ROOFTOPS KEY WEST

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4 Rooftops
Pegasus International Hotel Logo

Pegasus International Hotel

Key West
Outdoor only

Amidst the bustling ambiance of Key West, where every street corner holds a story and every sunset beckons a toast, the rooftop of the Pegasus International Hotel emerges as a tranquil oasis. Perfectly located on Duval Street, the hotel's rooftop encapsulates the spirit of Key West, offering an inviting blend of relaxation and revelry.

Historic Elegance Meets Modern Comfort

Housed in a beautifully restored Art Deco building, the Pegasus International Hotel radiates a vintage charm. The rooftop carries forth this legacy, blending the timeless appeal of Key West's architectural history with contemporary amenities. Here, ornate balustrades meet plush loungers, creating a setting that’s both evocative and inviting.

Views That Mesmerize

What truly sets the Pegasus International Hotel's rooftop apart is its panoramic view. Overlooking the iconic Duval Street, patrons are treated to a visual feast – from the colorful facades of historic buildings to the endless horizon where the azure sky meets the shimmering sea. As day transitions into night, the view transforms, with the golden hues of sunset replaced by the twinkling lights of Key West, crafting a magical ambiance.

Cooling Off in Style

A highlight of the rooftop is its pristine swimming pool. Given Key West's tropical allure, the pool serves as a refreshing respite, allowing guests to take a leisurely dip or simply lounge by the side, cocktail in hand. Surrounded by palm trees and bathed in the warm Florida sun, this rooftop pool is the epitome of vacation bliss.

Sips and Bites under the Sky

No rooftop experience is complete without gastronomic delights, and the Pegasus International Hotel ensures that guests are treated to the best. With a well-stocked bar, visitors can indulge in tropical cocktails, fine wines, and a selection of craft beers. Paired with a curated menu of light bites, the rooftop becomes a culinary haven, combining the flavors of Key West with global inspirations.

Events with a Panoramic Backdrop

Given its exquisite setting, the rooftop also serves as a venue for various events. From intimate weddings with the sunset as a backdrop to corporate soirees under the starlit sky, the space is versatile and vibrant, ensuring memories that linger long after the evening ends.

A Serene Escape in Key West

The rooftop at Pegasus International Hotel is more than just an elevated space in Key West; it’s a destination in itself. Embodying the island’s laid-back luxury, it offers visitors a chance to unwind, revel, and immerse themselves in the quintessential Key West experience. For those seeking a blend of serenity and stimulation in the heart of this iconic island city, the Pegasus International Hotel rooftop awaits.

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Bistro 245

Key West
Indoor & Outdoor

In the picturesque island city of Key West, where each corner holds a vibrant story and the sea whispers tales of old, Bistro 245 emerges as a culinary haven set against a panoramic backdrop. Situated on the rooftop of a prime waterfront location, this bistro combines gourmet flavors with breathtaking views, crafting an experience that lingers both on the palate and in the heart.

Epicurean Delights with a View

Nestled along the historic Key West Harbor, Bistro 245 provides an unobstructed view of the shimmering waters, with boats gliding gracefully and sunsets that appear to set the sky aflame. Diners are treated to a visual spectacle as they savor dishes crafted with passion and precision.

A Symphony of Flavors

The menu at Bistro 245 is a reflection of the island's rich culinary heritage, with a nod to international cuisines. Freshly caught seafood takes center stage, with offerings such as the Key West shrimp cocktail or the succulent seared scallops. However, the menu is diverse, catering to carnivores and vegetarians alike, ensuring a gastronomic journey that traverses lands and seas.

An impressive wine list, curated from vineyards around the world, complements the food offerings. Whether it's a crisp Chardonnay to pair with a light salad or a robust red to accompany a steak, Bistro 245 ensures every dish has its perfect liquid partner.

Elegant Ambiance, Island Charm

The design of Bistro 245 seamlessly blends elegance with Key West's laid-back charm. Think polished wooden floors reflecting the golden hues of sunset, tables adorned with simple yet chic decor, and soft lighting that creates a cozy and romantic ambiance. It's a setting where sophistication meets simplicity, capturing the essence of rooftop dining.

Seasonal Specials and Events

In sync with the dynamic spirit of Key West, Bistro 245 frequently hosts events and offers seasonal specials. From wine-tasting evenings where sommeliers share stories of the vine to themed nights that celebrate global cuisines, there's always something unique on the horizon.

Key West's Rooftop Dining Gem

Bistro 245 isn't just a dining spot; it's a rooftop experience that captures the multifaceted charm of Key West. With its blend of gourmet dishes, exquisite views, and an ambiance that resonates with the island's heartbeat, it's a must-visit for both locals and travelers. For those seeking a meal that's memorable, a moment that's magical, and a view that's unparalleled, Bistro 245 is the rooftop destination in Key West.

