Top Hawaii Holidays in 2026

Party on the waters off the coast of Oahu aboard a sunset cruise with a live DJ. Board your party boat in Waikiki and take to the water just before the sun dips below the horizon. Enjoy two decks to party and dance on with the DJ pumping tunes in the background. Sail past Diamond Head and keep your eyes peeled for local marine life. Note that hotel pick-up and drop off are not included.

Enjoy a unique perspective on Oahu, and catch one of Hawaii’s famous sunsets from the water, on this sunset catamaran cruise from Honolulu Enjoy a barefoot boarding from Waikiki Beach, then sip on a beer, wine, or cocktail from the onboard open bar as you admire the unobstructed views of the coastline and the sun setting into the ocean.

Discover the haunted past of Hawaii’s capital as you embark on a spooky walking tour through Honolulu. Visit a few of the city’s most haunted locations such as Iolani Palace, the Merchant Street Post Office, and the Hawaii Supreme Court, and listen to eerie stories of ghost sightings, lingering spirits, and tragedy.

Experience a truly Hawaiian Christmas with a tour on the Honolulu City Lights Christmas Trolley. Travel from Waikiki to Honolulu Hale, where you can see a wide range of Christmas displays, browse craft stalls, fill up on tasty snacks, and more before hopping back aboard your train and returning to your departure point.

Enjoy a traditional lei greeting and experience a luau on Oahu. Hosted by Chief Sielu, Original World Fire Knife Dance Champion, this event provides the ideal opportunity to immerse yourself in island culture. Watch a Polynesian show, learn headband weaving before indulging in a Hawaiian feast, including pineapple glazed chicken and kalua pork. Upgrade to include priority access and convenient pickup, for a hassle-free experience.

Every Friday night, the Hilton Hawaiian Village puts on a beautiful fireworks display. Rather than watching them from the beach, take to the water for a front-row view on this evening cruise off Waikiki Beach. Plus, enjoy an open bar, making this a fun and affordable way to kick off the weekend. This is a great option for families and group celebrations such as birthdays and bachelorette parties.

End a day in Oahu on a high note when you book this fun sunset cruise from Waikiki. Climb aboard your vessel, equipped with your own drinks, and cruise along the coast just as the sun is setting. Listen to a live DJ play music and slip into the water for your chance to observe marine life like dolphins, sea turtles, and maybe even whales.

Set sail into one of the world’s most active winter whale playgrounds on a whale-watching tour from Maui’s Ka’anapali Beach. With the help of a naturalist guide, look for pods of humpback whales making their winter home in Maui’s warm waters. Get comfortable aboard a spacious catamaran with plenty of seating—including bean bags on open nets that get you close to the action. Then, enjoy unlimited drinks from an open bar as you cruise alongside spectacular marine mammals.

While visiting Honolulu, take a half-day tour of Pearl Harbor that details the history of World War II in Hawaii. Visit the World War II Valor in the Pacific National Monument and Battleship Row with a guide who shares informative commentary about Oahu during the war in the Pacific.

Observe the majestic humpback whales during their migration from December to March on this 1.5-hour sail in Honolulu. Experience the beauty of Oahu's coastline while searching for dolphins and sea turtles in their natural habitat. Families and nature enthusiasts will appreciate this relaxing cruise, which offers a chance to spot marine life up close. With an open bar option available, enjoy refreshments as you soak up the sun. If you don't see any whales on your first sail, you can return for a complimentary second sail within the season. - Complimentary second sail if no whales are spotted on the first trip - 1.5-hour sail from the beach with stunning views - Family-friendly experience suitable for all ages - Open bar included!

Experience an unforgettable catamaran cruise in Maui with two snorkeling stops—and leave the logistics to someone else. Sail from Kaanapali Beach to snorkel at two reefs, with the chance to swim with sea turtles and other marine wildlife. While on board the boat, you’ll enjoy breakfast, a BBQ lunch, and an open bar. Don’t forget to look out for dolphins and whales (in season)!

Celebrate New Year’s Eve in style during a midnight cruise in Waikiki that gives you unrivaled views of the Honolulu fireworks. Rather than jostling the crowds on land, you’ll cruise in comfort aboard one of Hawaii's largest dinner cruises and enjoy a delicious 3-course steak and lobster dinner or opt for a prime roast beef buffet with live entertainment.

What makes this experience truly unique is that it takes wine tasting completely out of the traditional setting and places it on the open ocean along Oʻahu’s coastline. Instead of a bar or vineyard, guests enjoy a moving coastal journey where every moment changes with the light, water, and scenery. The experience blends a guided tasting of four craft wines, a locally distilled Hawaiian rum, and artisan chocolate from Lonohana Chocolate, creating a layered tasting experience that feels both elevated and distinctly island-inspired. What sets it apart further is the combination of ocean adventure and cultural immersion. Guests may encounter Hawaiian green sea turtles, dolphins, and seasonal whales while sipping, and select departures feature live performances by local artists, adding an authentic sense of place. It’s a rare balance of relaxation, discovery, and connection—designed to feel social and memorable without being crowded or formal.

