Oahu isn’t just about stunning beaches and surfing—it’s also a lively place to enjoy drinking tours that showcase its local spirit, culture, and spectacular scenery. Whether you’re into relaxing sunset cruises with open bars, energetic boat parties with DJs, or behind-the-scenes pub crawls, Oahu offers a variety of ways to sip, see, and socialize. I personally love the Waikiki Sunset Cocktail Sail for its relaxed vibe and stunning water views, and the Friday Night Catamaran Fireworks Sail for a festive fireworks display. These tours stand out because they combine beautiful scenery with excellent drinks and the chance to meet fellow travelers.
Oahu’s drinking tours are perfect for those seeking a mix of relaxation, party atmosphere, or cultural insight. From sunset sails with open bars to lively pub crawls exploring Waikiki’s secret bars, there’s something for all. Read on to explore the top nine options and find your perfect way to enjoy a drink in paradise.
1. Waikiki Sunset Cocktail Sail with Open Bar
At number one, this lively sunset cruise from Honolulu offers a relaxed way to enjoy the ocean and a great selection of drinks. For approximately 1 hour 30 minutes, you’ll glide over calm waters, sipping on wine, champagne, or local beers from Maui Brewing. The highlight is enjoying a signature cocktail—the “Holokai Hooch”—as the sun dips behind Oahu’s shoreline, casting a glow that’s impossible to beat. This tour is perfect for groups or solo travelers looking to mingle, as the open bar and friendly crew foster a social atmosphere.
The boat is well-equipped, with amenities like a bathroom on board, making it comfortable for everyone. Reviewers consistently praise the engaging staff and the breathtaking views, with one noting, “The ride and views were awesome. Will do it again!!” For those wanting a scenic, low-key way to toast Oahu’s sunset, this cruise hits the mark. It’s also a good value at $85 per person, especially considering the open bar and the chance to meet new friends.
Bottom line: Relaxed, social, and stunning—this cruise is perfect for anyone wanting a memorable sunset with drinks in hand.
2. Premier Waikiki Sunset Party Cruise with Live DJ and Full Bar
For those who prefer to dance as the sun sets, the Premier Waikiki Sunset Party Cruise offers a full-on party atmosphere. This 2-hour cruise features a live DJ playing tunes synced with onboard lighting, making it a true dance party on the water. You’ll pass Diamond Head and get sweeping views of Waikiki’s coast while enjoying one included drink, with the option to purchase more drinks from the full bar.
What makes this tour stand out is its energetic vibe and social scene. Guests rave about the staff’s friendliness and the good times had by all. One reviewer said, “This was the highlight of the trip,” emphasizing how well the music, scenery, and company come together. At $72 per person, it offers great value for a lively night out, especially if you enjoy dancing and making new friends.
Bottom line: If you want to turn up the volume and dance with a view, this cruise is your best pick.
3. Sips & Secrets of Hawaii Pub Crawl
For a different kind of experience, the Sips & Secrets of Hawaii Pub Crawl combines local history with visits to four Waikiki bars. Led by an expert guide, this 2-hour 15-minute walk takes you through places you might never find on your own, all while sampling a beer at each stop. The tour offers a taste of Honolulu’s nightlife and a chance to learn about Hawaiian culture with stories and background from your guide.
Guests love the mix of education and entertainment, with one reviewer saying, “Excellent way to learn about Hawaiian history while having a few local ales.” The small-group format ensures a personal experience, and the tour is ideal for those who want to combine history, culture, and drinks in a relaxed setting. For just $45, you get four drinks and a memorable introduction to Waikiki’s hidden bar scene.
Bottom line: Great for curious travelers who want a fun, educational night out with local flavor.
4. Friday Night Catamaran Fireworks Sail with Open Bar
Nothing says celebration like watching fireworks from a boat, and the Friday Night Catamaran Fireworks Sail delivers just that. This 1-hour cruise departs Waikiki on a Friday evening to see the Hilton Hawaiian Village fireworks display. An open bar lets you enjoy your favorite drinks as you float nearby, with ideal viewing from the deck.
The crew is friendly, and passengers often mention how spectacular the fireworks are—“The view of the fireworks was amazing,” reports a happy customer. The tour is perfect for families, couples, or groups celebrating special occasions like birthdays or bachelorette parties. At $92.57, it’s a good deal considering the proximity to the fireworks and the included drinks.
Bottom line: A fun, festive way to end the week with stunning fireworks and drinks on the water.
5. Oahu: BYOB or Cash Bar Waikiki Sunset Cruise
If you prefer to bring your own drinks, the Oahu BYOB Sunset Cruise offers a relaxed 1.5-hour journey along Waikiki’s shoreline. With Diamond Head as a backdrop, you can share a toast with friends or family while enjoying the sunset in your own way. The tour provides a convenient, budget-friendly option for those who like to control their drink choices and spend less—at just $56 per person.
