Category Catamaran & Sailing Cruises

Oahu · CATAMARAN & SAILING CRUISES

The 15 Best Catamaran & Sailing Cruises off Waikiki

54 reviewed

A catamaran off Waikiki is the easy win of an Oahu trip: turtles by day, mai tais at sunset, Diamond Head sliding past either way. Below are the best sailing and catamaran cruises ranked: which include snorkeling, which are sunset-only, what each costs, and which boats keep the group small.

Oahu’s Waikiki Coast: Moana’s Sunset Cocktail Sail

Oahu's Waikiki Coast: Moana’s Sunset Cocktail Sail - Cocktails and the bar math: is it good value?

1.Oahu’s Waikiki Coast: Moana’s Sunset Cocktail Sail

★★★★★★★★★★5.0 · 2,205 reviews · 2 hours (approx.) · from $89Our pick

A 2-hour Moana Catamaran sunset cocktail sail along Waikiki for dolphins, possible humpback whales, and unforgettable Diamond Head views.

“Do not book this trip thru Viator. Cost less booking on your own. And DO NOT upgrade to VIP tix. A complete waste of money. All you get is on boarding first. But I am giving this cruise a 5 Star rating b/c the crew was outstanding! Very attentive and friendly. We saw whales which was a big plus since there were clouds and no sun this evening. Very relaxing and great views of Diamondhead and the coast line of Waikiki.”

Check availability →Read our full review

Waikiki Catamaran Snorkel Sail with Lunch: Turtles Guaranteed

Waikiki Catamaran Snorkel Sail with Lunch: Turtles Guaranteed - Midday lunch and drinks: what you get beyond the snorkel

Waikiki Turtle Snorkel and Sail on Hawea Catamaran

Waikiki Turtle Snorkel and Sail on Hawea Catamaran - Turtle Canyon Snorkeling: Where the Magic Happens

Oahu Catamaran Snorkel Tour: See Turtles 100% Guaranteed

Oahu Catamaran Snorkel Tour: See Turtles 100% Guaranteed - The catamaran ride: comfort first, then wildlife hunting

Moana’s Waikīkī Grand Guided Turtle Snorkel & Sailing Adventure

Moana’s Waikīkī Grand Guided Turtle Snorkel & Sailing Adventure - Getting to Kewalo Basin Harbor and finding the boat fast

5.Moana’s Waikīkī Grand Guided Turtle Snorkel & Sailing Adventure

★★★★★★★★★★4.5 · 936 reviews · 2 hours 30 minutes (approx.) · from $76

Catamaran turtle snorkel off Waikiki to Turtle Canyon with gear, lifeguard, turtles, and drinks. Family-friendly 2.5-hour tour for $76.49.

“The crew was really accommodating and the boat spacious with a small number of guests. We were able to see turtles and fish and lucked out and saw a monk seal. Also had several dolphins ride the boats bow wake for several minutes. Spectacular!”

Check availability →Read our full review

Waikiki Signature Sunset Catamaran Sail

Waikiki Signature Sunset Catamaran Sail - Price and What You Actually Get for $89.95

6.Waikiki Signature Sunset Catamaran Sail

★★★★★★★★★★4.5 · 890 reviews · 1 hour 30 minutes (approx.) · from $89

Glide from Waikiki to Diamond Head on a 53-foot catamaran for the best kind of sunset: bento bites, two drinks, and lots of ocean time.

“Did the sunset catamaran cruise. Gorgeous boat, clean, comfortable and attentive crew. Boxes charcuterie and free drinks. Loved the experience, would highly recommend”

Check availability →Read our full review

Oahu Catamaran Waikiki Sunset on 40 Foot Catamaran: Food and BYOB

Oahu Catamaran Waikiki Sunset on 40 Foot Catamaran: Food and BYOB - The 2-hour route: Diamond Head first, then Waikiki lights

7.Oahu Catamaran Waikiki Sunset on 40 Foot Catamaran: Food and BYOB

★★★★★★★★★★5.0 · 836 reviews · 2 hours (approx.) · from $44Best value

Waikiki sunset cruise on a 40-foot catamaran with Diamond Head views, complimentary pupus, and BYOB options in a small group.

“Captain Carlos and Lucy were outstanding. The cruise was gorgeous. I would highly recommend. Captain Carlos is one of the only Captains that uses his sail not just the motor.”

Check availability →Read our full review

BYOB Sunset Cruise off the Waikiki Coast

BYOB Sunset Cruise off the Waikiki Coast - Waikiki Coast at Golden Hour: What the First Part of the Cruise Feels Like

8.BYOB Sunset Cruise off the Waikiki Coast

★★★★★★★★★★5.0 · 694 reviews · 1 hour 30 minutes (approx.) · from $44

A 90-minute BYOB sunset cruise along Waikiki and past Diamond Head, with snacks included, small-group comfort, and postcard views from the deck.

