$250+

$250+ Cigars

For those who seek the pinnacle of cigar craftsmanship, rarity, and prestige, cigars priced at $250+ offer an unparalleled smoking experience. These cigars are crafted using the world’s finest tobaccos, often aged for decades, ensuring deep complexity, smoothness, and refinement. Whether you’re indulging in an ultra-premium Padron, savoring the elegance of Davidoff, or experiencing the prestige of Fuente Fuente Opus X, these cigars represent the ultimate in luxury and sophistication.

At The Tobacconist of Greenwich, we offer a carefully curated selection of cigars over $250, ensuring that every aficionado can experience the highest level of craftsmanship and aging perfection. Whether you’re celebrating a special occasion, expanding a private collection, or enjoying the finest cigars in the world, our ultra-premium selection guarantees exceptional quality and exclusivity. Shop now at The Tobacconist of Greenwich and experience the world's finest cigars over $250.

POPULAR IN $250+

Filter results
  • Davidoff Winston Churchill The Late Hour Robusto Box Closed Davidoff Winston Churchill The Late Hour Robusto 4-Pack

    Davidoff Cigars

    Davidoff Winston Churchill The Late Hour Robusto

    $27.20 - $544.00

    The Davidoff Winston Churchill The Late Hour Robusto is a powerful tribute to Sir Winston Churchill’s most inspired moments—crafted for those who savor complexity when the world winds down. Measuring 5" x 52, this full-bodied cigar captures...

  • Davidoff Signature 2000 Tubos Box Open Davidoff Signature 2000 Tubos Pack of 4

    Davidoff Cigars

    Davidoff Signature 2000 Tubos

    $19.40 - $388.00

    The Davidoff Signature 2000 Tubos delivers the iconic smoothness and balance of the bestselling Signature 2000, now in a refined aluminum tube for freshness and portability. Measuring 5" x 43 in a classic Corona format, this mild-to-medium-bodied cigar...

  • Davidoff Grand Cru Toro Box Closed Davidoff Grand Cru Toro Pack of 4

    Davidoff Cigars

    Davidoff Grand Cru Toro

    $32.20 - $805.00

    The Davidoff Grand Cru Toro is a refined evolution of a classic—bringing expanded richness and duration to the elegantly balanced profile of the Grand Cru Series. Measuring 6" x 54, this larger vitola delivers a fuller draw and deepens the...

  • Davidoff Signature 2000 50th Anniversary Edition Closed Davidoff Signature 2000 5-Pack

    Davidoff Cigars

    Davidoff Signature 2000

    $18.70 - $467.50

    The Davidoff Signature 2000 is the definitive expression of balance, elegance, and approachable luxury. Measuring 5" x 43 in a classic Corona format, this cigar is one of the most iconic creations in the Davidoff Signature Series, consistently praised...

  • Davidoff Grand Cru Robusto Box Closed Davidoff Grand Cru Robusto Pack of 4

    Davidoff Cigars

    Davidoff Grand Cru Robusto

    $27.90 - $697.50

    The Davidoff Grand Cru Robusto brings bold refinement to the timeless elegance of the Grand Cru line. Measuring 5 1/4" x 52, this Robusto delivers the Grand Cru’s signature harmony with a more pronounced intensity—offering a refined,...

  • Davidoff Winston Churchill Toro Box Closed Davidoff Winston Churchill Toro Pack of 4

    Davidoff Cigars

    Davidoff Winston Churchill Toro

    $26.30 - $526.00

    The Davidoff Winston Churchill Toro is a bold, refined cigar that mirrors the complexity and grandeur of its namesake. Measuring 6" x 54, this Toro vitola brings together strength, elegance, and depth—paying tribute to Sir Winston Churchill's...

  • Davidoff Nicaragua 10th Anniversary Box Open Davidoff Nicaragua 10th Anniversary Single Cigar

    Davidoff Cigars

    Davidoff Nicaragua 10th Anniversary Limited Edition

    $45.83 - $550.00

    The Davidoff Nicaragua 10th Anniversary is a limited-edition masterpiece that celebrates a decade of daring innovation and Davidoff’s trailblazing success in Nicaragua. This commemorative 6" x 53 Robusto Extra encapsulates the fiery soul of...

  • Davidoff Signature 1000 Box Closed Davidoff Signature 1000 Pack of 4

    Davidoff Cigars

    Davidoff Signature 1000

    $15.40 - $385.00

    The Davidoff Signature 1000 is a masterfully constructed small-format cigar that exemplifies elegance, balance, and subtlety. Measuring 4 5/8" x 34, this timeless classic is part of the renowned Davidoff Signature Series, delivering a refined smoking...

  • Davidoff Grand Cru No 5 Box Closed Davidoff Grand Cru No 5 Pack of 4

    Davidoff Cigars

    Davidoff Grand Cru No 5

    $16.40 - $410.00

    The Davidoff Grand Cru No. 5 is a compact yet sophisticated offering in the Grand Cru Series—crafted for those who appreciate refined flavor in a shorter format. Measuring 4" x 41, this petit corona delivers all the elegance and nuance expected...

  • Davidoff Winston Churchill Robusto Box Closed Davidoff Winston Churchill Robusto Pack of 4

    Davidoff Cigars

    Davidoff Winston Churchill Robusto

    $24.10 - $482.00

    The Davidoff Winston Churchill Robusto is a commanding cigar that mirrors the complexity, charisma, and boldness of the man it honors. Measuring 5 1/4" x 52, this Robusto pays tribute to Sir Winston Churchill’s multifaceted legacy—with a...

  • Davidoff Millennium Toro Box Closed Davidoff Millennium Toro 4-Pack

    Davidoff Cigars

    Davidoff Millennium Toro

    $34.90 - $349.00

    The Davidoff Millennium Toro is a bold expression of balance and intensity—delivering complexity, strength, and refinement in a commanding 6" x 50 vitola. As a standout in the Millennium Blend Series, this cigar is the choice of discerning...

  • Davidoff Royal Release Salomones Box Closed Davidoff Royal Release Salomones Box Open

    Davidoff Cigars

    Davidoff Royal Release Salomones

    $150.00 - $1,500.00

    The Davidoff Royal Release Salomones is an 8 1/4" x 57 perfecto-shaped masterpiece that sets the standard for luxury in the cigar world. Crafted exclusively from tobaccos aged for 10 years and harvested under Davidoff’s "Cosecha Especial" program,...