Top Oahu Sailing Tours - page 2

This combination snorkeling and sailing adventure is perfect for families and nature enthusiasts. Swim with green sea turtles, tropical fish, and other marine life in Turtle Bay near Honolulu. Next, enjoy a cruise around Diamond Head in search of spinner dolphins, and in the winter months, humpback whales. Have some complimentary drinks and snacks as you savor the natural beauty that surrounds you.

Embark on an adventure to Turtle Canyon on this catamaran excursion from Waikiki. Board your vessel and spend your time snorkeling in the pristine waters off the coast of Oahu. See green sea turtles being cleaned by fish and finger reefs as well as octopuses and starfish. The reef is quite shallow so snorkelers of all levels are encouraged to join.

Turtle Canyon lies just off Waikiki and is a top spot to snorkel with Hawaiian green sea turtles, but finding the best spots requires going with an in-the-know guide. This 2-hour catamaran tour includes snorkeling equipment and a professional guide to lead your adventure along the Waikiki coastline. Swim with turtles and tropical fish or relax on deck while enjoying 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.

Experience the joys of whale watching in Honolulu during this two-hour tour that guarantees sightings. Hop onto a modern trimaran boat with spacious seating, unobstructed views, and protective shade. Learn from onboard naturalists as you watch humpback whales breaching against the backdrop of Diamond Head. Conveniently located near most Waikiki hotels at 95 Holomoana St, you can bring your own drinks or snacks.

Oahu's Turtle Canyon is teeming with Hawaiian green sea turtles (known locally as *honu*), but it's difficult to access on your own. Skip the stress and board this catamaran cruise that departs from the only pier in Waikiki. Learn about the life, behavior, and cultural significance of the sea turtles, then jump into Turtle Canyon's protected tropical waters to swim among them.

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.

On this exciting Oahu combo tour, start the day with a downhill bike ride with epic views of the coastline, before boarding a comfortable catamaran for a two-hour snorkeling adventure.  On this Oahu biking and sailing tour, all the necessary equipment is provided along with professional guides.

Snorkel with green sea turtles in Oahu—and leave the logistics to someone else—on this multi-watersport adventure. You’ll board a 45-foot catamaran and head out into the Pacific where you’ll have time to snorkel, use standup paddleboards, kayak, and try underwater electric sea scooters. After, enjoy snacks and drinks while you relax on the boat as it returns to Honolulu.

Discover all the vibrant marine life that calls Turtle Canyon’s reefs home—and enjoy an accessible way to snorkel and explore—on this family-friendly catamaran trip. Make your own way to the Kewalo Harbor, and hop aboard your well-appointed catamaran: snorkels, fins, masks, and more are all provided on board. Once you make it to the reefs, dive in, spot sea turtles and other marine life, and admire the underwater scenery.

Perfect for jetlagged early birds, this intimate morning yacht tour from Honolulu takes you to Turtle Canyon in a small group. Watch the sun rise over Diamond Head as you sail towards Turtle Canyon's reef, then jump into the water to snorkel in the company of sea turtles and colorful fish.

Humpback whales migrate to Hawaiian waters between December and April to give birth and breed, and seeing them from shore is hit-or-miss without knowing where the pods are concentrated each day. This whale-watching tour sails from Honolulu to the areas where the humpbacks are active, with sightings of dolphins and green sea turtles also possible across the route.

Set sail for beautiful Waikiki, the beachfront neighborhood of Honolulu, on this guided, 90-minute tour along the south shore of the island of Oahu in Hawaii. Beginning from the Kewalo Harbor waterfront, head down to Ala Moana Beach Park to Waikiki and the volcanic tuff cone Diamond Head. Along the way, look for Hawaii’s famous green sea turtles and other marine wildlife. Snacks, two free bar beverages and unlimited non-alcoholic drinks are provided.

Cap off a day in paradise with a sunset cruise from Waikiki. Unwind as you glide across the ocean and soak in views of Waikiki and Diamond Head (Lē‘ahi) crater at golden hour, while looking out for turtles, dolphins, and (during migration season) whales Bring your own drinks (no glass) to enjoy your favorite beverage while cruising.

