Tours, Activities & Things to Do with HawaiiActivities.com
Set sail along the Kona and Waikoloa coastline for the perfect sunset views on a popular Big Island sunset cruise. Sit back and relax on smooth sailing catamarans, and enjoy delicious tropical cocktails, wine, beer, and more, on the best Kona and Waikoloa booze cruises. Whether you are looking for a romantic Hawaiian evening, or a fun-filled night with family and friends, choose from top sunset sails with expert local crew members on the Spirit of Aloha, Hawaii Nautical, Body Glove, and more!