Top Hawaii Cruises &amp; Sailing - page 2

Maui Ma'alaea Sunset Prime Rib or Fresh Island Fish Dinner Cruise

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.

4.5

(642)

from $150

Comfy bean bag seating in the nets (regular seats also available)

Maui: Original Sunset Cruise with Open Bar from Ka’anapali Beach

(1,512)

from $127

Pearl Harbor Tribute: Arizona Memorial and Honolulu City Tour

5 hoursFree Cancellation

4.5

(868)

from $45

Escape the hustle and bustle of land and soak up the sun and ocean breeze while taking in the sights of the Kona coastline on this sailing trip aboard a comfortable 53-foot catamaran. As you glide across the blue water, keep an eye out for marine wildlife such as dolphins and humpback whales during migratory season. Enjoy a full premium bar with tropical cocktails, beer, wine, soda, and juice on board.

Kona Tradewind Catamaran Day Sail

1 hour 30 minutesFree Cancellation

Manta Ray Night Snorkel Experience of a Lifetime

(48)

from $89

Special Offer

Oahu's Stunning Views: Half-Day Scenic Tour with 7 Lookouts

3 to 4 hoursFree Cancellation

Maui Premium Sunset Dinner Cruise from Ka’anapali Beach

(992)

from $77

Magnificent views of Maui's beautiful sunsets

With 17 miles of pure shoreline splendor—4,000-foot cliffs, emerald valleys, cathedral spires—Kauai’s Na Pali coast claims some of the country’s best sailing and snorkeling. On this tour, you’ll cross both off your list, hopping aboard a sailing catamaran for an unforgettable adventure. Between sitting down to breakfast and lunch, you’ll spot whales, snorkel amongst turtles and rays, and see one of the most spectacular coastlines on the planet.

(999)

from $166

Kauai’s Na Pali Coast Snorkel and Sail Tour

6 hoursFree Cancellation

Big Island: Manta Ray Night Snorkeling Adventure in Kailua-Kona

(569)

from $292

(785)

from $75

Kauai Airplane Tour: Na Pali Coast, Waterfalls & Window Seats

1 hour 5 minutesFree Cancellation

Kaneohe Sandbar Afternoon Snorkeling Tour

(2,072)

from $159

2 hours 45 minutesFree Cancellation

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.

(481)

from $180

Everyone has personal viewing windows on each side of the submarine

Oahu: Atlantis Submarine Adventure in Waikiki

Watch the sunset in luxurious style aboard a 46-foot (14 meter) yacht. Enjoy the hosted bar and get comfortable in the three bedrooms, three bathrooms, and various lunging areas on board. Watch for dolphins, whales and other marine life from the decks, and once the vessel docks in Sunset Channel, sit down for the captain’s tasting menu dinner as the sun dip below the horizon. Create lasting memories on this romantic cruise.

4.4

(1,314)

from $168

Small Group Yacht Sunset Cruise from Oahu

2 hours to 2 hours 30 minutesFree Cancellation

5.0

(143)

from $236

The Na Pali Coast—"Pali" means "sea cliffs" in Hawaiian—is 17 miles of earthen splendor, best experienced from the water. On this guided sunset catamaran cruise aboard Lucky Lady, you’ll enjoy snorkeling with rays, spotting dolphins and whales, and relaxing over dinner and drinks as you pass the towering cliffs. Listen to narration about Hawaiian history and legends while soaking in golden-hour views.

Kauai: Deluxe Na Pali Sunset Snorkel Cruise aboard Lucky Lady

5 hours 30 minutesFree Cancellation

4.7

(332)

from $234

Special Offer

Dolphin, Sea Cave & Captain Cook Snorkel Combo in Kealakekua Bay

Experience Hawaii's underwater world on this half-day adventure tour. Cruise on a Zodiac RIB speedboat with just 14 fellow explorers before snorkeling at Captain Cook Monument's coral reef and sea caves (weather permitting) and discovering lava tubes and coves—all while watching for wild dolphins and whales, though wildlife sightings are not guaranteed. All gear, flotation devices, refreshments included.

