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Hollywood Date Night: Rossoblu Tasting Experience & Hollywood Hotel Retreat

Four‐Course Chef’s Tasting, Sommelier Pairings & 2 Nights in Hollywood for 2

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This Experience for 2 Includes:

  • Chef-crafted 4-course Italian tasting menu at Rossoblu
  • Sommelier-curated wine pairings
  • Guided Amaro tasting to end the night
  • 2-night stay at the Loews Hollywood Hotel in a standard guest room
  • Winspire booking & concierge service — seamless, handled, effortless 

Imagine stepping into an evening that feels like it was written for the silver screen. The sun begins to dip behind downtown Los Angeles, casting gold across skyscrapers as you arrive for a night filled with sparkle, indulgence, and pure Hollywood magic. The city hums with energy — neon signs flicker awake, laughter spills from rooftop lounges, and the air buzzes with the electric promise of something unforgettable.

Inside Rossoblu, the lights glow warm against polished brass and deep blue velvet. This isn’t just any restaurant — it’s one of LA’s most acclaimed dining experiences, celebrated by Michelin and beloved by food lovers across the city. Here, Italian tradition meets modern Los Angeles sophistication.

From the open kitchen drifts the aroma of handmade tortellini, roasted meats, and simmering broths — the sensory overture to a night that unfolds like a love story.

A glass of sparkling wine arrives at your table. Your scene is set.

Rossoblu: A Michelin-Recognized Masterpiece

Dining at Rossoblu feels like stepping into the warm glow of an Italian evening, right in the heart of downtown Los Angeles. Award-winning Chef Steve Samson brings his Bologna roots to life with a personalized four-course tasting experience crafted just for you. Your evening begins with a light opening bite, followed by a seasonal appetizer that showcases the freshest ingredients of the moment. Handmade pasta arrives next — silky, delicate, and deeply expressive of Northern Italy’s culinary soul — before your signature wood-grilled entrée is set before you, aromatic and elegant. Dessert completes the journey with a traditional sweet finale that lingers long after the plates are cleared.

Each course is paired with exquisitely selected wines that highlight the artistry of Italy’s greatest regions. Thoughtfully balanced and beautifully paced, the entire experience feels intimate, heartfelt, and cinematic — a celebration of story, memory, and the soulful simplicity of true Italian cooking.

Your Stay: Loews Hollywood Hotel

Your Hollywood retreat continues just blocks from the iconic Walk of Fame, where the Loews Hollywood Hotel blends modern style with unmistakable Los Angeles glamour. Settle into your chic guest room adorned with oak furnishings, mid-century-inspired design, and plush embroidered robes that invite you to unwind. Floor-to-ceiling windows frame sweeping views of the Hollywood Sign and glittering skyline, giving your stay its own movie-scene backdrop.

From the moment you step inside, the hotel exudes sophistication — stylish, warm, and perfectly situated among theaters, boutiques, and the electric pulse of Hollywood nightlife. Whether you’re returning from an unforgettable dinner or waking up to sunlight spilling across the hills, the Loews Hollywood offers a serene and luxurious refuge in the heart of the city.

Why Donors Love This Package

  • A night that feels exclusive, curated, and cinematic
  • The perfect gift for anniversaries, birthdays, or couples who crave something extraordinary
  • A Michelin-recognized dining experience that’s nearly impossible to book at this level
  • Winspire handles everything — zero stress, maximum magic

Package Redemption

Winspire Travel packages and experiences must be booked within one year of the purchase date. The actual travel date must occur within two years of the purchase date.

Booking & Concierge Services

Winspire provides a team of seasoned travel professionals to help you redeem your experience. We will book all travel-related details and reservations for every part of your experience. Included within our services, Winspire can assist with extra hotel nights, airfare, and additional guests as a full-service travel agency.

Additional Information

Reservations are subject to availability, blackout dates, and major holidays. Reservations must be booked 60 days in advance of travel. Purchases through charity fundraisers are non-refundable.

Blackout Dates

The week of major US holidays and major local events. Additional dates may apply.

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