Kaanapali
Sightseeing Cruises

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Our most recommended Kaanapali Sightseeing Cruises

Lana'i: Half-Day Snorkel Sail From Ka'anapali Beach

1. Lana'i: Half-Day Snorkel Sail From Ka'anapali Beach

Join this exclusive half-day snorkel trip from Ka'anapali Beach to Manele Bay. Enjoy snorkeling in the clear waters of Manele Bay along with breakfast, lunch, and a full premium open bar. Meet your captain and crew for the day and set sail, enjoying the beautiful scenes between Maui and Lana'i. Sit back and relax as your crew takes care of everything during your trip, including breakfast, lunch, drinks, and snorkeling gear. When you get in the water to snorkel at Manele Bay, you’ll get to see an array of wildlife, fish, turtles, and beautifully colored coral. During certain times of the year, you can also whale watch. This incredible snorkeling adventure is one you and your family won't soon forget.

From Ka'anapali Beach: 2-Hour Sunset Sail with Live Music

2. From Ka'anapali Beach: 2-Hour Sunset Sail with Live Music

Setting off from Ka'anapali Beach, start your adventurous sunset cruise by boarding your luxurious Catamaran. Once aboard, enjoy a pleasant meet-and-greet with the friendly staff before embarking on this 2-hour cruise. Relax and take in the breathtaking views as you listen to popular local musicians performing live on the Catamaran. Enjoy a mixture of traditional, contemporary and reggae covers of the popular songs you know and love as you take advantage of the delicious beverages at the open bar and tasty pupus appetisers. These conditions create the perfect setting to witness the stunning views of the sunset over the horizon. For participants on the cruise during the period of December 15th to April the 15th, whale watching is also a great possibility.

Maui Dream 65-minute Helicopter Flight

3. Maui Dream 65-minute Helicopter Flight

Soar into the sky and experience the serenity of Maui, "The Valley Isle", on this complete circle island expedition. Climb above Haleakala National Park with views of the crater, the Hana Rainforest, West Maui Mountains, and lao Valley State Park. View Maui's lush landscape, breathtaking coastlines, hidden valleys, scenic waterfalls, and the sharp-blue waters of the Pacific Ocean. Fly near Lahaina, Kapalua, Kaanapali, Wailea, and Hana and witness the stark contrast from upcountry to the beaches of Hawaii's second-largest island. Embark on the journey of a lifetime.

Lahaina: Private Sunset Sailing Trip & West Maui Mountains

4. Lahaina: Private Sunset Sailing Trip & West Maui Mountains

Celebrate a special occasion with a private evening sailing cruise in Maui departing from Lahaina. Have the boat all to yourself as you sail over the Hawaiian waters and look out for marine life as the West Maui Mountains become the perfect backdrop to watch the sunset. Make your way down to Whalers Village in the late afternoon and be welcomed aboard your own private sailboat by the captain. Hoist the sails at around 16:00 PM and set out onto the iddylic sea. Relax on deck with your significant other, your family, or your friends and celebrate any occasion as the waves of Lahaina lap against the boat. Treat yourself to some light appetizers including a platter of fruit, cheeses, and crackers and bring your own booze. Watch as the sun begins to set on the horizon and make a moment to remember with the West Maui Mountains majestically rising behind you. Stay for all of the sunset and then sail back to the shore.

Maui: Ka'anapali Beach Front Segway Tour

5. Maui: Ka'anapali Beach Front Segway Tour

Join a great tour for couples or the whole family. Experience the lush tropical waters of Maui, as you glide by a beautiful ocean shore marked with the unforgettable Pacific ocean breeze. The tour includes Wahikuli State Park and the Hanakaoo Beach Park also known as canoe beach. Meet your tour guide in Lahaina to learn the basics of operating your Segway. After an orientation, training session and plenty of time to practice your new skills, it's time to begin your ride. Leave Lahaina behind and cruise out onto smooth walking paths and follow the coastline north into Kaanapali. As the ocean breeze tousles your hair and the salty air fills your nose, glide through Wahikuli Wayside Park, admiring its long, golden expanse of sand. Then, follow the path that leads north, cruising past green, grassy picnic areas, palm tree groves and shady kiawe trees to the idyllic Hanakaoo Beach. Depending on the time of day, you might spy island canoe clubs embarking on their daily workouts in the sparkling waters. Venture over to the beachside Hanakaoo Cemetery to learn of its century-old history before setting out on the beautiful ride back to Lahaina. 

Maui: Private Yacht Snorkeling Tour with Breakfast and Lunch

6. Maui: Private Yacht Snorkeling Tour with Breakfast and Lunch

Meet your captain and crew at Ka'anapali beach and climb aboard Kainani - your private luxury sailing yacht. Enjoy a light breakfast as you head out to sea, then jump into the warm waters and snorkel with a trained guide. Climb aboard to dry off and enjoy a delicious lunch as you head back to shore. Set sail from Maui's west coast in style on a first-class yacht complete with crew and captain. Make yourself at home as you savor a light breakfast of locally made banana bread and fresh fruit while soaking up the panoramic views of Maui's coastline. Once you arrive at your snorkeling destination, hop into the warm tropical waters with your in-water guide, who will give you safety information and teach you about the coral reefs. Swim through schools of fish, make eye contact with a sea turtle, and listen out for singing whales. When you are ready to return to the boat, your captain and crew will welcome you back on board with a delicious catered lunch paired with tropical juices and flavored seltzer water. Let the sun and wind dry you off as you relax, and look out for dolphins on the horizon as you sail back to shore.

Frequently asked questions about Kaanapali Sightseeing Cruises

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Other Sightseeing Options in Kaanapali

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What people are saying about Kaanapali

The experience was fantastic! Swimming with turtles amazing. Crew, awesome…Cole, Quint, Molly and ? (I’m sorry to say, I don’t remember her name). They were all so attentive. Newbies to snorkeling were taught how…in the water with a crew member. Food was enjoyable and drinks were endless. Highly recommend this excursion. I noticed many guests did not tip! Please reward crew. They work hard and very long days to be sure guests are safe and enjoying themselves.

Staff was great - enthusiastic and attentive. Food & beverages were plentiful. Catamaran was clean& in good shape. Photos were great in many years of travel I’ve never purchased a pkg, but the underwater shots were irresistible. Would definitely book again with Maui Surf.

We were lucky due to a cancellation to get a private flight and Jake the pilot was extremely professional and informative. What an amazing ride. Worth every penny!

We were unable to go to Lanai due to swells, but the crew took us to 2 snorkel spots and it was very fun!

The tour guy was knowledgeable and funny. The sites were breathtaking. Excellent company and service!