The Bull and Whistle Bar Logo

The Bull and Whistle Bar

Key West
Indoor & Outdoor

The southernmost point of the continental U.S. is home to a myriad of experiences, and nowhere is Key West's eclectic spirit better captured than at The Bull and Whistle Bar. This iconic establishment, standing strong on the corner of Duval and Caroline Street, has been a staple in Key West's vibrant nightlife for decades. Yet, it's the rooftop that truly distinguishes it as an experience to be remembered.

Historic Vibes and Island Breezes

Established in the late 19th century, The Bull and Whistle Bar's building has been a silent spectator to the ebbs and flows of Key West's rich history. This sense of timelessness, combined with the tropical warmth of the island, gives the rooftop a unique allure. With its wooden railings and rustic charm, the rooftop feels like a page straight out of a Hemingway novel.

A Panoramic Perspective of Paradise

Perched atop The Bull and Whistle Bar, the rooftop offers an unparalleled view of bustling Duval Street. Patrons can bask in the sun, watch as colorful characters stroll by, or witness the splendor of a classic Key West sunset. It's a vantage point that serves both the island's vibrant street life and the tranquil expanse of the Florida skies.

Garden of Eden: An Experience Beyond the Conventional

One level above the Bull is the clothing-optional Garden of Eden. This space, with its free spirit and non-judgmental vibe, encapsulates the ethos of Key West. It's a place where inhibitions are left at the door, and acceptance reigns supreme. While not for everyone, the Garden of Eden promises a unique experience, celebrating freedom and body positivity.

Libations and Laughter

No trip to Key West is complete without savoring its drinks, and The Bull and Whistle Bar doesn't disappoint. The rooftop bar serves a wide range of beverages, from tropical cocktails that pay homage to the island's flavors to an array of beers and spirits. And while you sip on your drink, local musicians serenade with tunes that range from soulful to spirited.

A Unique Dive into Key West's Charm

The Bull and Whistle Bar's rooftop is more than just another bar in Key West—it's a microcosm of the island itself. Here, history, hilarity, and hedonism blend seamlessly, offering a slice of Key West that's as diverse as it is delightful. Whether you're a solo traveler on an adventure, a couple seeking a romantic sunset, or a group aiming for a memorable night, this rooftop is sure to leave an indelible mark on your Key West journey.

Halo Rooftop Lounge Logo

Halo Rooftop Lounge

Key West
Outdoor only

Tucked away in the heart of the vibrant island city of Key West, Halo Rooftop Lounge serves as a beacon for those seeking an elevated experience, both literally and metaphorically. Rising above the familiar sounds of revelry from the streets below, this rooftop gem is a celestial escape, offering panoramic views, divine cocktails, and an ambiance that’s nothing short of ethereal.

A Birds-Eye View of Paradise

One of the crowning jewels of the Halo Rooftop Lounge is its mesmerizing vantage point. Positioned perfectly to capture the essence of Key West, the lounge presents a tableau of azure waters, historic architecture, and verdant palm canopies. As the sun dips below the horizon, painting the sky with a palette of fiery oranges and serene purples, guests are offered a front-row seat to nature's most enchanting show.

Ethereal Design and Decor

The name 'Halo' isn’t just a nod to the lounge's elevated location; it’s reflected in the venue's decor and design. Minimalistic yet opulent, with soft lighting and plush furnishings, the lounge exudes an angelic aura. Gossamer drapes flutter in the breeze, and the subtle glow from candlelit tables crafts an atmosphere of intimate elegance.

Divine Libations and Heavenly Bites

The celestial theme continues onto the menu. The mixologists at Halo Rooftop Lounge conjure up divine concoctions that pay homage to both the tropical flavors of Key West and global mixology trends. From refreshing mojitos bursting with local lime to innovative cocktails infused with exotic ingredients, each drink promises a sip of paradise.

Complementing the drink selection is a curated menu of gourmet bites. Think tapas-inspired dishes with a Key West twist, showcasing fresh seafood, local produce, and international flavors that dance on the palate.

Angelic Beats

Ensuring the ambiance remains lively, the lounge often resonates with the melodic tunes of local musicians and DJs. The genres vary, from soulful jazz on a balmy evening to upbeat tropical house on a bustling night, ensuring that the musical backdrop is as dynamic as the Key West skyline.

A Celestial Space for Events

The ethereal setting of Halo Rooftop Lounge makes it an ideal venue for events. Whether it's a romantic proposal under the starlit sky, a birthday celebration, or an exclusive corporate gathering, the lounge transforms to mirror the mood of every occasion, ensuring memories that are both luminous and lasting.

Ascend to Key West's Heavenly Hideaway

Halo Rooftop Lounge isn't just another venue in Key West; it's an experience, a journey, a celestial retreat. In a city renowned for its lively spirit and historic charm, this rooftop oasis stands out, promising an evening that's as magical as the stars that shine above. For those venturing to Key West, seeking moments of magic, merriment, and mesmerizing views, Halo beckons.

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