6 Fantastic Drinking Tours In Oahu

Discover the best drinking tours in Oahu, from sunset sails to brewery bike rides. Find the perfect way to enjoy Hawaiian nightlife and scenery.

Oahu offers more than just stunning beaches and iconic sights—it’s a lively island with a thriving drinking scene that’s perfect for exploring through guided tours. Whether you’re into tranquil sunset cruises, fireworks shows from the water, or hopping between local breweries, Oahu has a variety of experiences that combine spectacular views with great drinks. The island’s warm weather and scenic coastlines make it an ideal backdrop for fun, social outings on the water or on land. Many of these tours include open bars, making it easy to relax and mingle, while some focus on local craft beers and breweries that highlight Hawaii’s growing brewing culture.

In this guide, you’ll find the six best drinking tours in Oahu, each offering a unique way to enjoy the island’s vibrant nightlife and beautiful scenery. From sunset sails and fireworks shows to brewery bike rides, these experiences are designed to suit different preferences and budgets. Ready to toast to paradise? Let’s dive into the options.

Quick Overview

This list covers a range of drinking experiences including sunset cruises with open bars, fireworks sails, BYOB sunset boat rides, Kaka’ako bar hopping tours, beer-focused bike tours, and even a private tiki bar cruise. Each offers a distinct style—whether you prefer relaxing on the water, exploring Honolulu’s craft beer scene, or celebrating with a private boat. Now, let’s explore each in detail.

1. Waikiki Sunset Cocktail Sail with Open Bar

Waikiki Sunset Cocktail Sail With Open Bar

At number 1 on our list is the Waikiki Sunset Cocktail Sail with Open Bar, a lively 1.5-hour cruise that offers a perfect blend of spectacular ocean views and refreshing drinks. This cruise departs from Honolulu and is ideal for groups or solo travelers eager to meet new people. The boat features an open bar serving wine, champagne, and a variety of local and domestic beers from Maui Brewing, along with a signature cocktail, the “Holokai Hooch.” During sunset, you’ll enjoy breathtaking views of Diamond Head and the coastline, making it an Instagram-worthy moment.

What sets this experience apart is its friendly crew and the social atmosphere. Passengers often mention how the staff keeps the energy high and ensures everyone has a good time. Plus, there’s a good chance of spotting dolphins or whales if you’re lucky. The reviews highlight the engaging staff and great views, with many describing it as a “super fun and relaxing ride” with “awesome drinks” and “great company.” It’s a fantastic value at $85 per person, especially considering the open bar.

Bottom Line: If you want a fun, social experience on the water with excellent drinks and scenic views, this cruise hits the mark. It’s perfect for celebrating special occasions or simply enjoying a relaxing Hawaiian evening.

2. Friday Night Catamaran Fireworks Sail with Open Bar

Friday Night Catamaran Fireworks Sail With Open Bar

Next up is the Friday Night Catamaran Fireworks Sail, which offers a spectacular show—the weekly Hilton Hawaiian Village fireworks—viewed from the water. As the sun sets, you’re treated to a 1-hour cruise off Waikiki Beach with an open bar in hand. This event happens only on Fridays, making it a popular way to kick off the weekend.

Guests praise the lively crew and the amazing fireworks display, which provides a colorful backdrop for your drinks. The boat’s atmosphere is relaxed, with many mentioning how the music and views create a festive vibe. The cruise costs around $92.57 per person, which includes your drinks and the unforgettable spectacle of fireworks. While one review notes it’s “a little expensive for just an hour,” many agree that the viewing experience and celebratory ambiance justify the cost.

Ideal for group celebrations, families, or couples wanting to combine a night out with a visual feast, this cruise offers a memorable Hawaiian experience. Just remember, it’s seasonal—only available on Fridays.

Bottom Line: For an exciting fireworks view paired with drinks and a lively atmosphere, this sail is hard to beat, especially if you’re visiting on a Friday night.

3. Oahu: BYOB or Cash Bar Waikiki Sunset Cruise

Oahu: BYOB or Cash Bar Waikiki Sunset Cruise

For those who prefer more flexibility, the Oahu: BYOB or Cash Bar Waikiki Sunset Cruise offers a laid-back, budget-friendly way to enjoy the sunset. Priced at $56 per person, this 1.5-hour cruise provides beautiful sunset views over Waikiki and Diamond Head. The tour allows you to bring your own drinks or purchase from the onboard cash bar, giving you the freedom to customize your experience.

What makes this cruise stand out is its relaxed vibe and the opportunity to toast with friends as the city lights sparkle. Passengers rave about the “tremendous experience” and mention that whales and dolphins were seen during the trip, making it even more special. The crew is described as friendly and knowledgeable, and the unobstructed views of the coastline and sunset add to the appeal.

