The 6 Best Drinking Tours in Maui
Maui isn’t just about beaches and volcanoes—its lively drinking tour scene offers a fantastic way to enjoy the island’s natural beauty while sipping on local drinks or marveling at marine life. Whether you’re interested in spotting humpback whales with a cocktail in hand, relaxing on a sunset cruise, or sampling craft beers in a vintage VW bus, Maui’s tours are as diverse as its landscapes. These experiences combine stunning scenery, expert guides, and plenty of opportunities to unwind.
If you’re craving a memorable way to see the coast, learn about marine mammals, or just toast to your vacation, these top-rated Maui drinking tours are worth considering. Planning ahead is key, especially during whale season or sunset hours, so read on to find the best fit for your style and schedule.
Quick Overview
Our list features six top choices for drinking tours in Maui. You’ll find options for whale watching with open bars, sunset sails, snorkel and BBQ combos, and even a brewery and beach cruise in a vintage VW bus. Each offers something different, from the serene to the lively, with reviews and details to help you decide.
For a chance to see whales up close while enjoying unlimited drinks, check out Whale Watching Cruise with Open Bar from Ka’anapali Beach. If a sunset sail with appetizers and drinks sounds best, the 2 Hour Sunset Dinner Sail is a top pick. For those seeking a more active day with snorkeling and BBQ, the Kaanapali Beach Snorkel & BBQ offers great value. And for something truly unique, the Vintage VW Bus Brewery & Beach Cruise combines scenic rides, craft beer, and secret beaches.
1. Whale Watching Cruise with Open Bar from Ka’anapali Beach
At number 1, this whale-watching cruise combines the thrill of seeing humpback whales with unlimited drinks on a spacious catamaran. Leaving directly from Ka’anapali Beach, the 2-hour tour is a hit for nature lovers and party seekers alike. The boat is equipped with plenty of comfortable seating, including bean bags on open nets—an ideal spot to get close to the water and watch whales breach, tail slap, or just spout in the distance. With naturalist guides sharing insights about whale migration and behavior, you’ll learn more than just how to spot a tail fin.
What makes this tour special is the unlimited open bar, which includes options like prosecco, guava juice, and other beverages. Reviewers consistently praise the personable crew who keep drinks flowing and make everyone feel welcome. Many mention the rarity of close whale encounters; one reviewer recalls a breaching whale just 20 feet away. It’s a 2-hour experience packed with excitement, education, and plenty of relaxation.
Bottom Line: For about $103, this cruise offers a balanced mix of wildlife viewing and fun with friends, making it perfect for those who want a lively yet informative outing.
2. Kaanapali: Whale Watching Cruise with Open Bar
Coming in at number 2 is the Kaanapali Whale Watching Cruise with Open Bar, which offers a similarly 2-hour adventure from a prime location. This tour emphasizes up-close whale encounters with a naturalist guide who shares stories and facts about humpbacks in their winter playground. You’ll enjoy delightful island cocktails like mimosas or Bloody Marys while cruising, creating a relaxed atmosphere.
Guests often comment on how well-organized the trip is, with friendly staff and plenty of space on the catamaran. Despite the shorter whale season in late spring or summer, reviewers still saw whales breaching and playing, with some lucky enough to witness impressive breaches. The scenic backdrop includes views of Kaanapali beach and Lahaina, making it a visual treat.
While the number of reviews is smaller, those that are there rave about the knowledgeable crew and the quality of drinks. At roughly $103 per person, it’s a solid choice for travelers wanting a relaxed, educational, and enjoyable whale watching experience.
Bottom Line: With consistently high reviews and a focus on friendly service, this tour is ideal for those wanting a memorable whale encounter paired with good drinks in a comfortable setting.
3. Maui: Kaanapali Beach 4-hour Snorkel w/ BBQ Lunch & Open Bar
At number 3, this 4-hour snorkeling trip on Maui’s west coast is perfect for travelers who want more than just cocktails—this experience combines marine exploration with a delicious BBQ lunch. The tour departs from Kaanapali Beach and cruises to prime snorkel spots where you can see sea turtles, tropical fish, and coral reefs. The boat is a luxury catamaran, offering ample space and comfort, and the crew provides a friendly, engaging environment.
A highlight is the BBQ lunch, featuring grilled chicken, burgers, pasta, and salads—enough to satisfy hungry snorkelers. During the trip, you might also spot dolphins or whales, depending on the season. Guests often praise the large, well-maintained boat and the helpful, cheerful staff who ensure everyone gets the most out of the trip.
While some wish for more snorkeling time, the combination of relaxed sailing, marine life, and food makes this tour a good value at $162. Plus, reviews mention the crew’s dedication to safety and fun, making it a solid choice for families and adventure lovers.