Dolphin, Sea Cave & Captain Cook Snorkel Combo in Kealakekua Bay

Luxury Snorkel Cruise with Dolphin Watch and Local Buffet

3 hours 30 minutesFree Cancellation

4.7

(1,458)

from $174

Oahu in a Day: Small Group Waterfall, Food Trucks, and Lookouts

10 hoursFree Cancellation

5.0

(895)

from $185

Kona Signature Catamaran Sunset Sail

1 hour 30 minutesFree Cancellation

Maui Eco-Raft Tour: Eye-Level Whale or Dolphin Watching - Lahaina

(301)

from $109

Small group family style Whale Watching tour on eco-rafts in Maui.

(2,770)

from $85

Maui Sunset Dinner Cruise - A Hawaiian Hula Experience

Authentic Polynesian experience, Maui's only luau on the water

Traverse Nā Pali Coast State Wilderness Park with a guide on this group snorkeling and wildlife-watching tour. Let your guide sail you to see cliffs, waterfalls, and maneuver into hidden caves aboard a zodiac raft. Head to some of the best spots on the water for snorkeling, and get a chance to spot dolphins, sea turtles, and possibly even humpback whales at the right time of year. Your guide brings the coast to life with history, stories, and insights into the landscape.

4.5

(751)

from $168

Kauai: Nā Pali Coast Zodiac Raft Expedition and Snorkeling

Kauai: Nā Pali Coast Zodiac Raft Expedition and Snorkeling

4 hoursFree Cancellation

(916)

from $255

Maui: Ultimate Whale Watch from Lahaina

This friendly whale approached our little raft! We don't permit touching the whales and do not approach the whales closer than 100 yards.

1 hour 45 minutes to 2 hours 10 minutesFree Cancellation

Waikiki Turtle Snorkel and Sail on Hawea Catamaran

(1,370)

from $77

Manta Ray Night Snorkel Experience of a Lifetime

(1,749)

from $90

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Top Attractions in Hawaii

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Attractions

What are people saying about Hawaii

Sarah_B, Jul 2026

Book the experience!!

This is a MUST DO if you’re visiting the Big Island! As someone who is absolutely terrified of the ocean, I was so hesitant to do the manta ray night snorkel… but I am SO glad I pushed myself to do it. It ended up being one of the coolest experiences I’ve ever had! Our tour company was fantastic. The 3 guys who took us out were super laid back, engaging, and made everyone feel comfortable. They were especially supportive of anyone who was nervous or having a hard time being in the water, which I really appreciated. They provided the top half of a wetsuit, and I definitely recommend wearing it. Even in the middle of July, the breeze once the sun goes down gets a little chilly. The water stays warmer, so it wasn’t unbearable at all, but I was happy to have the extra layer. One thing I learned is that it honestly doesn’t matter which tour company you book with because everyone goes to the same manta viewing area. There were at least 10 boats and groups out there the night we went. At one point, we even took our light boards over to a couple of other groups and connected them all together into one giant light source to attract the manta rays even closer. We were in the water for about 45 minutes, which was the perfect amount of time for our group. We saw so many manta rays, and watching these gentle giants glide just inches below us was something I’ll never forget. If you’re on the fence because you’re nervous like I was, do it. I promise you’ll be glad you did. This was easily one of the highlights of our entire Hawaii trip. 10/10 recommend!

Maui: Small Group Road to Hāna Tour 6 to 8 passengers

Katherine_V, Jul 2026

Just do it!! It was the best tour we ever had.

Kawai was the best guide we have ever had on a tour. We had such an amazing time, and all the fun photos were great. All admission fees were paid for by the tour group. We made so many extra stops, had a great time, and learned so much. I would take this tour again just for the fun time.

Hawaii Volcanoes National Park Experience from the Big Island

Sonia_D, Jul 2026

It was a wonderful day...

It was a wonderful day seeing and learning about Hawaii. The coffee stop at Kona Joes was peaceful and beautiful. Our guide Kevin was so knowledgeable and shared information throughout the day. He really wanted to ensure each of us had a great experience. I loved the black sand beach. Volcano National Park was beautiful, walking through the lava tube, seeing the craters, feeling the rain, and smelling the light sulfur. Overall it was truly a fantastic day!

Pearl Harbor Complete Experience Passport

Beverly_H, Jul 2026

10/10 Would Book Again!

Our driver was Clift, who gave us his "Clift Notes" providing a detailed itinerary for seeing all of Pearl Harbor activities, making the day not only possible, but very smooth! He also taught us about Hawaiin traditions and the history of the island of Oahu and specific sites in Honolulu as we drove. Amazing experience!

