Waikiki Beach
Holokai checks in at the OUTRIGGER Reef. Ke Kai boards near Duke’s Waikiki. Expect to walk across sand and possibly through shallow water.
Map the OUTRIGGER Reef
Waikiki Sunset Cruise
Step aboard from the beach, sail with an open bar, or bring your own drinks on a smaller catamaran.
Best overall
Moana Catamaran Sunset Cocktail Sail
Spend two hours sailing past the Waikiki skyline and Diamond Head on a 55-foot catamaran. It has the most reviews of our picks, and the first drink is included.
- 2 hours
- Kewalo Basin
- First drink included
Additional drinks are available for purchase on the standard Viator option.
Check availability on ViatorCheck-in and booking details
- Check-in
- Meet at Slip D108. See the harbor map and street address below.
- Getting there
- Harbor parking is limited. Allow extra time to find the slip.
Beach boarding
Ke Kai Beach Sunset Sail
Walk straight from Waikiki Beach onto a lively yellow catamaran. Choose this sail if you want music, drinks, and a departure right by the hotels.
- 90 minutes
- Boards at Duke’s
- Drinks included
Adults 21+ with photo ID can get up to three beers or mai tais. Soft drinks are included.
Check availability on ViatorCheck-in and booking details
- Check-in
- Go to the beach in front of Duke’s Waikiki, 2335 Kalākaua Avenue.
- Drinks
- The operator lists unlimited soft drinks and up to three beers or mai tais for guests 21+ with valid photo ID. Confirm the inclusions on Viator.
- Before you go
- Wear clothes that can get wet. The operator requires a ticket for every guest, including infants.
Beach boarding. You board from the sand and may need to wade through shallow water. Your feet and clothes may get wet.
Open bar
Holokai Sunset Sail
Settle in for a sunset sail with a full open bar and beach boarding. It’s an easy choice if you’re staying near the OUTRIGGER Reef.
- 90 minutes
- Beach boarding
- Friday 21+
The open bar includes beer, wine, cocktails, and nonalcoholic drinks.
Check availability on ViatorCheck-in and booking details
- Check-in
- Meet at the OUTRIGGER Reef Waikiki Beach Resort. Allow for a 5–10 minute guided walk to the beach boarding point.
- Open bar
- Beer, wine, cocktails, and nonalcoholic drinks are included.
- Age rules
- Friday departures are 21+. The operator welcomes all ages Saturday through Thursday.
Open bar. The ticket includes drinks from the onboard bar. Check which drinks are covered before you book.
BYOB
Kahala Kai Catamaran
Bring a favorite drink and enjoy appetizers on a smaller-group sail. This is the pick for a longer evening on the water.
- 2 hours
- Kewalo Basin
- Appetizers included
Guests 21+ may bring alcohol. Nonalcoholic drinks are included.
Check availability on ViatorCheck-in and booking details
- Check-in
- Meet at Pier A, Slip 0. See the harbor map and street address. The Viator listing asks guests to arrive 15 minutes early.
- Food & drinks
- Appetizers and nonalcoholic drinks are included. Guests 21+ can bring their own alcohol.
- Best for
- A smaller group and two hours on the water.
BYOB. Bring your own beverages. If you plan to bring alcohol, check the operator’s age and container rules.
Where to board
The boat may sail past Waikiki even when it leaves from a harbor. Choose a departure that works for where you’re staying.
Ala Wai Boat Harbor
A useful starting point from western Waikiki, near Prince Waikiki and the Ilikai. Pink Sails lists a meeting point at the west end of Holomoana Street.
Map Ala Wai Boat HarborKewalo Basin Harbor
Moana checks in at 1125 Ala Moana Boulevard, Slip D108. Kahala Kai checks in at 1025 on the same street, Pier A, Slip 0.
Open harbor mapSunset cruise FAQ
Can kids join a sunset cruise?
Ke Kai welcomes children and requires a ticket for every guest, including infants. Holokai’s Friday sail is 21+. Check the rules for your selected departure.
Do any of these cruises include dinner?
The featured sails focus on drinks or light bites. For a full meal, book a dedicated dinner cruise or plan dinner after your sail.
How early should I arrive?
Follow the check-in time on your voucher. Leave extra time for parking, waivers, and finding your slip or beach check-in point.
Which trip should I book for Friday fireworks?
Choose a departure specifically timed for the show. The Friday night fireworks guide compares cruises and free viewing spots.
Ratings and review counts are snapshots from the linked Viator listings, which combine Viator and Tripadvisor reviews. Booking details can change.