Top Hawaii Romantic Tours

This Maalaea Harbor Sunset Dinner Cruise from Wailuku is perfect for couples or anyone looking to add a beautiful, sunset experience to their trip while in Maui. When booking, choose from multiple dinner options such as prime rib, baby back ribs, and a vegetarian penne pasta. During your cruise, sit back with tableside service and drinks included as your captain and crew take care of the rest and you take in the sunset with island-style music playing in the background.

Sailing off the coast of Maui is fun, but sailing off the coast of Maui at sunset, while enjoying dinner and drinks, is even better. This evening experience gets you out to sea just as the sun is setting, offering epic views paired with delicious food and cocktails, wine, and beer.

Travel Maui’s famous Road to Hana in style, with a luxurious small-group sightseeing tour by limo-van and a thrilling helicopter flight back. Sit back and relax inside your plush limo-van on the way to Hana, stopping at the Hawaiian hamlet of Ke’anae, and at a waterfall for a swim (conditions permitting). Enjoy a beachside lunch before boarding a helicopter for an unforgettable flight above Haleakala Crater and the island’s rugged coast.

Rather than spending the most magical time of day inside a restaurant or hotel, treat yourself to this sunset dinner cruise aboard a catamaran. Enjoy included drinks and watch the sun go down behind the island of Lanai as you cruise along the Lahaina coastline. Then, indulge in a delicious 3-course dinner accompanied by the sounds of a local musician. Depending on the time of year, you might even spot humpback whales.

Start your day in paradise with the perfect light. This mini-tour is designed for those who want incredible photos without a full-day commitment. We pick you up in a Jeep or Mustang and head straight to one of Oahu’s most beautiful "Paradise" beach for a dedicated photo session while the morning sun is soft. Perfect for couples, engagement shots, or solo travelers. PROFESSIONAL PHOTOS LUXURY CONVERTIBLE CARS PRIVATE EXPERIENCE THE BEST UNIQUE LOCATIONS CUSTOM TOURS ON REQUEST

Experience the ultimate Friday night in Waikiki aboard a fireworks cruise! After sunset, get ready for a spectacular show as fireworks light up the city skyline. Sip on premium drinks from the onboard bar and enjoy the illuminated night sky. This party promises unforgettable views and a vibrant atmosphere that will make your evening truly special. Book now and experience an amazing night on the water, surrounded by the magic of fireworks and the beauty of Waikiki.

If you’re looking for a unique, luxurious way to experience a Honolulu sunset, this Oahu dinner and jazz cruise offers an unforgettable evening that's ideal for special occasions. While seated at a comfortable, private table, dine on a 5-course feast featuring cheese and charcuterie, Maine lobster, prime beef tenderloin, and more, all while enjoying premium beverages. You also enjoy the smooth sounds of live jazz along the way.

Discover the vibrant world of dragonfruit and other tropical delights on a guided walking tour at our farm. Learn about the cultivation of various exotic fruits while enjoying breathtaking views of the Pacific Ocean and the majestic West Maui mountains. Complete the tour with a fruit tasting session featuring a locally-grown selection of seasonal fruit like pineapple, dragonfruit, longan, papaya, and/or soursop amongst others. This tour is suitable for all ages and offers an enriching experience into Hawaii’s agricultural heritage. Your tour can also be adjusted to accommodate both strollers and those with mobility challenges. Please feel welcome to add a note or call ahead to secure a golf cart. - Guided walking tour through the Farm - Enjoy a variety of freshly-picked tropical fruits during the tasting - Breathtaking views of the Pacific Ocean and West Maui mountains - All ages welcome with complimentary dragon fruit lemonade included

Experience the magic of Maui from the air aboard this scenic sunset flight. Board your private plane and take to the skies to enjoy unparalleled views of the lush island just as the sun is setting. Get a bird's-eye view of the island's top sights including Nakalele Blowhole, Molokini Crater, Honolua Bay, and several beaches.

Create life-long memories of your trip to Oahu by booking a private photography session in Honolulu. You'll head for a scenic spot, such as Diamond Head, Waikiki Beach, or the Makapuu Lookout, where your photographer will capture memorable moments that will never fade. Afterward, you'll receive a digital selection of beautiful, high-resolution vacation photos.

Experience one of Hawaii’s famous sunsets on a cruise along Waikiki’s coast. Board your vessel and watch the sky change colors as the sun starts to dip below the horizon. While you sail, keep your eyes peeled for dolphins and, from November to May, even humpback whales. You can also enjoy views of Waikiki landmarks including Diamond Head.

Spend the day exploring Oahu on a romantic, private tour of the island’s scenic locations. Visit favorite spots like Koko Head Crater Lookout and Halona Blowhole, or create a custom itinerary with your guide to make sure you don’t miss a thing. Start the day with fresh flower lei and chocolates and enjoy afternoon tea and refreshments throughout the day. The tour can accommodate two - seven passengers so it could work well for a bridal party as well.

Swap the Waikiki crowds on land for a serene 2-hour sunset experience aboard a catamaran. Set sail along the Pacific waters off Oahu as the sun sinks into the ocean and enjoy complimentary pupus (appetizers) while taking in views of Diamond Head and Waikiki as it lights up in the evening.

Experience the magical Hawaiian sunset from the water on this evening catamaran cruise from Anaehoomalu Bay. Set sail along the scenic Waikoloa and Kohala-Kona coastline, sip a glass of wine as you gaze out across the Pacific, then relax on deck as you watch the sunset over the Big Island.

