The 15 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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5.60 Minute Couples Massage

★★★★★★★★★★5.0 · 25 reviews · 1 hour (approx.)

Share a private 60-minute massage at Hawaii Natural Therapy in Honolulu. Choose from available massage styles, relax with a partner, friend, or family member, and finish with water and grapes. Akiko and Isaiah are among the therapists praised for attentive care.

“Wow wow awesome massage my husband and I did the couples 60 minute the massuses were fabulous, friendly staff definitely recommended”

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6.Waikiki private Day Tour and Sunset sail for couples

★★★★★★★★★★5.0 · 17 reviews · 2 hours (approx.)

Set out from Ala Wai Boat Harbor with Captain Tony for a private two-hour sail along Waikiki. You’ll pass Magic Island, Ala Moana Beach Park, and Diamond Head, with time for photos, conversation, music, and a sunset over Honolulu.

“Amazing experience! The sailing boat was a fantastic experience to sightsee Diamond Head, Waikiki area, and the open ocean. Captain Tony is extremely friendly and will put you on good spots to check out on the island. Highly recommend!!”

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7.90 Minute Couples Massage

★★★★★★★★★★5.0 · 14 reviews · 1 hour 30 minutes (approx.) · from $310

Book a private 90-minute couples massage at Hawaii Natural Therapy in Honolulu. You and your partner receive separate therapists, with a choice of massage styles and enhancements. Paul is one named therapist, and the clinic offers free cancellation up to 24 hours before your appointment.

“We had a wonderful experience. We left relaxed and happy! Paul was excellent in taking care of me and the young lady taking care of my friend was excellent as well. Thanks!”

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8.Honolulu Honeymoon Airport Lei Greeting

★★★★★★★★★★4.6 · 12 reviews · 20 min

Meet your English-speaking greeter at Honolulu Airport for a private 20-minute lei welcome. Choose a special lei for each person, follow flight updates, and receive a personalized sign at baggage claim. Transportation is not included.

“We walked around the gate looking for our delivery while other companies had their representatives their delivering for their customers. We left and went to baggage when we received a phone call looking to see if they could meet us at baggage. Instead of apologizing for ruining the surprise for my new wife, they tried to blame it on the flight being early when it was not!!!”

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9.Hawaii Wedding – Aloha Beach Wedding and Photo Session

★★★★★★★★★★5.0 · 12 reviews · 1 hour 20 minutes to 1 hour 30 minutes (approx.)

You’ll marry or renew vows at Waialae Beach Park with a minister, coordinator, flowers, accessories, a keepsake certificate, and 15 minutes of photography. Cindy and Jennifer may help with the details, while round-trip Waikiki pickup keeps the day simple. A $30 marriage-license application is extra for legal weddings.

“Cindy, Jennifer and the team were great from start to finish! Excellent communication, very professional and kind. The photographer was easy to work with and we love our photos. Overall, they made our beach ceremony in Hawaii very memorable and we appreciate the service!”

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10.Private Off-Road Sunset Dinner

★★★★★★★★★★5.0 · 10 reviews · 2 hours (approx.) · from $257

At Gunstock Ranch, your private party rides off road through Oahu’s countryside at sunset. Guides such as Taylor, Beth, or Hannah may point out farm history, filming sites, cows, and fruit trees before setting up a catered dinner beside the campfire.

“Everything about this outing was totally AWESOME. Hannah is GREAT and knowledgeable about the areas she took us too. The dinner was EXCELLENT!!! Very impressed with how everything was ready and set up for us. The birthday girl was in awe of everything!!!!! I would definitely do another tour/outing here. Both girls had their first experiences of a lot of things they never did as a kid and it was great seeing the smiles on their faces. A MEMORABLE EXPERIENCE!!!!”

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11.Honeymoon Airport Lei Greeting on Honolulu Oahu

★★★★★★★★★★5.0 · 9 reviews · 15 minutes (approx.)

Meet a Hawaii Flower Lei greeter inside Daniel K. Inouye International Airport. You’ll receive two fresh leis, usually hand-prepared for your arrival, then get help finding baggage claim, the Wiki Wiki Shuttle, or your next airport stop. The service lasts about 15 minutes and also works for Honolulu connections.

“The lei service is worth every penny. They called before I arrived to make sure they had our proper flight to meet us in baggage claim. Jonny was great and friendly. Provided some recommendations on things to do in Oahu. The lei's were fresh and beautiful. I highly recommend this greeting.”

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12.Exclusive Private Romantic Flight

★★★★★★★★★★5.0 · 2 reviews · 1 hour

Share a one-hour private helicopter flight for up to three people, with 45 minutes of aerial sightseeing and a 15-minute landing in a private Windward Coast valley. Expect Waikiki, Diamond Head, Hanauma Bay, Sacred Falls, chocolates, champagne, leis, and live English commentary. Doors-off flights may be available with weight rules.

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13.Romantic Stargazing Show in Ko Olina

★★★★★★★★★★5.0 · 2 reviews · 1 hour (approx.) · from $49Best value

Meet NASA Ambassador Greg McCartney at the Four Seasons Oahu in Ko Olina for a one-hour evening star show. Learn Polynesian navigation, Hawaii’s star lines, cultural stories, and recent space discoveries from an ocean lawn or rooftop tennis court.

“We tried over two nights, but Hawaii clouds did not comply. Tour director was professional and concerned, and wanted to make sure we had best experience so they refunded our event. Will try again on our next visit!”

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14.90 Minute Couples Massage

★★★★★★★★★★5.0 · 2 reviews · 1 hour 30 minutes (approx.) · from $410

Share a 90-minute massage at Hawaii Natural Therapy in Honolulu. Choose from 10 styles, including Lomilomi, Swedish, sports, pregnancy, and reflexology. Your treatment includes hot stones, towels, water, grapes, and Kopari coconut products. Mina is one named therapist.

“I just had a 90 min deep tissue massage with Mina and she was great. She knew what she was doing. Definitely check out this place if you are in Oahu.”

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15.Waikiki Couples Snorkel Retreat

★★★★★★★★★★5.0 · 2 reviews · 2 hours (approx.) · from $214

Join MANA Cruises + Charters for a two-hour, couples-only yacht outing from Ala Wai Boat Harbor. With no more than three couples aboard, you’ll cruise near Diamond Head, snorkel over Hawaiian reefs, watch for turtles and dolphins, then relax with fruit, snacks, Mai Tais, bubbles, and other drinks.

“The crew was amazing, knowledgeable, attentive and fun and the boat was very nice with lots of room to lounge. One of the best days of our trip!”

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