Experience an important part of Hawaiian culture during your vacation and sail on a traditional Polynesian canoe. Join a small group and board the all-wood, double-hulled vessel for a sail along Waikiki's coastline at sunset. Hear myths, legends, and stories of native Hawaii and enjoy cultural activities like making food, clothes, and other traditional items.

Explore Oahu's waters on this submarine-style ride aboard the Atlantis Submarine. During this family-friendly adventure, learn about the local fish, coral, and other animals in this marine habitat through your guide's informative commentary. Descend 100 feet (30 meters) under the surface of the water without getting wet in a vehicle that is quiet and pollution-free, so marine life is undisturbed.

Wake up in the morning and enjoy a sail around Oahu aboard a traditional, all-wood Polynesian canoe. This small-group tour has a strong focus on Hawaiian heritage and guests can learn about the stories and history of the tropical state. While onboard, guests also enjoy hands-on activities like making food, clothing, and tools with traditional items.

The Kaneohe Sandbar is one of the best places around Oahu for swimming and snorkeling. But, without your own boat, it's tricky to get there. This boat trip does all the hard work for you so that you can relax on board as you cruise to the sandbar then spend your time as you please, whether by jumping into the water, spotting turtles or just soaking up the sun and scenery.

Sail along Oahu's beautiful coastline and immerse yourself in Hawaiian culture on this sailing trip aboard a Polynesian canoe. Join a small group and board the all-wooden vessel to begin your journey. Listen to local stories and enjoy hands-on activities such as making food, clothes, and tools using local items, with the beautiful coastal scenery serving as your backdrop.

(IMPORTANT: Make sure you have *over* 6 guests selected to see availability for this activity, or it will show NO AVAILABILITY. If you have 1-6 guests, you can book under our other listing labeled for 1-6 guests.) This 48-foot catamaran has a sleek low-profile design which makes it optimal for stability out on the ocean. It has 2 large lounging nets on the front of the catamaran with 4 bean bag chairs as well as 2 small lounging nets on the back. Not only does Hawaiian Style have lots of room for lounging in the sun, but it also has plenty of seating in the shade as well. We have two coolers that we fill with ice for whatever food and beverages you choose to bring aboard. Stainless steel eco-friendly cups are also provided. We have Bluetooth surround sound which you can connect to and play your own music. All snorkeling gear is provided. We are a USCG inspected and approved company.

Create a cruise where you can explore and get away from the crowds of Waikiki. Private charters allow more flexibility with the day’s schedule and activities. Book a sail, swim, and snorkel time that works with your schedule. You can go at the best time of day to snorkel (before 1pm) and see turtles, dolphins, eels, rays, octopus, big schools of tropical fish, and humpback whales (whale season is December - April). If you decide that you want to add to your trip, it’s no problem. It’s your boat and you decide the music, where you go, and rest assured you have the best crew to keep you safe at sea.

Swap the hustle and bustle of Honolulu for a day out on the ocean on this relaxing afternoon cruise. Soak up the sun and sea breeze as you sail along the coastline, past Diamond Head, aboard a spacious and comfortable catamaran. Relax on board while looking out for spinner dolphins, Hawaiian sea turtles and (in season) humpback whales.

Explore Oahu's most popular spots all in one day on this tour, including transportation to and from your hotel. Travel comfortably around the island in an air-conditioned coach or minivan as you pass by Diamond Head and North Shore Surfing Beaches. Make stops at the Dole Plantation, Kualoa Ranch and a variety of lookout points.

Step aboard Mana Kai, a handcrafted catamaran built by William Brown, son of legendary waterman Woody Brown—a true piece of Hawaiian sailing history. With a smaller guest capacity and open-deck layout, it offers an intimate, laid-back vibe perfect for couples, families, and small groups. Sail along the Waikiki coast beneath our iconic rainbow sail—bold, colorful, and instantly recognizable. It's the perfect backdrop for stunning photos and unforgettable memories. Choose General Boarding (includes one complimentary drink) or upgrade to Mana Premium for early boarding and all-inclusive island-style cocktails. With a closer-to-the-water design, friendly local crew, and relaxed pace, this isn’t just a sunset cruise—it’s an authentic aloha experience. Feel the ocean breeze, soak in golden skies, and sail into the magic of Waikiki like a true islander.