Watch sunset from a boat in Hawaii with this small-group gondola cruise in Waikiki. Climb aboard a gondola in Honolulu and set out on a sightseeing tour along the Ala Wai Harbor and Waikiki’s Grand Canal. Enjoy complimentary flower leis, drinks, and pastries as you admire views of Diamond Head and the Honolulu city lights during the cruise.

Get a different perspective on Waikiki—and explore the underwater world without getting wet—on a glass-bottom boat cruise from Honolulu. Learn about Hawaii past and present from the crew as you venture onto the ocean in search of dolphins, sea turtles, and (during the season) migrating whales.

Take flight on an exclusive, 45-minute private helicopter journey along the renowned Kona Coast, featuring a 20-minute landing at a coffee farm with a mini coffee tasting. Elevate the romantic experience with Hawaiian chocolates or leis. The beautiful surroundings of the Kona Coast offer the perfect backdrop for an unforgettable proposal or romantic celebration. The flight begins over Kaloko Fish Ponds, Kailua Bay, and Ali’i Drive. Then, soar over Magic Sands Beach before marveling at Kealakekua Bay Marine Preserve, home to the Captain Cook Monument. Next, leave the coast to land at a local coffee farm. After your custom coffee experience, the adventure continues with views of the awe-inspiring Ka’upulehu Crater, Hualalai Volcano, and Puu Waawaa Forest Reserve. The tour concludes with a pass over Kiholo Bay and Makalawena Beach. This once in a lifetime flight along the Kona Coast offers a taste of everything that makes Hawai’i special from its volcanic past to its stunning present.

Cruise along the gentle waters of Waikiki Harbor and the Grand Canal aboard a Venetian gondola when you book this relaxing and romantic experience. Climb aboard your gondola with a small group and be treated with a warm "aloha" and a lei. Enjoy views of Diamond Head and Magic Island and feel the gentle Hawaiian breeze while you ride.

Looking for an unforgettable experience that won’t break the bank? Join us aboard Island Magic for the Aloha Hour a scenic, one hour sail offering stunning views of Oʻahu’s world famous coastline. Departing from the Prince Waikiki Hotel and cruising toward iconic Diamond Head, this is the perfect way to unwind with friends or family. Bring your favorite drinks, feel the ocean breeze, and enjoy the laid-back vibes as you take in Waikiki from the water a view few get to see, but everyone should. With IG worthy backdrops, this sail is a must for anyone craving beauty, relaxation, and a true taste of the Aloha spirit all at a price that keeps your wallet happy.

View the Hawaiian sunset from the deck of a luxury catamaran during this all-inclusive cruise from Oahu. Take off from Honolulu, and glide along the coastline from Waikiki toward Diamond Head while enjoying the vibrant colors of the island sunset, an individualized light bento box of appetizers, two alcoholic drinks, and unlimited non-alcoholic drinks.

Realize your dreams of an Hawaiian beach wedding without the expense and hassle. This wedding package is stress-free and significantly less expensive than a traditional wedding, but still includes all Hawaiian wedding needs including location permission for Magic Island, Waialae Beach Park, or Kapiolani Park; minister, flower decoration, pickup service, and wedding coordinator. Ideal for small family weddings, this package is for groups with fewer than 10 people.

Combo deal!! Get this 2 hour gondola cruise and receive an all day hop on hop off waikiki bus voucher after the completion of the cruise. The only truly romantic experience you will find on this incredibly beautiful island is on our family owned and operated Venetian style Gondola Cruise. You are greeted with a warm Aloha & adorned with a Hawaiian Forever Lei. Experience true luxury, sophistication and class as your Gondolier pours you chilled sparkling cider into elegant champagne flutes kept cold on a silver ice bucket. Then indulge in delicious desserts such as chocolate mousse or other delicious delights as you gently cruise on the calm glass like waters of Waikiki's Grand Canal, Harbor and Magic Island.

Travel in luxury on an exclusive private helicopter excursion that features volcanic mountains, waterfalls, and the extraordinary Kohala Coast. Enjoy a private landing with a gourmet meal featuring champagne, Hawaiian juices, Ka’u coffee chocolates, and flower leis. Panoramic ocean views offer a perfect romantic getaway. The 90-minute flight begins over Kailua Bay before visiting four volcanoes: Mauna Loa, Ka'upulehu Crater and the Hualalai volcano, Mauna Kea, and Kohala. The Puu Waawaa Forest Reserve then leads to the Kawaihae and Kohala Coasts. Land along the Kohala Coast for a 60-minute stop overlooking the ocean. Return to the air to see the Pololu and Waimanu Valleys, the Laupahoehoe Nui and Wai’ilikahi waterfalls, and Waipio Valley’s black sand beach. Then follow the coast back to Anaehoomalu Bay, Kiholo Bay, and Makalawena Beach. This is an unforgettable experience that includes everything that makes Hawai’i special - stunning volcanoes, magnificent waterfalls, and ocean views.

Snorkel with green sea turtles in Oahu's Turtle Canyon on this tour departing from Waikiki. Board a power catamaran and sail along the shore of Oahu towards the island's best place to spot the resident turtles. Turtle sightings are guaranteed; if a turtle is not sighted, you will be given a free second cruise. The midday tour includes lunch and complimentary alcoholic drinks, while the morning tour offers unlimited soft drinks.