Big Island · WAIKOLOA SUNSET & COCKTAIL SAILS
13 reviewed
The good waikoloa sunset & cocktail sails fill up fast on the Big Island. Here are the 13 best, with current prices and what sets each one apart, so you can lock in a spot before the calendar closes.
Waikoloa Big Island sunset catamaran with premium bar, lava coast views, sea turtle chances, and a green-flash moment at Anaehoʻomalu Bay.
“Enjoyable experience. The crew was fabulous. My only complaint there was an overcast and we couldn't see the sunset”
Kona Signature Catamaran Sunset Sail: a 90-minute Kona coastline cruise with open-air views, premium drinks, snacks, and wildlife spotting.
“Read email they send to tell you where to meet, coordinates are helpful. We met Captain Michael and crew: John and Caesar. They were kind and helpful especially without our sea legs. We sat and were served drinks and a surprise meal. We saw dolphins and a beautiful sunset. A memorable part of our trip.”
Waikoloa sunset catamaran from Anaeho‘omalu Bay with full premium bar, island snacks, Mauna Kea and Hualālai views, and possible whales.
“It was such an awesome trip with many added bonuses not advertised!”
Cruise the Kohala Coast at sunset on a catamaran with unlimited drinks, pupu snacks, and time to watch the horizon go dark.
“This was our second time sailing with PHSCC and enjoyed it better this second time as the sunset is amazing and ride is fun.”
Sunset whale watching on a sailing catamaran off Kohala Coast with open bar, snacks, naturalist talk, and hydrophone whale songs.
“Meeting great people. Crew very friendly & acomadating. Also celebrating our 61 wedding anniversary Beautiful sunset also saw several whales. Made it the best!”
Sail the Kona coast on the Honi Olani catamaran with premium drinks, big ocean views, and real odds of dolphins on a 1.5-hour cruise.
“We love our afternoon sail up the coast. Of course we would have loved more wind but Keith did the best he could do. We only had 7 passengers so it felt like a private sail.”
Private sunset cruise and manta ray night snorkeling in Kona with a know-your-water captain, included gear, snacks, and soft drinks.
“Fabulous experience! Book with this private tour if you can. We had a group of 6 family and so it was the same price for this priva te tour as it would be for a group one and it was absolutely the best choice. Our boat captain took us out for a beautiful sunset view and took pictures for us (no extra charge like with some other tours we have taken). He sent us ones he had taken of us afterwards and was happy to take pictures with our camera also. He has a fast boat which was a fun ride out to the area. It was easy to find…”
Sunset cigar lounge high above the Pacific on Hawaii’s Big Island, with liquor pairings, heiau stops, and big views near Hawi.
“Maybe the BEST smoking experience I have ever had in my life! Our host, Richard, has a gift for engaging and sincere conversation. Can’t wait to do it again.”
Join a 1.5-hour tradewind catamaran sail from Waikoloa, cruising the Kohala Coast on Spirit of Aloha with drinks and marine-life spotting.
“It was a fun and relaxing time with a great crew and captain! Perfect day for sailing and beautiful scenery. Next time we would like to try their snorkeling adventure.”
Spirit of Aloha 90-minute Kona sunset sail with premium bar, island snacks, cocktails, and ocean views from deck.
“Luke was a wonderful tour guide, we had a lovely time!”
A relaxed 1.5-hour sunset cruise from Kawaihae with cold non-alcoholic drinks, shaded seating, and big volcano views across the Big Island.
“This trip was so fun and we were well taken care of. We set sail off the beach and were served with drinks and snacks galore as we rode up the coast line towards sunset. The ride was relaxing and not bumpy! Must do!”
A 2.5-hour super-raft sunset cruise from Kailua-Kona with dinner, soft drinks, and guided coastal narration in a small group.
“The whale watching experience was amazing! We saw 12 whales and a baby. Crew Captain Lauren, Chris, and Kenna were great! Highly recommend this company!”
90-minute Kona Coast catamaran sail with shaded seating, live crew talk, and a full premium bar for cocktails, beer, wine, and more.
“great afternoon. staff was friendly, good hosts. beautiful, relaxing time”
