The 4 Best Romantic Experiences in Oahu

1.Three Star Deluxe Sunset Dinner Cruise and Show

★★★★★★★★★★4.5 · 1,204 reviews · 2 hours (approx.) · from $193Our pick

Sail from Honolulu’s Pier 81 aboard the Star of Honolulu for a two-hour sunset cruise with a five-course dinner, lobster or steak, live Hawaiian and jazz music, and a Polynesian-style show. You’ll see Diamond Head from the water, explore four decks, and may add hotel pickup or Friday fireworks.

“Wonderful experience with excellent food and entertainment throughout the evening. Highly recommend!”

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2.Sunset Dinner Cruise in Honolulu, Hawaii

★★★★★★★★★★4.0 · 1,023 reviews · 2 hours (approx.)

Spend about two hours offshore with views of Waikiki Beach and Diamond Head Lighthouse, then watch Honolulu light up after sunset. Prince Kuhio Tours serves a fresh onboard dinner with beef short ribs or mahi-mahi, soft music, nonalcoholic drinks, and BYOB cocktails. Confirm operations before booking.

“Very friendly hosts, the food was yummy especially the cheesecake. Had a wonderful time meeting people from all over the States!”

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3.Nova Five Star Sunset Dinner and Jazz

★★★★★★★★★★4.5 · 175 reviews · 3 hours (approx.) · from $236

Board the Star of Honolulu at Aloha Tower for a polished three-hour sunset cruise with a private table, five-course Maine lobster and USDA Prime tenderloin dinner, champagne toast, two premium drinks, live jazz, and Waikiki views. Friday sailings add fireworks.

“This dinner cruise exceeded our expectations and was an overall great experience. Would highly recommend. We did the premium service and were seated on the top deck. Beautiful dining area with amazing views of Waikiki. Food was worth the money, just wanted a bit more lobster. Entertainment was excellent with live piano, great singer and host and ending with a saxophone player. We did the Friday night experience with amazing views of a sunset and Fireworks show from Hilton. Our waiter and all the people working on the boat were very nice and smiling and wanting to make your experience memorable. They were very organized checking you in as well…”

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4.Private Sunset Dinner Horseback Ride

★★★★★★★★★★5.0 · 32 reviews · 2 hours (approx.) · from $312Top rated

At Gunstock Ranch, you’ll ride privately with a wrangler through Oahu’s North Shore countryside before settling at a lookout for a warm locally catered dinner. Guides such as Louis, Alanna, Mateo, and Beth add island and ranch stories. Expect a two-hour, family-friendly outing with campfire s’mores and strong sunset photo opportunities.

“Cooper, Scooby, and Grimley were all amazing! Magical evening with a wonderful view for dinner. Highly recommended the private tour!!!!”

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