“The crew was amazing! Hollace the Captain and Tanner were so much fun to hang out with for a couple hours. BYOB is the way to go if you don’t drink or are not into sugary drinks and WOW the price was phenomenal!! However, our sunset was priceless…. 😂 My one and only complaint was that I was supposed to receive a coupon for a discounted turtle snorkeling adventure, which I never received. I would have booked our snorkeling adventure with this company had it came.”

Check availability →Read our full review

Luxury Catamaran Cruise from Oahu

Luxury Catamaran Cruise from Oahu - Ala Moana Beach Park and the Waikiki coastline: the route’s real value

9.Luxury Catamaran Cruise from Oahu

★★★★★★★★★★4.5 · 682 reviews · 2 hours (approx.)

Fast 2-hour luxury catamaran from Waikiki with dolphins, turtles, and seasonal whales plus sunset food and Friday fireworks options.

“We thought this was a sunset dinner cruise Only one table to sit. No narration of the area, just loud music. Did not care for the food either. The restrooms. Don't use them unless it is absolutely necessary. If you are over 55, think again before going.”

Check availability →Read our full review

Waikiki Deluxe Catamaran Whale Watch

Waikiki Deluxe Catamaran Whale Watch - What you’re really watching for: humpback behavior cues

10.Waikiki Deluxe Catamaran Whale Watch

★★★★★★★★★★4.5 · 638 reviews · 2 hours (approx.) · from $89

A 2-hour Waikiki catamaran whale watch from Kewalo Basin with expert narration, snacks, and a full bar, plus a re-ride if no whales.

“The crew were super nice and competent. The cruise was super fun. They gave us vouchers since we didn’t see any humpbacks during the time out. Would absolutely do again, whales or not.”

Check availability →Read our full review

Ko Olina Catamaran Sail and Snorkel with Lunch

Ko Olina Catamaran Sail and Snorkel with Lunch - The snorkeling stop: gear on, water time, and what to look for

11.Ko Olina Catamaran Sail and Snorkel with Lunch

★★★★★★★★★★5.0 · 630 reviews · 3 hours (approx.) · from $195

Sail a 53-foot catamaran from Ko Olina, snorkel with provided gear, and enjoy lunch plus cocktails for a comfortable 3-hour Oahu outing.

“Wonderful activity. Captain and crew were super warm and welcoming, professional and knowledgeable. We had all ages on the boat and everyone seemed to have a great time. We did this same excursion 3 years ago and we all agreed it was worth a repeat.”

Check availability →Read our full review

Waikiki: Friday Night Fireworks Catamaran Cruise

Waikiki: Friday Night Fireworks Catamaran Cruise - Meeting at Pink Sails Waikiki and the 6:30 pm Start

12.Waikiki: Friday Night Fireworks Catamaran Cruise

★★★★★★★★★★4.5 · 610 reviews · 1 hour 45 minutes (approx.) · from $67

Friday night catamaran cruise from Waikiki with a front-row view of the Hilton fireworks, Diamond Head scenery, and upbeat crew.

“Boat crew was great! Very helpful and gave great information. Boat ride got a little bumpy and the crew was great about giving information to make you feel comfortable. Fireworks show was very underwhelming and disappointing.”

Check availability →Read our full review

Waikiki Sunset Cocktail Sail with Open Bar

Waikiki Sunset Cocktail Sail with Open Bar - Open bar basics: what unlimited drinks are actually like

13.Waikiki Sunset Cocktail Sail with Open Bar

★★★★★★★★★★4.5 · 554 reviews · 1 hour 30 minutes (approx.) · from $84

1.5-hour Waikīkī sunset sail with open bar and Holokai Hooch from Honolulu. Social catamaran cruise plus parking validation.

“We had an amazing time ! The cruise was fun. The alcohol was delicious. Such a great experience. We had a blast!”

Check availability →Read our full review

Sunset Boat Cruise: Swim and Cruise Waikiki

Sunset Boat Cruise: Swim and Cruise Waikiki - Price and what you’re really buying for $47.60

Oahu: Waikiki Glass Bottom Boat Sunset Cruise

Oahu: Waikiki Glass Bottom Boat Sunset Cruise - Slip F21 logistics at 1009 Ala Moana Blvd (how to not waste time)

15.Waikiki Glass Bottom Boat Sunset Cruise

★★★★★★★★★★4.6 · 518 reviews · 1h 30m · from $60

90 minutes on a Waikiki catamaran at sunset with live local narration, Diamond Head views, and a chance at whales and dolphins.

“This was a great late afternoon out on the water overlooking Waikiki. Good value for money and enough time to capture images of the Sunset and the city from an Ocean distance!”

Check availability →Read our full review