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.

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.

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.

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.

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.

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.

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.

5-hour, two-spot snorkel is unlike any other on Ka'anapali Beach as it's aboard Ka'anapali's newest luxury custom built catamarans and includes breakfast, lunch, dessert and an open bar. This is our award-winning snorkel tour that made Teralani famous.

Every Friday night, catch the weekly Hilton Hawaiian Village fireworks display from the water on this evening cruise off Waikiki Beach. The cruise includes 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.

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.

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.

Oeno Winery is the only winery on Oahu and produces a range of red, white, Sangria, and dessert wines. On this tour learn about the winemaking process and different grapes used. Then, enjoy an expert-led wine tasting and sample six different Oeno wines. This is an ideal pick for wine lovers or anyone interested in Hawaii's wine culture.

Get into vacation mode instantly with a relaxing transfer to your accommodations in Waikiki, Kahala, Turtle Bay, Ko'olina, or the Honolulu Cruise Terminal from Honolulu International Airport.  A driver will pick you up directly from baggage claim and bring you to your hotel in an air-conditioned, 12-person shuttle. Upgrade to the lei option and receive fresh island flowers to wear around your neck. Please note that you must select a hotel that coincides with the areas in the Itinerary section below.

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.

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.

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.

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.

Skip the crowded boat tours and enjoy a comfortable snorkeling experience aboard a 28-foot (8.5-meter) speed boat in a group of no more than six people. Jump off board and explore the underwater world around Oahu on a guided snorkel to Turtle Canyon, home to marine life such as sea turtles and colorful fish.

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

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.

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.