Kauai: Luxury Na Pali Sunset Experience aboard Lady Kailani

kim_b, Jun 2026

If you don't know that...

If you don't know that you will be seasick just take precautions and buy the anti-nausea medication and take beforehand. 🤮This is a very nice trip and the food is quite good🍹😋 so you don't want to ruin it for yourself. The boat is very nice and new, has all the amenities in the right places.I liked the crew, very nice and will go out of their way for you.

Pearl Harbor Tribute: Arizona Memorial and Honolulu City Tour

Becky_M, Jun 2026

Good communication with...

Good communication with the company. We got a little lost trying to find the pick up location at the Hilton Hawaiian Village and arrived past the time we were supposed to be there. I texted the company to make sure we hadn’t missed pick up and they replied back to me very quickly to assure me that I had not. Our tour guide, David, was very nice and informative. He offered us cold water, granola bars, and Hawaiian juice on the tour. A very smooth experience!

Kona Shore Excursion: Sea Turtles, Historic Kona & Coffee

Sharon_S, May 2026

Fantastic Tour of Kona Sites

Robert was a fantastic tour guide who kept us well informed of everything we drove by and gave us a history lesson on the Hawaiian culture. He was so enthusiastic about the sites we visited and talked non stop during the drive. I highly recommend taking this Kona tour.

Maui Shore Excursions : Road to Hana With Pickup & Lunch

Joanie_P, May 2026

Highly recommend! Great day with Kobe at the helm!

The road to Hana tour was lots of fun, with so many amazing things to see, and our tour guide, Kobe, was absolutely awesome! From seeing turtles on a gorgeous beach with surfers testing the waves, to swimming in a waterfall, having lunch in a park with a beautiful black beach to breathtaking sights all along the way –this tour exceeded our expectations,. We would highly recommend this tour and if you get Kobe as your guide, you will have a blast!

Molokini Crater + South Maui Coast Adventure from Kihei, Maui

Venessa_V, May 2026

Great experience!

Book with Redline if you want the opportunity to snorkel different spots on the same tour in a smaller group! We got to do the front side and back side of Molokini, and a couple of other areas that turtles frequent. Just as the front side of Molokini was getting busy, we got to go to the backside and only had to share the water with one other boat of similar size, we were the only boat at the last couple of stops. We got to see plenty of colorful fish, turtles, and a reef shark. The crew was great, made the experience very enjoyable. The captain also gave us a great restaurant suggestion that was our favorite meal during our stay.

Kalapaki Kai Sunset Catamaran Cruise

Charles_K, Apr 2026

Entertaining and...

Entertaining and informative harbor and river tour. Captain Stevie and 1st mate Becca were friendly and welcoming. Nice selection of beers and wine plus margaritas. We had a great time and learned about Kauai despite the clouds and light rain obscuring our sunset. Comfortable and safe boat with minimal wave roughness.

Kauai Cruise Ship Shore Excursion Journey to Waimea Canyon

Harold_H, Jan 2026

Kauai Cruise Ship Shore Excursion Journey to Waimea Canyon

This excursion on the island of Kaua'i was booked through Viator with Roberts Hawaii Tours. While the large bus was the most modern we were on during our time in Hawaii, and the driver/guide and tour itself were excellent, the meeting instructions given in advance left much to be desired. We were only given the time and an address for the pickup point. We left the ship as soon as we were allowed, after it docked, so we could figure out where the meeting point was, with little luck. Finally I phoned the number provided to get details. Somehow, Roberts Hawaii had been told that the ship would dock an hour later; so pickup would be an hour later. And, the description given to me of whom we were to look for was a bit vague. But, we did eventually connect. Our driver was courteous and very knowledgeable. We first stopped at the Hanapepe Valley Lookout, then at the Spouting Horn blowhole to see the water shooting into the air from the lava tube. We drove up the winding road to the Waimea Canyon State Park Lookout area. It was extremely windy and chilly this particular day, but it was definitely worth the climb and look! Mark Twain called this the "Grand Canyon of the Pacific". While it isn't as massive as the Grand Canyon in Arizona, it is breathtaking and beautiful. We could see a beautiful waterfall across the canyon from the lookout. In the winter, the colors of the canyon are more easily seen as there is less vegetation interfering with views; so we could see reds, browns and greens in the layers.