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Sip & Stroll Dubrovnik

Currency:USD Category:Travel Start Price:5,100.00 USD Estimated At:NA
Sip & Stroll Dubrovnik
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[?]Bidding Ends At 2026 Jul 23 @ 19:07 (UTC-08:00 : PST/AKDT)
Private Wine Tasting, Old Town Discovery & 5 Night Stay for 2

This Experience for 2 Includes:

Half-day guided walking tour of Old Town, City Walls & cable car experience
Private wine tour with olive oils and local delicacies
5-night stay at Hotel Lero in an Executive Room
Daily breakfast
Winspire booking & concierge service

Few places in the world feel as cinematic as Dubrovnik. Known as the “Pearl of the Adriatic,” this UNESCO World Heritage treasure rises from the sea in a breathtaking display of honey-colored stone, terracotta rooftops, and medieval elegance.

Within its ancient walls, time slows. Marble streets glow in the golden light. Bell towers echo softly overhead. The Adriatic sparkles just beyond the ramparts, creating a setting that feels both timeless and impossibly beautiful.

This is a place you don’t just visit — you feel it.

Dubrovnik Old Town & City Walls Experience

Your journey into Dubrovnik’s past begins at Pile Gate, where your expert guide leads you through centuries of history woven into every stone.

Ascend by cable car to the summit of Mount Srđ, where sweeping panoramic views reveal the full majesty of the Old Town — its red rooftops framed by the endless blue of the Adriatic. It’s a moment that stops you in your tracks.

Back below, wander the labyrinth of narrow streets, hidden courtyards, and lively squares. Then step onto the legendary city walls — standing since the 13th century — where you’re free to explore at your own pace, taking in views that feel straight out of a storybook.

Private Wine Tour: A Taste of Coastal Croatia

Venture beyond the city to the sun-soaked beauty of the Pelješac Peninsula — a region where vines stretch toward the sea and winemaking is a way of life.

Guided by locals with deep roots in the land, you’ll visit three distinctive wineries, each with its own story, character, and craft. Step into cool stone cellars, meet the families behind the wines, and savor exceptional reds and crisp whites shaped by the coastal terroir.

Along the way, indulge in tastings of olive oils, fruit liqueurs, and regional delicacies — each bite and sip offering a deeper connection to Croatia’s rich culinary heritage.

Your Stay: Hotel Lero

At Hotel Lero, comfort meets effortless convenience. Just a short walk from Dubrovnik’s Old Town and minutes from the shimmering waters of Miramare Bay, the hotel places you perfectly between exploration and relaxation.

Your Executive Room offers a peaceful retreat after a day of discovery, while the hotel’s inviting pool, restaurant, and wellness facilities create moments of ease throughout your stay. Whether you’re enjoying a quiet morning coffee or returning after a sunset stroll through the Old Town, every detail feels warm, welcoming, and distinctly Croatian.

Why This Experience Captivates Donors and Closes Bids

Iconic, Bucket-List Destination – Dubrovnik is instantly recognizable and universally appealing — a dream destination that sparks immediate excitement and competitive bidding.
Perfect Blend of Culture, Scenery & Indulgence – From walking centuries-old city walls to sipping wine along the Adriatic coast, this experience offers a balanced mix of history, beauty, and culinary delight that resonates with a wide audience.
Exclusive, Elevated Experiences – Private wine touring, curated tastings, and guided exploration elevate this beyond a standard trip — giving bidders something they can’t easily replicate on their own.
Turnkey & Stress-Free Travel – With accommodations, guided experiences, and Winspire’s concierge service included, bidders feel confident knowing every detail is handled seamlessly.
Strong Visual & Storytelling Appeal – Medieval streets, coastal views, and vineyard landscapes create an experience that’s easy for auctioneers to describe — and even easier for donors to imagine themselves in.
Aspirational Yet Attainable Luxury – Feels like a once-in-a-lifetime European escape, but remains approachable and easy to plan — the perfect balance for driving strong bids.
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