Wander Freely, Plan Smartly
Imagine a week where the pulse of America’s most iconic cities and serene countryside unfolds just for you and your loved one, wrapped in the lap of luxury and summer’s warm embrace. From the glittering skyline of New York City to the sun-drenched vineyards of Napa Valley, this journey invites you to step beyond the everyday and surrender to moments that stir the soul—where every glance, taste, and whisper of the breeze feels designed to deepen your connection and kindle lasting memories. Feel the exhilaration of towering cityscapes shifting into twilight hues, the tactile softness of historic cobblestones underfoot, and the delicate complexity of exquisite wines savored in perfect harmony. With each destination, a new secret unfolds: the romantic allure of a horse-drawn carriage ride through Central Park at dusk, the timeless charm of Charleston’s pastel streets glowing in the golden hour, and the breathtaking silhouette of the Golden Gate Bridge kissed by the cool Pacific breeze. This is not just a trip—it is a transformational tapestry of intimate experiences, where luxury and authenticity dance to the rhythm of your own story unfolding across America’s most enchanting landscapes. As you journey hand-in-hand through vibrant culture, serene nature, and refined indulgence, prepare to rediscover the joy of connection—both to each other and the moments that truly matter. This is your invitation to immerse yourselves in a celebration of love, discovery, and unforgettable elegance that will linger in your hearts long after the last sunset fades.
Arrive in New York City and settle into your luxury hotel in Midtown Manhattan, where the hustle of the city meets elegant comfort. Begin your journey with a visit to the as afternoon sunlight bathes the cityscape in a golden glow. Ascend to the 86th-floor observation deck, where breathtaking 360-degree views of Manhattan’s skyline, the Hudson River, and beyond unfold. Feel the thrill of looking down on a city that symbolizes ambition and possibility. In the evening, stroll through nearby streets illuminated by the buzz of neon lights and make your way to The Museum of Modern Art, which stays open late on certain days in August. Lose yourself among masterpieces and contemporary installations in the cool, tranquil galleries, experiencing art that shapes modern culture. Before the day ends, unwind with a private horse-drawn carriage ride through at dusk, where lush greenery creates a serene retreat from the city's energy. The warm summer air, gentle sounds of the park, and the sparkle of city lights overhead create an intimate moment perfect for couples seeking romance and wonder.
Located in Midtown Manhattan, this luxury hotel offers elegant comfort within walking or short taxi distance to Empire State Building, MoMA, and Central Park, perfect for a sophisticated NYC immersion.
BookDiscover Madame Tussauds New York, the world-famous wax museum in Times Square featuring over 200 lifelike figures of celebrities, athletes, and historical icons. Snap unforgettable selfies with stars like Bad Bunny, Lady Gaga, and the Kardashians, or immerse yourself in interactive exhibits like the Glow Gala, MARVEL Universe, and Broadway experiences. From seasonal NYC scenes to iconic pop culture moments, Madame Tussauds offers a must-visit, all-in-one attraction in the heart of Manhattan.
Book NowStart your day exploring the enchanting streets of , where the picturesque blocks are filled with classic brownstones, artisan coffee shops, and quaint bookstores. Wander hand-in-hand along Bleecker Street, soaking up the bohemian ambiance and perhaps stopping to sample fresh pastries at a tucked-away bakery known only to locals. The neighborhood's artistic past and present blend seamlessly here, offering a slower pace and genuine charm. In the afternoon, enjoy a gourmet lunch at a local farm-to-table restaurant that celebrates New York’s vibrant culinary scene before preparing for an evening of spectacular entertainment. Experience a private behind-the-scenes tour of a Broadway theater, where you’ll meet cast members and glimpse the magic behind the curtains, adding an exclusive, intimate layer to your theater-going experience. Finally, settle into premium orchestra seats for a world-class Broadway show, letting the dazzling performances, vivid costumes, and spellbinding stories sweep you away into another world. The towering marquees and lively crowds outside reveal the timeless appeal of this beloved New York spectacle.
Located in the heart of Greenwich Village, this luxury boutique hotel provides authentic historic neighborhood charm and easy access to the Village strolls and a short taxi ride to the Broadway Theatre District.
BookBegin your day with a comfortable private limousine transfer from New York City to the North Fork of Long Island, a serene escape famous for its boutique vineyards and charming rural landscapes. Upon arrival at , take a leisurely guided wine tasting in their elegant tasting room, where sommeliers introduce you to impeccably crafted Chardonnay and Merlot varieties. The sun-drenched vineyard vistas and cool breeze create an inviting atmosphere, perfect for savoring each sip and sharing stories. Moving on to , enjoy a stroll through their picturesque grounds, pausing to absorb the tranquility of the pond and vineyards glowing in the summer afternoon light. Participate in a private tasting paired with artisanal cheeses and charcuterie selected to elevate the wine’s nuances. Cap off your vineyard tour with a gourmet farm-to-table dinner at a nearby acclaimed restaurant known for sourcing local ingredients, where rich flavors complement the day’s indulgences. The contrast from the city’s dynamic pace to this refined countryside retreat offers a rejuvenating and exclusive experience.
A luxurious waterfront resort on the North Fork close to Bedell Cellars and Macari Vineyards, offering upscale accommodations amid Long Island’s serene vineyard landscape.
