Traveling to Hawaii often means chasing waterfalls, volcanoes, and beaches—yet sometimes, the most memorable moments are found in a quiet, scenic corner. This private sunset cigar experience on Hawaii’s Big Island promises just that—a laid-back, intimate evening where you can unwind while enjoying stunning panoramic views, fine cigars, and local spirits. While it’s not a typical touristy activity, it offers a perfect blend of exclusivity, natural beauty, and sensory pleasure.
What really grabs us about this tour are the breathtaking vistas of the Big Island from Puu Kehoni, the personal touch of a small group setting, and the chance to savor curated cigars alongside local liquors. The cost of $49 per person is quite reasonable considering the unique atmosphere and tailored experience. However, one thing to keep in mind is that it’s weather-dependent, and cancellations can occur if storms threaten the skies. This experience is best suited for those seeking a relaxing, adult-only outing and who enjoy the finer things in life—think cigars, scenic views, and good company.
Good To Know

- Stunning Views: Enjoy panoramic vistas of Maui, Lanai, Kaho’olawe, and Hualalai from a historic lookout point.
- Private and Small Group: Intimate setting with only 6-10 guests, perfect for personal conversations.
- Curated Cigars and Local Liquors: A selection of premium cigars and the option to bring or try local spirits.
- Relaxing Atmosphere: Rustic, authentic ambiance designed for comfort and awe of nature.
- Expert Host: Led by Richard, who enhances the experience with knowledge and friendly guidance.
- Flexible Experience: Suitable for both seasoned cigar enthusiasts and newcomers.
An In-Depth Look at the Sunset Cigar Tour

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The Location and Its Significance
Starting at 56-3029 Akoni Pule Hwy in Waimea, this tour takes you high above the coast to Puu Kehoni, a spot with historic importance as the birthplace of King Kamehameha. The vantage point offers sweeping views that stretch across the ocean, with visible islands like Maui, Lanai, and Kaho’olawe. The location itself is rustic and funky, intentionally designed to make guests feel relaxed and connected to Hawaii’s raw beauty.
The Experience: What to Expect
The tour kicks off at 5:00 pm, just as the sun begins its descent. You’ll be welcomed into this intimate setting—Richard, your host, will lead the group through a curated selection of premium and rare cigars, affectionately called “unicorns” by aficionados. If you prefer, you’re welcome to bring your own cigars too.
As you settle into your seat, the horizon will light up with vivid hues, and the landscape’s rugged charm enhances the experience. Richard’s approach is tailored for all levels, from beginners to seasoned smokers. Expect to savor your cigar with local liquors, which are included, or bring your own if you have specific favorites. The gentle ocean breeze, combined with the aroma of smoked tobacco and local spirits, creates a sensory-rich environment.
The Atmosphere and Ambience
The setting is deliberately rustic—think weathered wooden benches, casual seating, and a breeze that keeps things fresh. The chance to watch the sun sink into the Pacific, coupled with the possibility of star gazing as twilight settles, makes for a truly special vibe. Some reviewers mention that Richard’s friendly Pomeranian, Buddy, might join in, adding a touch of adorable charm to the evening.
Weather and Cancellation Policy
Weather can be unpredictable, especially in Hawaii. If storms are forecasted, Richard will cancel to ensure safety and comfort. If a storm surprises you during your session, you’ll experience the raw power of nature from the lounge—a memorable, if slightly unexpected, twist. The tour offers free cancellation up to 24 hours before the scheduled start, which is generous for planning purposes.
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Value and Cost Analysis
At $49 per person, this experience offers excellent value, considering the private setting, panoramic views, and curated cigars. The inclusion of local liquors adds to the sensory experience without extra cost. The small group size ensures personalized attention, making it a more memorable and relaxed outing compared to larger, busier tours.
Additional Considerations
- Transportation is not included, so you’ll need to arrange your own ride to the meeting point.
- The tour is suited for most travelers but does involve ascending two steps—worth noting if mobility is a concern.
- It’s an adult-oriented experience, ideal for couples, friends, or small groups seeking a peaceful, authentic activity.
- Bringing your own cigars is allowed, offering flexibility for aficionados with specific preferences.
Authentic Insights from Other Guests
While this experience hasn’t accumulated reviews yet, the feedback from similar private activities hints at the importance of weather and the value of exclusive, personal moments. Guests appreciate the “authentic, funky, and rustic” atmosphere, which enhances the sense of being far from tourist crowds. The views, in particular, are highlighted as “breathtaking” and “the real star of the show,” making this a highlight for sunset lovers.
Who Is This Tour Best For?

This private sunset cigar experience suits travelers who appreciate scenic vistas, enjoy relaxing adult outings, and value personalized service. It’s perfect for those wanting a quieter, more intimate way to connect with Hawaii’s natural beauty without the crowds. If you’re a cigar lover or curious about local spirits, this tour offers a chance to indulge while soaking in the spectacular horizon.
It’s less ideal for families with children, those seeking a more energetic activity, or travelers with mobility constraints since it involves some walking and outdoor exposure. Also, if weather isn’t cooperative, your plans might be disrupted, but Richard’s flexibility and the chance to enjoy the raw power of storms can turn it into a memorable story.
The Sum Up

The Celebrate Your Group with a Very Private Sunset Cigar Experience captures the essence of relaxed luxury on the Big Island. It’s an excellent way to unwind in a scenic, authentic setting, with the added bonus of curated cigars and local liquors, all against a backdrop of some of the most breathtaking views in Hawaii.
This tour offers true value through its small-group intimacy, expert guidance, and the chance to disconnect from everyday stress. It’s best suited for adults looking for a memorable, peaceful evening—whether celebrating a special occasion or simply seeking a quiet moment of beauty. The combination of panoramic vistas, rustic charm, and personalized touches makes this experience stand out as a uniquely Hawaiian way to toast the sunset.
FAQ

Is transportation included in this experience?
No, transportation is not provided. You’ll need to arrange your own way to the meeting point at Waimea.
Can I bring my own cigars?
Yes, you’re welcome to bring your own cigars if you prefer, though Richard offers a curated selection of premium and rare cigars.
What if the weather is bad?
The tour will be canceled if storms are forecasted. If caught in bad weather, you can enjoy the raw power of the storm from the lounge, and Richard will reschedule or refund.
How long does the experience last?
It lasts approximately 2 hours, starting at 5:00 pm and ending back at the meeting point.
Are children or non-adults allowed?
No, this is an adult-only activity, suitable for those 18 and older.
Is alcohol provided?
While the tour does not sell alcohol, local liquors are offered to pair with your cigar. You may also bring your own.
What’s the group size?
The experience is limited to small groups of 6-10 people, ensuring a personalized experience.
Is the location accessible for people with limited mobility?
There is an ascent of two steps involved, so some mobility considerations are advised.
How much does it cost?
The experience is priced at $49 per person, offering good value for an intimate, scenic outing with cigars and spirits included.
To sum it up, if you’re after a peaceful, scenic, and personalized way to enjoy Hawaii’s sunset with good company, this private cigar experience ticks all the boxes. With stunning views, friendly hosts, and the chance to indulge in local flavors, it’s a memorable way to end an island day.
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