This tour is well-suited for budget-conscious travelers or those who want to control their drinks and timing. It’s perfect for a romantic evening or family outing. The main drawback is that, being a BYOB cruise, some might prefer an all-inclusive experience, but the lower price makes this a strong value.

Bottom Line: An affordable, flexible option for enjoying the sunset with friends and family, especially if you like bringing your own beverages and avoiding higher prices.

4. Kaka’ako Bar Tour

Kakaako Bar Tour

Stepping onto land, the Kaka’ako Bar Tour offers a two-day guided bar hop through Honolulu’s trendy Kaka’ako district. For $45 per person, you’ll ride a party bike built for 15, stopping at three popular local bars each day. The tour features stops at Honolulu Beerworks, Waikiki Brewing Company, and Aloha Beer Company, where you can sample craft beers and pub fare (own expense).

What makes this tour special is its combination of sightseeing and social drinking in a hipster neighborhood away from tourist traps. Reviews mention how the party bike is fun and a great way to meet other travelers, with some noting the informal, lively atmosphere and the guide’s humor. The tour is perfect for those who like bar hopping, craft beer, and interactive experiences.

While it’s a two-day tour, the focus on local breweries and lively atmospheres makes it ideal for beer lovers and social travelers. The main downside is that you pay for drinks separately, so budget accordingly.

Bottom Line: For a fun and social introduction to Honolulu’s craft beer scene, this tour offers a mix of sightseeing and drinking with a friendly, small-group vibe.

5. Beer Lover’s Bike Tour of Honolulu

Beer Lovers Bike Tour of Honolulu

At number 5, the Beer Lover’s Bike Tour of Honolulu combines biking with craft beer tasting in Honolulu’s Kaka’ako arts district. For around $45, you pedal a small shared bike to three standout breweries: Honolulu Beerworks, Hana Koa Brewing Co., and Waikiki Brewing Company. You’re accompanied by a guide and a small group of no more than 10 beer enthusiasts, making it a personalized experience.

The tour is designed for those who want to combine activity with beer tasting, as you learn about the local brewery scene and Hawaiian street art. The reviews highlight the enjoyable pace, the knowledgeable guide, and the opportunity to sample different brews (own expense). Many appreciate the informal, fun atmosphere, mentioning that it’s perfect for meeting new friends.

This tour is well-suited for active travelers and beer aficionados who like a small-group experience that mixes cycling, culture, and craft beer. A potential drawback is the need for a bit of physical activity, so it’s best for those comfortable on a bike.

Bottom Line: If you’re eager for a combination of outdoor activity and beer tasting, this tour offers a relaxed, engaging way to explore Honolulu’s beverage scene.

6. Private Tiki Bar Sunset Cruise in Honolulu

Private Tiki Bar Sunset Cruise in Honolulu

Finally, for a truly exclusive experience, the Private Tiki Bar Sunset Cruise offers a private boat ride for up to six people. Priced at $599, this experience brings you away from the crowds to enjoy a personalized cruise along Oahu’s coast.

The tour includes a visit to La Mariana Sailing Club, Oahu’s original tiki bar, for tasty food and cocktails. The scenic views of Diamond Head and the south shore make this an ideal choice for families, couples, or small groups seeking intimacy and flexibility. Since it’s private, you can tailor the itinerary and drinks to your preference, making it a luxury option for celebrating special occasions.

Reviews are limited because it’s a private tour, but the concept of personalized service and customized experience makes it stand out. The main consideration is the price, which is high but justified for those seeking exclusivity and privacy.

Bottom Line: Perfect for celebrating a special event or for travelers who want a custom, private experience with stunning views and the island’s best cocktails.

How to Choose the Best Drinking Tour in Oahu

When selecting a drinking tour in Oahu, consider your budget, preferred scenery, and group size. If scenic water views and socializing are your priorities, the Waikiki Sunset Cocktail Sail or the Fireworks Sail are excellent choices. For a more flexible, budget-friendly experience, the BYOB Sunset Cruise offers great sunset views without the added cost of an all-inclusive package.

If you want to explore Honolulu’s craft beer scene with some activity, the Beer Lover’s Bike Tour or the Kaka’ako Bar Tour are fantastic options—each emphasizes socializing and local flavors. For those seeking privacy or celebrating a special occasion, the Private Tiki Bar Sunset Cruise offers a tailored experience.

Booking early can help secure spots, especially on popular cruises like the fireworks sail or private tours. Consider the season, as some experiences are seasonal or weather-dependent.

In summary, whether you prefer relaxing on a boat with drinks in hand, exploring Honolulu’s craft beer scene on a bike, or enjoying an exclusive private cruise, Oahu’s drinking tours offer something for every type of traveler. For a memorable Hawaiian evening, pick one that matches your style and make sure to book early—these experiences tend to fill up fast.