BookArrive in Charleston and settle into a luxury boutique hotel in the Historic District, where southern charm meets modern sophistication. Begin your exploration with a slow, immersive stroll along , the iconic series of pastel-painted historic homes that perfectly frame Charleston’s waterfront. Absorb the bright colors reflecting in the harbor waters under the warm August sun as you capture the quintessential southern aesthetic. Wander on to The Battery, a shaded promenade guarding the harbor, offering cool breezes and grand views of stately antebellum mansions and historic cannons. It’s easy to see why this area exemplifies Charleston’s unique blend of history and natural beauty. Later, engage deeply with the city’s complex past at the , where sensitive, guided storytelling reveals the powerful history of the transatlantic slave trade. This profound visit fosters appreciation and reflection on Charleston’s layered heritage. End the day with a leisurely dinner at an upscale southern cuisine restaurant where fresh local seafood and classic dishes are elevated to new heights, embodying the hospitality and flavor of the Lowcountry.
Historic luxury boutique hotel steps away from Rainbow Row and The Battery, offering elegant southern hospitality with modern amenities in Charleston’s Historic District.
BookExperience the beautiful sights and sounds of the Charleston harbor and surrounding waterways aboard our 45-foot USCG certified power catamaran as Charleston’s unique skyline comes alive with peaceful and breathtaking views of sunset silhouetted steeples. Dolphins and shore birds will entertain you with their whimsy. You'll enjoy seeing sites such as the forts, the Battery, the islands and the lighthouses. See the Arthur Ravenel Jr. Bridge from a different perspective as we cruise under it. This is not a guided tour. However, our captain and mate are prepared to answer any questions that you may have. Soft drinks, beer and wine are available for purchase.
Book NowStep aboard a private luxury boat for an exclusive cruise, where calm waters and gentle breezes provide a serene vantage point over the city’s sparkling skyline and historical sites like Fort Sumter. As your captain navigates the harbor, enjoy sparkling wine and gourmet hors d'oeuvres inspired by Lowcountry flavors, heightening the senses while you soak in panoramic views and learn about the harbor’s role in American history. After docking back in the city, meander through the , a lively network of stalls spreading local culture through handcrafted sweetgrass baskets, fine art, and signature spices. Chat with artisans and vendors, gaining insight into the crafts and culinary traditions that have been preserved for generations. Cap your market visit with a tasting of southern delicacies at a local gourmet food stall, savoring the fresh and spicy flavors of shrimp and grits or she-crab soup, providing a delicious connection to Charleston’s heritage.
Retains luxury comfort and excellent location for day 5 activities with its closeness to the harbor for private boat tours and walking distance to the vibrant City Market.
BookEmbark on a captivating 1-Hour Daytime Palmetto Carriage Horse-Drawn Carriage Tour through Charleston's historic downtown district. Explore the streets of this historic city with a licensed tour guide who will gladly answer questions and offer insight into what makes Charleston so unique. Discover the city's stunning houses, lush gardens, grand mansions, charming churches, and picturesque parks while learning about its rich history, unique architecture, and vibrant flora. As the oldest carriage tour company in Charleston, Palmetto Carriage Works has crafted an exceptional experience that combines knowledge, wit, and humor. This tour offers an exciting and dynamic exploration, seamlessly blending 19th-century conveyance with the charm of a 21st-century city. Don’t miss your chance to explore the “Holy City” in this unforgettable way!
Book NowBegin your day in Napa Valley with a private chauffeur transfer from your luxurious accommodations in Napa or nearby towns. Your first stop is the legendary , where avant-garde architecture complements the refined artistry behind their celebrated Bordeaux-style blends. A sommelier-led tasting here is both exclusive and enlightening, offering rare vintages and insights into the winemaking process. Amble through manicured grounds where grapevines bask under a warm August sun, the perfect backdrop for an elegant afternoon. Following this, visit , a stunning château-inspired winery renowned for its sparkling wines. Sip crisp, bubbly varietals on the terrace while taking in sweeping vineyard views and rolling hills bathed in golden late-afternoon light. This serene and stylish setting invites moments of relaxation and conversation. Conclude with a private gourmet lunch featuring locally sourced ingredients paired with Napa’s finest vintages, encapsulating the essence of luxury and indulgence in America’s wine country.
An iconic luxury resort located in the heart of Napa Valley, providing elegant accommodations and easy private transfers to top wineries like Opus One and Domaine Carneros.
BookBegin your day in San Francisco with a private luxury transfer to the famed . Standing on the bridge’s pedestrian promenade, feel the cool August coastal breeze as you take in the sweeping views of the bay, towering redwood hills of Marin, and the city skyline framed by the famous orange towers. Capture memorable photos and enjoy the marvel of this engineering masterpiece that has stood since 1937 as a symbol of innovation and beauty. Afterwards, travel to where the rhythm of sea gulls and clinking crab pots fills the air. Stroll the lively piers tasting fresh Dungeness crab and other Bay Area seafood at an upscale waterfront restaurant, absorbing the salty air and maritime charm. Embark on a private ferry to , where your exclusive audio-guided tour reveals the intriguing history of the former prison and spectacular views of the city from the island’s rocky cliffs. Return to the city as twilight falls for a sunset dinner at a hilltop restaurant overlooking the shimmering bay, where you toast to your unforgettable United States journey beneath a sky transitioning from peach to deep indigo.
Luxury residences located in a historic San Francisco landmark close to Fisherman's Wharf, offering stunning views and easy access to bay cruises and Golden Gate Bridge excursions.
BookFor an unforgettable City Sightseeing tour, hitch a ride in a 1970's VW Hippie bus. This is an authentic and unique way to experience San Francisco. This tour is packed with with facts and fun about San Francisco!
Book NowHelp us improve by sharing your thoughts on this travel plan