Celebrate Your Group with a Very Private Sunset Cigar Experience

If you’re looking for a unique way to unwind on Hawaii’s Big Island, this private sunset cigar experience might just be what you need. While I haven’t personally been, I’ve reviewed the details, and it sounds like an ideal outing for those who appreciate good cigars, gorgeous scenery, and a peaceful vibe. It’s an intimate, relaxed gathering designed for groups of 6-10, making it perfect for friends, couples, or a small celebration.
What really draws us in are the stunning panoramic views and the chance to enjoy premium cigars in a serene setting. Plus, the fact that it’s a private tour means you get undivided attention and a more personal experience. The only thing to keep in mind is that it’s weather dependent—if storms roll in, your plans might change. But if the skies are clear, you’re in for an evening of pure relaxation.
This experience is best suited for travelers who love a quiet, scenic backdrop, and who enjoy savoring a good smoke with a touch of local flavor. Whether you’re a cigar connoisseur or just curious to see what the hype is about, it offers a taste of Hawaii’s beauty combined with a leisurely indulgence.
Key Points
- Intimate setting: Small groups of 6-10 ensure a personal, relaxed atmosphere.
- Stunning views: Panoramic vistas of Maui, Lanai, Kaho’olawe, and Hualalai from a historic spot.
- Flexible experience: Welcome to bring your own cigars or try curated premium selections.
- Local flavors: Enjoy local liquors to pair with your cigars, enhancing the sensory experience.
- Weather-aware: Canceled if storms are forecasted, but enjoy the raw power of weather if caught unexpectedly.
- Accessible location: Starts at a scenic spot in Hawi, with a simple meeting point.
- Authentic vibe: Rustic, funky, and designed for comfort, all while celebrating nature’s grandeur.
- Cost: At $49 per person, it offers a reasonably priced, memorable evening.
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The Experience in Detail

Imagine sitting high above the Pacific Ocean, the breeze gently tousling your hair as the sun begins its descent. This sunset cigar tour takes place at Puu Kehoni, a site with a history linked to King Kamehameha’s birthplace. From here, the views stretch across the horizon, revealing islands like Maui and Lanai, along with the rugged beauty of Kokoiki.
The experience lasts about two hours, beginning at 5:00 pm, just as the evening light starts to turn golden. With small groups capped at 10, you won’t feel rushed or crowded. Instead, you’ll be encouraged to relax and take in the scenery, which is truly breathtaking. The combination of the ocean scent, breeze, and smoky aroma of your cigar creates a sensory feast.
Richard, the host, is described as knowledgeable and friendly, guiding you through the experience. While you’re welcome to bring your own cigars, the curated selection includes some premium, rare “unicorn” cigars that might be worth trying if you’re into exploring unique flavors. Local liquors are available to pair with your smoke, although alcohol is not sold on-site, so bringing your own is a good idea if you want something special.
The atmosphere is described as authentic, funky, and rustic, intentionally designed to make you feel comfortable and connected with the surroundings. The setting feels genuine, not overly polished, but it’s cozy enough to settle into and truly disconnect from the world.
An interesting bonus is that Buddy, the host’s friendly Pomeranian, might join you—adding a touch of companionship if you’re an animal lover. Just let them know if that’s not your thing.
Should bad weather threaten, the host will cancel, but if a storm surprises you while on the tour, you’ll get to enjoy its raw power from the comfort of the lounge area. It’s an experience that encourages disconnecting from daily routines and embracing the peacefulness of the moment.
What’s Included and What’s Not

For the $49 price tag, you get liquor to enjoy with your cigar. This makes the experience more complete, especially if you’re into pairing spirits with your smoke. You’ll need to bring your own cigars if you prefer to stick with your usual favorites, but the curated selection offers some tempting options.
Transportation is not included, so plan to get yourself to the meeting point in Waimea. The activity ends right back where it started, so no worries about complicated logistics.
How the Tour Fits Into Your Big Island Adventure

This experience is ideal for those wanting a relaxing, scenic evening without the hustle of larger tours or crowded venues. It’s perfect for couples celebrating a special moment, friends wanting a unique shared experience, or anyone simply looking to enjoy Hawaii’s natural beauty in a laid-back setting.
Because it’s a private activity, your group can enjoy a more tailored experience, with ample opportunity for conversation and taking in the views without interruption. The small group size and intimate environment make it a memorable way to spend an evening.
In terms of value, at just under $50, this experience offers a lot—stunning vistas, quality cigars, local spirits, and personal attention. It’s a simple, elegant way to add a special touch to your trip, especially if you enjoy the slower pace and the finer things in life.
Who Will Love This Experience?

This tour is best suited for travelers who appreciate scenic views, relaxing atmospheres, and the pleasure of smoking cigars in good company. If you’re someone who enjoys pairing cigars with local spirits and values intimate settings, you’ll find this experience very satisfying. It’s also a good choice if you want to avoid large groups and prefer a more personal, contemplative moment during your trip.
It’s not ideal for those looking for a lively nightlife or a more energetic activity, nor for families with children, unless they’re passionate about cigars and mature enough to enjoy the tranquil vibe.
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FAQ

Is transportation included in this experience?
No, you will need to arrange your own transportation to the meeting point in Waimea.
Can I bring my own cigars?
Yes, you’re welcome to bring your own cigars if you have favorites or specific ones you want to enjoy.
Are alcohol and spirits included?
Local liquors are provided to pair with your cigar, but alcohol is not sold on-site. Feel free to bring your own if you want something special.
What is the group size?
Small groups of 6-10 people, ensuring a personal and relaxed atmosphere.
What should I wear?
Casual, comfortable clothing suitable for an outdoor evening. It can get breezy, so consider light layers.
Is this experience suitable for beginners?
Absolutely. Whether you’re a seasoned cigar enthusiast or a first-timer, the host tailors the experience to your comfort and taste.
What happens if the weather is bad?
The tour will be canceled if storms are expected, but if a storm occurs unexpectedly, you’ll get to enjoy it from the lounge area.
How long does the experience last?
Approximately 2 hours, starting at 5:00 pm and ending back at the meeting point.
Are service animals allowed?
Yes, service animals are permitted.
Celebrate Your Group with a Very Private Sunset Cigar Experience
Final Thoughts

If you’re seeking a peaceful, scenic way to spend an evening on Big Island, this private sunset cigar experience deserves a spot on your list. It’s about savoring the moment, enjoying spectacular views, and sharing good times with your chosen company. The small-group setting and intimate atmosphere make it a genuine highlight, especially if you love nature’s grandeur paired with the ritual of a fine cigar.
While it’s weather-dependent and not a high-energy activity, it offers a rare chance to pause, breathe, and appreciate Hawaii’s natural beauty in a very personal way. For those who value quiet elegance, this could be a memorable, soul-nourishing part of your trip.
I hope this gives you a clear picture of what to expect and helps you decide if this sunset cigar experience is right for you. Enjoy your trip, and here’s to many peaceful, scenic evenings ahead!
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