Sunset Cocktail Sails | Book Big Island Tours, Activities & Things to Do with HawaiiActivities.com
Most Popular on the 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.
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9 Activities Availability varies by date for all activities.
Join Hawaii Nautical on a 90-minute sunset cruise along the scenic Kohala coastline
Your first 2 drinks are complimentary! After that, beers are $1.00, and wine & cocktails are $2.00
Pick-up Not Provided
Meal Not Provided
Afternoon
Daily
Enjoy an exclusive cruise aboard a 51-foot luxury sailing catamaran yacht for maximum 6 guests
Spacious settings with 4 cabins, 4 restrooms, air conditioning, indoor, outdoor and lounging areas
Pick-up Not Provided
Meal Not Provided
Morning / Afternoon / Evening
Daily
Enjoy a 3-hour sunset dinner cruise aboard Body Glove with live music
Includes Hawaiian-style dinner, live entertainment and one cocktail
Pick-up Not Provided
Meal Provided
Afternoon
3.5 hour(s)
Sun / Tue / Wed / Thu / Fri / Sat Only, Wheelchair accessible
Recently booked 2 times!
Hop on a scenic 2-hour private Big Island BYOB sunset booze cruise for up to 6 guests
Upgrade and enjoy a deluxe experience complete with a catered food menu and champagne
Pick-up Not Provided
Meal Not Provided
Afternoon / Evening
2.5 hour(s)
Daily
Join a relaxing 90-min Sunset Cruise. Sail along the scenic Kona coast and enjoy tropical cocktails
Includes snacks and 2 Drinks. Enjoy Happy Hour Specials! $1 Beers & $2 Cocktails
Pick-up Not Provided
Meal Not Provided
Evening
2 hour(s)
Sun / Mon / Wed / Thu / Fri / Sat Only
Explore the Big Island ocean on a sunset whale watching tour and cocktail cruise
Grab a drink from the open bar, and enjoy a number of different refreshing local beverages
Pick-up Not Provided
Meal Not Provided
Afternoon
2.5 hour(s)
Mon / Wed / Fri / Sat Only
Indulge in dinner & drinks as you watch a Big Island sunset of your dreams aboard a luxurious raft
This 2.5-hour cruise showcases sandy beaches, serene waters, and alluring coves of the Kona coast
Pick-up Not Provided
Meal Provided
Afternoon
3 hour(s)
Mon / Wed / Fri Only
Join Ocean Sports on a fun 2-hour sunset cruise along the scenic Kohala Coast
Special deal! Kids ages 6-12 go for 50%, and kids under 6 sail for FREE
Pick-up Not Provided
Meal Not Provided
Afternoon / Evening
2.5 hour(s)
Mon / Wed / Fri / Sat Only
Go on a 2-hour private Big Island BYOB sunset cruise & fully customizable tour for up to six guests
Upgrade your sunset experience to a premium package which includes champagne and a catered menu
Pick-up Not Provided
Meal Not Provided
Evening
2.5 hour(s)
Daily

Top-Rated Activities for Big Island

Latest reviews of Sunset Cocktail Sails

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

Great time!

2025/04/12 Couples Tammy

Great time, great food, great service! We thoroughly enjoyed our evening cruising down to Captain Cook. The staff was very attentive and friendly. The mean was wonderful. We loved that we could sit back and enjoy the s... more

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

Awesome

2025/04/01 Others Jp

Very chill. Lots of history on trip. Great dinner.

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

Great crew and sunset

2025/03/29 Families with Young Children Haw

Fun experience for the whole family. Great crew, fun drinks and good unexpected food.

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

Gorgeous evening under the Hawaiian sun

2025/02/15 Families Kara

Kona sunsets are awesome, definitely our favorite. We loved that we got a night to just take it in while enjoying the ocean and awesome eats

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

Absolutely the Best Fun

2025/02/12 Couples D&J

The Captain and Crew were amazing and informative. It was such a Great Time. Would so go Again!! A Perfect Evening for it.

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

Unbeatable views

2025/01/14 Couples Kara

The Big Island sunset is stuck in our brain, we wish to be back on the gorgeous Kona waters!

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!