Celebrate New Year's Eve with Rock-A-Hula, the biggest Hawaiian Show in the heart of Waikiki! Be whisked away on a “Hawaiian Journey” from 1920’s to today through powerful live performances by talented artists, amazing musicians and beautiful Hawaiian dancers. This special Rockin’ Eve show culminates an exciting countdown to midnight complete with firework visual effects!

Make the most of Oahu’s coastline with a boat tour that combines time in the water with sunset views from the ocean. Go snorkeling in clear waters and look out for Hawaiian green sea turtles and tropical fish. Afterward, enjoy water activities such as kayaking and standup paddleboarding, then settle in to watch the sun dip into the Pacific Ocean with a cocktail in hand.

Spend the morning on the water off the Maui coast aboard a 64-foot catamaran sailing to Lanai’i. The expert crew will find the best reefs to snorkel so you can see incredible underwater sea life. After your snorkel, return to the boat for lunch and stunning sea views in the golden afternoon light. Look out for playful spinner dolphins on the sail back to Maui.

Add some more outdoor adventure to your Maui itinerary with this Koa Kai whale watching trip at sunset. Get the chance to see humpback whales up close as they visit Maui to birth their young. Relax on deck, admire the natural scenery, and listen whale songs through the onboard hydrophone. Plus, you can enjoy alcoholic beverages and snacks throughout the journey.

Choose Viator’s most-reviewed Turtle Canyon snorkel tour, with more than 5,000 traveler reviews and an experienced crew focused on a professionally guided in-water experience. Our snorkel guides enter the water with the group, help locate Hawaiian green sea turtles and reef life, and provide hands-on instruction and flotation support for newer snorkelers. Book with confidence with our Turtle Guarantee. If the snorkel group does not see a sea turtle during the in-water portion of the tour, everyone on the trip may return free for another Turtle Canyon tour within 12 months, subject to availability. • 5,000+ traveler reviews — the most-reviewed Turtle Canyon snorkel tour on Viator • Experienced guides stay in the water with the snorkel group • Snorkel instruction, flotation and hands-on support for first-time snorkelers • Turtle Guarantee: if the snorkel group does not see a sea turtle, everyone on the trip may return free within 12 months, subject to availability

Jolly tour includes disembarking at Honolulu Hale’s famous City Lights. Enjoy the city’s 50-foot holiday tree, beautifully decorated Christmas exhibits, Shaka Santa, Tutu Mele and more outdoor exhibits.

Experience the ultimate Waikiki Friday night party cruise - complete with front-row views of the famous Waikiki Fireworks show! This 21+ Only party cruise includes one complimentary drink and features live DJ entertainment, handcrafted cocktails, and stunning views of the Honolulu coastline. Fireworks Show: Enjoy unbeatable views of Waikiki's spectacular Friday night fireworks show - the best seat is right from the boat! Live DJ Entertainment: Dance the night away to the hottest tracks, spun by our live DJ with state-of-the-art sound and lighting. Special Cocktails with Full Bar: Our bartender will mix up special cocktails for you, like Mai Tai, Ocean Dream, and many other tasty drinks. Unlimited Drink Cup Available: Unlimited drink cup is available for purchase. If you are celebrating your birthday onboard, we will give you a FREE unlimited drink cup! Scenic Views: You will cruise along Dimond Head and Waikiki, where you can take amazing photos with your friends and loved ones.

Embark an unforgettable sunset sail in Maui, leaving from Ka’anapali Beach. As the sun sinks into the gentle waves, leave the details to someone else while you enjoy mai tais, wine, and beer at the open bar, as well as a selection of appetizers. Experience a romantic happy hour at sea with drinks to get your Maui night started in style.

Choose your own adventure after you set sail from Maui to Coral Gardens on this cruise. You get three activities in one excursion: sailing, snorkeling, and whale watching. Spend your time in the water, relaxing on deck, or enjoying the buffet-style lunch and drinks. As a bonus, the tour also includes reef-safe sunscreen to protect you and the environment.

The Honolulu area is fun to explore independently, but getting from point to point on public transportation can be time consuming. Make hitting up the top attractions easy and convenient with a 1-, 4-, or 7-day hop-on hop-off trolly pass. Choose from multiple routes, marveling at Diamond Head on the Blue Line or explore Chinatown on the Red Line, or opt to include all of the lines on your ticket.