Wailuku, Hawaii

Calypso Maui operates from Ma’alaea Harbor in Maui, Hawaii, offering unique ocean excursions aboard a modern, triple-decker motorized catamaran. This vessel is designed for stability and comfort, featuring twin hulls that glide smoothly over the water and three decks that provide expansive views of the Pacific Ocean. The boat’s design includes large tinted windows, open-air ends, and glass panels on the bottom, allowing guests to observe marine life from multiple vantage points. With an experienced crew focused on safety and guest enjoyment, Calypso Maui caters to both novice and seasoned ocean adventurers seeking memorable experiences in a spacious and well-equipped setting. The company provides a variety of tours including the popular Molokini Crater snorkeling adventure, sunset dinner cruises, seasonal whale watching excursions, and private charters for special occasions. Guests can expect comprehensive snorkeling equipment, guided instruction, and amenities such as hearty meals and refreshments onboard. The tours are family-friendly and suitable for all skill levels, with features like water slides, dive steps, and a “leap of faith” jump-off point to enhance the fun. Throughout the year, passengers have opportunities to see diverse marine wildlife including sea turtles, dolphins, and humpback whales during the winter months. The combination of expert crew, well-maintained vessel, and diverse offerings makes for an engaging and comfortable ocean experience on Maui.

Gemini Sailing Charters is a family-owned and operated sailing company based in Ka‘anapali, Maui, Hawaii, with over 35 years of experience in providing exceptional ocean adventures. Operating from the Westin Maui Resort & Spa, Gemini features a luxurious 64-foot catamaran that offers ample seating both in sun and shade, along with a spacious cabin and glass-bottom viewports. The company is distinguished by its long-standing, professional crew who have worked together for years, ensuring a seamless and memorable experience for guests. Meticulously maintained and managed, Gemini has become a staple in Maui’s sailing community, known for its personalized service and commitment to sharing the unique beauty of the island’s coastal waters. The charter offers a variety of tours including morning and afternoon whale watches, snorkel and whale watch combos, a premier sunset dinner sail, and exclusive private charters tailored for weddings, corporate events, and special occasions. Guests can enjoy snorkeling at renowned sites such as Honolua Bay and Turtle Town, with opportunities to see tropical fish and endangered Hawaiian Green Sea turtles. Whale watching tours feature live hydrophone listening and expert commentary from marine naturalists. The experience is enhanced by complimentary bars, locally sourced catering, and the chance to board directly from the sandy shores of Ka‘anapali Beach, providing a relaxed yet adventurous atmosphere suitable for families, couples, and groups seeking an authentic Maui ocean excursion.

Located in Lahaina, Hawaii, this family-owned sailing company has been providing exceptional ocean adventures around Maui for over five decades. Established in 1969, the business combines a rich maritime legacy with a commitment to quality and safety, operating a fleet of first-class sailing vessels. What sets it apart is its unique beach-loading process at world-famous Ka’anapali Beach, offering guests direct access to some of the best snorkeling spots in West Maui, including Honolua Bay and Olowalu reef. The company’s experienced crew ensures personalized attention, making each excursion both safe and memorable. The company offers a diverse range of tours including snorkeling, sunset sails, dinner cruises, whale watching, and SNUBA experiences, catering to families, couples, and adventure seekers. Guests can enjoy carefully curated itineraries featuring continental breakfasts, gourmet lunches, and premium beverages on select tours. Snorkeling equipment and flotation devices are provided, along with reef-safe sunscreen and fresh water showers. With departures from multiple locations such as Maalaea, Lahaina, and Ka’anapali, the tours highlight Maui’s marine life, scenic coastlines, and seasonal whale sightings, delivering an immersive and comfortable ocean experience.