Waikiki Sunset Cruise with Open Bar: Barefoot Beach Boarding
Sip cocktails as the sun dips, with uninterrupted ocean views all around.
A sunset cruise on Oahu's Holokai Catamaran departs directly from Waikiki Beach with a fully stocked open bar, no harbor transfers, and a 1.5-hour sail timed to catch the golden hour. Beer, wine, cocktails and motion sickness aid are included; parking validation covers four hours at Embassy Suites valet. Friday sails are adults 21+ only; Saturday through Thursday welcome all ages, with discounted rates for children 4–12 and infants sailing free.
The Experience
The 45-foot catamaran boards barefoot straight from the beach at The Outrigger Reef Waikiki—no bus, no shuttle, no waiting at a harbor dock. Check in 30 minutes before departure, then walk onto the sand and step aboard. The boat holds enough people to feel like a real crowd without the packed-in feeling of a tour bus, and the near 360-degree views mean you're not crammed against one rail.
Once you're out on the water, the bar runs the whole sail: beer, wine, cocktails, and non-alcoholic options flow freely. The timing shifts with the season—5:00 PM October through February, 5:30 PM March through September—so you're always catching the light at its best. Fridays are strictly 21+ only; every other day families come along, and kids 4–12 get a reduced rate while infants sail free. The sail runs 90 minutes, long enough to feel like a real escape but short enough to fit into an evening without eating your whole night.
Parking validation covers four hours at Embassy Suites valet for $15, and you'll need easily removable footwear for the barefoot boarding—slip-ons or sandals work best. An online waiver is required 24 hours before you arrive, and on Fridays a valid ID is checked at the gate. The boat includes dry storage for bags and a motion sickness aid if the ocean decides to pitch.
What’s included
- Fully stocked open bar with beer, wine, cocktails and non-alcoholic drinks.
- 90-minute sunset sail on the Holokai Catamaran.
- barefoot beach boarding with no harbor shuttle.
- parking validation at Embassy Suites valet ($15 for 4 hours).
- motion sickness aid.
- dry storage for bags.
Operated by Holokai Catamaran
Is this one for you?This is a social sail built for groups and solo travelers who want to mingle in a fun crowd—not a private charter or a quiet family outing. Friday nights are adults only; if you're bringing kids or want a mixed-age group, book Saturday through Thursday instead.
Traveler reviews
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Waikiki Sunset Cruise with Open Bar: Barefoot Beach Boarding★ 4.75 (605)1h 30mUS$ 85
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What time does the Waikiki sunset cruise leave, and how long is the sail?
The Holokai Catamaran departs at 5:00 PM from October through February and 5:30 PM from March through September. The sail runs 90 minutes total, from boarding through return to Waikiki Beach.
Can I bring my kids on the Friday night sail?
Friday sails are strictly for adults 21+ only. Saturday through Thursday welcome all ages, with children 4–12 sailing at a discounted rate and infants sailing free. Guests 17 and younger must be accompanied by a parent or guardian over 18 on all other days.
Where exactly do we board, and is there parking?
You board directly from Waikiki Beach at The Outrigger Reef Waikiki Beach Resort (2169 Kalia Rd)—no harbor transfer needed. Parking validation is included for Embassy Suites valet, covering four hours for $15.
What drinks are included in the open bar?
The fully stocked open bar includes beer, wine, cocktails, and non-alcoholic options throughout the 90-minute sail—all included in your ticket price.
Do I need to prepare anything before I arrive?
Complete an online waiver 24 hours before arrival. Wear easily removable footwear like slip-ons or sandals for barefoot boarding. On Fridays, bring a valid ID to confirm you're 21+.
Is this cruise rough, or will I get seasick?
Motion sickness aid is included on board. The catamaran is 45 feet with a stable design, and the sail runs only 90 minutes. The boat is suitable for all physical fitness levels, though it's not recommended for travelers with spinal injuries or poor cardiovascular health.
Waikiki Sunset Cruise with Open Bar: Barefoot Beach Boarding
1h 30m
from US$ 85 per person
★★★★★★★★★★4.75605 reviews