Bottom Line: If you’re looking for a longer, active day with snorkeling, food, and drinks, this is a top pick for a well-rounded Maui experience.
4. Maui: 2 Hour Sunset Dinner Sail with Open Bar and Appetizers
Number 4 is the Sunset Dinner Sail, a delightful way to end a day with craft cocktails, tasty appetizers, and stunning views. Setting sail from Maui, this 2-hour cruise takes you along the coast while you unwind with a complimentary open bar featuring vodka, rum, wine, and champagne. The sail is smooth, with plenty of cushioned seating options in sun or shade, making it suitable for all comfort levels.
The highlight is watching the West Maui Mountains and nearby islands turn pink and gold as the sun sets—an unforgettable sight. Reviewers note the attentive crew who keep drinks coming and share stories about the island’s geology and history. It’s a romantic, laid-back tour that’s perfect for couples or anyone wanting a peaceful yet picturesque experience.
While the tour is on the shorter side, the relaxing atmosphere and scenic beauty justify the price of about $149. It’s best suited for travelers who want a mellow, beautiful evening on the water with good drinks and a memorable sunset.
Bottom Line: Ideal for a romantic or relaxing evening, this cruise combines exquisite views, light snacks, and unlimited drinks into a well-priced sunset experience.
5. Original Sunset Cruise with Open Bar from Ka’anapali Beach
Topping our list at number 5 is the Original Sunset Cruise from Ka’anapali Beach, which boasts over 1,190 reviews and a top-rated experience. This 2-hour cruise offers a front-row view of Maui’s sunset, with unlimited cocktails and snacks included. Departing from the same beach as the whale tours, it’s a classic choice for those wanting a reliable, fun, and scenic ride.
The boat’s crew is praised for their friendly, attentive service and their willingness to engage with guests, making everyone feel special. During the cruise, you’ll enjoy views of Lanai, Molokai, and Kahoolawe, along with occasional dolphin sightings and potential whale activity during winter. The food options are simple but well-liked, and the drinks flow freely. Many reviews mention this cruise as a highlight of their Maui trip.
Given its popularity and high reviews, this tour offers excellent value for $114.84, especially if you want a smooth, well-organized sunset experience with plenty of photo opportunities.
Bottom Line: A dependable favorite, perfect for travelers seeking a classic Maui sunset cruise with good drinks, scenic views, and a warm crew.
6. Brewery and Beach Cruise in a Vintage VW Bus
Rounding out the list at number 6 is the Brewery and Beach Cruise in a Vintage VW Bus. With just a few reviews, it’s a more niche experience for those craving scenic rides combined with craft beer. This 3-hour tour starts at the Shops at Wailea, where you’ll meet the crew and hop into a restored VW bus for a leisurely drive along South Maui.
The first stop is Maui Brewing Co., where you can enjoy a signature beer flight and a laid-back lunch of fish tacos or a burger. Afterwards, the tour visits Secret Beach, a secluded cove perfect for photos and relaxing by the water. The small-scale, vintage vibe appeals to those who appreciate casual, offbeat experiences.
While reviews are limited, one notes the driver’s friendliness and the well-maintained VW van. It’s priced at $179, which reflects its unique style more than high-end amenities. It’s best suited for travelers looking for a mix of scenic rides, local brews, and a less conventional day out.
Bottom Line: For a relaxed, quirky tour that combines craft beer, scenic views, and a vintage touch, this is a fun choice—though it’s less established than other options.
How to Choose Your Perfect Drinking Tour
When selecting a Maui drinking tour, consider your priorities. If wildlife is your main interest, the whale watching cruises (#1) and #2) offer close encounters with humpbacks and informative guides. For those craving sunset views, #4 and #5 provide romantic, scenic settings with good drinks.
If you want more active fun combined with food, the snorkel and BBQ trip is ideal, especially for families or adventure seekers. And for a unique, offbeat experience, the vintage VW brewery tour adds a quirky twist, perfect for craft beer lovers.
Consider your budget and timing—most tours are around $100-$160 per person, with sunset cruises being shorter but highly scenic. Book early during peak whale season (December to April) or popular sunset hours to secure spots.
Final Thoughts
Maui’s drinking tours offer a wide range of memorable ways to enjoy the island’s scenery and marine life while sipping your favorite drinks. Whether you prefer a lively whale sighting, a peaceful sunset sail, or a craft beer adventure in a vintage bus, you’ll find options that suit your style. The top-rated cruises, especially the Original Sunset Cruise and whale watching tours, promise reliable, enjoyable experiences with plenty of positive reviews.
If you’re planning your trip, consider your interests, budget, and preferred pace. Booking well in advance will help ensure you get your top choice, especially during peak whale season or sunset hours. Whatever you pick, Maui’s drinking tours are a fantastic way to turn a day into a memorable island story.