The cruise offers unobstructed views of the ocean and the iconic Honolulu skyline, making it a perfect low-cost way to enjoy Hawaii’s natural beauty. Reviewers appreciate the flexibility: “Marvel at a brilliant sunset glimmering over the ocean,” one writes. It’s ideal for travelers seeking a casual, customizable experience without the fuss of an included bar.
Bottom line: Perfect for those who want a quiet, personal sunset with their own drinks.
6. Kaka’ako Bar Tour
To experience Honolulu’s lively local bar scene, the Kaka’ako Bar Tour guides you through the hip Kaka’ako district on a party bike. This two-day tour is a fun way to explore popular venues without the hassle of planning. You’ll stop at three bars each day, sampling craft beers from local breweries like Honolulu Beerworks and Waikiki Brewing Company, and enjoying some appetizers (own expense).
The tour is tailored for social travelers who want to pedal between venues while enjoying the atmosphere. Reviewers note, “Outstanding fun with our party of 12,” and appreciate the personal interaction with guides and fellow peddlers. The small-group size keeps it lively and intimate, making it ideal for making new friends.
Bottom line: For a casual, active way to explore Honolulu’s craft beer scene, this tour hits the spot.
7. Waikiki Friday Fireworks Party Cruise with Live DJ & Full Bar
Another option for fireworks fans, the Waikiki Friday Fireworks Party Cruise offers a 2-hour cruise with a live DJ, full bar, and front-row fireworks viewing. This 21+ cruise is perfect for those celebrating a special night out, with party music and a lively vibe. Reviewers say, “Everyone was nice, captain did great,” and “The fireworks made it extra special.”
It’s slightly pricier at $99 per person but includes one free drink and the chance to dance underneath the fireworks. The cruise offers an energetic, adult-oriented way to enjoy Waikiki’s nightlife in style.
Bottom line: Ideal for adults wanting to dance, drink, and watch fireworks in a festive setting.
8. Private Tiki Bar Sunset Cruise in Honolulu
For a truly personalized experience, the Private Tiki Bar Sunset Cruise is perfect. Up to six people can enjoy a 2.5-hour private boat ride along Oahu’s coast, stopping at La Mariana Sailing Club—Oahu’s original tiki bar—for drinks and food (not included). This tour offers privacy, flexibility, and an authentic Hawaiian vibe in a small-group setting.
Guests rave about the opportunity to escape crowds and enjoy spectacular views of Diamond Head and the south shore. The boat can be booked for larger groups by calling ahead, making it ideal for small celebrations or romantic getaways.
Bottom line: Best suited for those seeking privacy and a special, intimate cruise with friends or loved ones.
$599.00 per group (up to 6)
9. Whale Watching Sail in Honolulu with Open Bar
From December to March, the Whale Watching Sail offers a chance to see humpback whales in their natural habitat. This 1.5-hour cruise from Honolulu includes an open bar and the possibility of spotting dolphins and sea turtles. It’s a relaxing experience that combines wildlife watching with refreshing drinks.
While reviews are still coming in, the tour’s timing and natural spectacle make it a popular choice for families or nature lovers wanting to combine sightseeing with a drink. The tour is affordably priced at $53.36, making it a good value for a unique aquatic adventure.
Bottom line: Perfect for those wanting a combination of wildlife viewing and Hawaii’s stunning coastline.
$53.36 per person
How to Choose the Best Drinking Tour in Oahu
When selecting a drinking tour, consider what kind of experience you’re after. Do you want a relaxed sunset cruise with scenic views, like the Waikiki Sunset Cocktail Sail, or a party scene with dancing and live music, such as the Sunset Party Cruise? Budget also matters. The BYOB cruise offers a more affordable option, while private cruises like the Tiki Bar Sunset Cruise provide exclusivity.
Time of day and group size are also key. Evening fireworks cruises are perfect for special celebrations, while pub crawls suit travelers interested in local bars and culture. Always check reviews and consider your activity level—cycling tours require a bit of pedaling, while relaxed sails don’t.
Final Thoughts
Oahu’s drinking tours provide a fantastic way to unwind and see the island from a different perspective. For a romantic sunset, the Waikiki Sunset Cocktail Sail is hard to beat, while those looking for lively nightlife will enjoy the Sunset Party Cruise. Nature lovers can opt for the Whale Watching Sail, blending wildlife with drinks.
Book early, especially for popular cruises around holidays or peak season, and consider your preferences—whether it’s a relaxing boat ride or a lively dance party. With such a variety, there’s a perfect water-based drink experience waiting in Oahu.