Top Hawaii Holidays

Enjoy a ‘front-row seat’ for Maui’s epic sunset accompanied by cocktails and snacks during this sailing cruise from Ka’anapali Beach. Enjoy views of nearby Lanai, Molokai, and Kahoolawe from your boat, drink and food in hand, as the Hawaiian sky puts on its nightly display. Plus, keep your eyes peeled for local marine life, including whales from mid-December to mid-April. Snacks, unlimited alcoholic drinks, and non-alcoholic beverages are all included.

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.

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.

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.

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.

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 out from Oahu’s scenic North Shore to the depths of the big blue Pacific, where you have the chance to observe wild sharks from inside an underwater shark cage. Thanks to your professional, experienced crew, the Oahu shark dive is completely safe as they know the predators’ behavior, and the underwater cage provides proven safety against all different species of sharks. Whether you’re in the cage with sharks right in front of you or watching from up in the boat, Oahu shark diving is a Hawaii activity you’ll definitely never forget.

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.

Join us for an unforgettable West Maui Snorkel & Sail adventure! Departing from Maalaea Harbor, we’ll explore the coastline, stopping at the day’s best snorkeling spots to discover vibrant coral reefs, sea turtles, and diverse marine life. After a thrilling underwater experience, enjoy a delicious deli-style lunch and drinks. With stunning views and a relaxing sail, this excursion offers the perfect mix of adventure, nature, and relaxation.

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.

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)!

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.

View dolphins in their natural habitat and swim within safe viewing distance to turtles and green sea turtles on this popular Oahu snorkel cruise from Honolulu. Sail into waters home to spinner dolphins, and then glide alongside colorful fish. Hawaian Hula, Snorkel gear, kayaks, and paddle boards are available onboard to help you get the most of this outing. Hotel transport included.

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.

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!

Highlights: • Intimate sunset cruise just minutes from Waikiki • Curated Artisan wine tasting! • Complimentary local samplings from the island of Oahu • Live performances onboard • Optional ocean swim with stunning Diamond Head views • Breathtaking twilight and ocean scenery • Possible wildlife sightings: sea turtles, dolphins, and seasonal whales • Warm, knowledgeable, and welcoming staff and crew family

Get a different perspective on Oahu by riding your own self-propelled electric submarine scooter through Maunalua Bay. Cruise past Diamond Head Crater, Koolau Mountain Range, and Koko Crater on a comfortable catamaran before an underwater adventure spotting green sea turtles, tropical fish, and coral reefs. After diving, relax on the boat with snacks and drinks while enjoying island stories.

Soar over the sparkling waters of Oahu, and check off a major Hawaii bucket-list item, on this small-group parasailing excursion in Waikiki. Hop aboard your boat; when it's your turn, soar up into the skies with one or two other people for five to eight minutes. Then, spend the rest of your time on the water admiring the scenery, and looking out for dolphins, sea turtles, and other wildlife.

When you are in a new place, it can be tricky to get a sense of the nightlife scene. This bar-hopping tour guides you away from the tourist traps and through the hip Kaka’ako district on a party bike built for 15. You'll stop at three bustling venues for drinks and appetizers (own expense) along the way.

Pedal a shared bike to top breweries in Honolulu's vibrant Kaka'ako arts district. In the company of no more than 10 beer lovers, head for three different hip spots where you can sip craft brews from local breweries and tasting rooms. Bring your own playlist to enjoy as you pedal past Honolulu's most colorful murals.

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.

Discover and savor Hawaiian grown and produced craft chocolate on the Big Island of Hawaii. Taste fresh cacao fruit and nectar, learn how cacao is grown and chocolate is produced from the seed, sample more than 10 different single-origin chocolate bars. Honoli‘i Orchards’ open-air tasting room has scenic views of the Honolii River Valley and Pacific Ocean to enjoy while you learn all about chocolate.