H. Upmann Connossieur No.2

In Cuba, H. Upmann Connossieur No.2 are generally priced lower than in international markets. Cuban cigars typically range from $8 to $90 USD per cigar, depending on the brand, vitola, and availability. Prestigious names such as Cohiba, Montecristo, and Partagás sit at the higher end. There is no real price advantage to purchasing full boxes, as the per-cigar cost remains the same unless you intend to leave the country with more than 50 cigars, in which case proper documentation is required to avoid confiscation by Cuban authorities.

For online buyers, packaging plays a key role. Boxed H. Upmann Connossieur No.2 cigars require official documentation and customs review before leaving the country, increasing shipping complexity and cost. That is why H. Upmann Connossieur No.2 cigars purchased online often cost more than in Cuba, largely due to the required paperwork for shipping. H. Upmann Connossieur No.2 cigars can also be shipped without boxes while maintaining the same quality, and are backed by a 100% money-back guarantee on delivery, offering a more refined and cost-conscious approach.

Advice: Always request a receipt when purchasing cigars in Cuba “no exceptions”. Without proper documentation, cigars especially boxes will be confiscated by Cuban authorities during inspection on your return flight home.

The most seamless approach is to purchase H. Upmann Connossieur No.2 directly through us online or at our retail shop in Havana, Cuba. Even if your H. Upmann Connossieur No.2 cigars were not sourced through us, our team can assist in arranging everything for you while you are in Cuba, ensuring a smooth and discreet experience.

When departing Cuba, airport customs generally allow one box and one bundle without a receipt. While some suggest higher quantities may pass without documentation, a more measured approach is always preferred. Maintaining your receipt is strongly recommended.

For those seeking a more effortless experience, shipping H. Upmann Connossieur No.2 is often the preferred option—particularly when traveling with larger quantities or without full documentation.

Short answer: No. (Consider purchasing online instead.)
Long answer: Yes… if you understand how the conversation is meant to unfold.

Traveling? Tips for returning to the United States with Cuban cigars.

When arriving in the U.S., the question is rarely just about cigars it’s about how you answer. If asked whether you have anything to declare, the reply is simple and measured “No”, especially when the total value stays within that familiar $800 threshold, a number that, like most things, can change over time. 95% of the time you will have no issues.

If the conversation becomes more direct, the details matter. If you are arriving from Cuba, the answer should still be “No”, because any cigars or liquor will be taken away if you say Yes. If you say No and they inspect your bags, worst case they’ll confiscate your cigars and liquor, and give you a verbal warning. Do not attempt to negotiate or explain, just say “I didn’t know” nothing more. The goal at this point is to leave with a verbal warning.

Saying “Yes” will ALWAYS result in losing your cigars and liquor.

If you are arriving from Spain or anywhere outside of Cuba, then you can answer “Yes” and simply say you have cigars or liquor from Spain or wherever your journey last took you. Do not say H. Upmann Connossieur No.2, just keep it simple and say cigars.

Avoid all of this and buy from us, or have us ship it to you if you already sourced your cigars in Cuba.

It’s not about avoiding the truth it’s about understanding how it’s told. Like a good cigar, timing and delivery are everything. The goal is to arrive home and enjoy your H. Upmann Connossieur No.2.