Tokyo is a city of exquisite contradictions, a place where serene ancient temples stand in the shadow of neon-lit skyscrapers and where centuries-old traditions inform hyper-modern innovation. For the discerning traveler, it offers a world of unparalleled luxury, transforming a simple getaway into an art form. This itinerary is your guide to the ultimate splurge—a long weekend dedicated to savoring Tokyo's most exclusive experiences, from Michelin-starred culinary journeys and world-class shopping to breathtaking skyline views and serene cultural immersion. Prepare to indulge your senses in a city that has perfected the art of living beautifully. This journey is more than a vacation; it's an entry into a world where every detail is crafted to perfection, promising memories that will last a lifetime.
A Luxurious Long Weekend in Tokyo: The Ultimate Splurge Itinerary
TL;DR
Indulge in Tokyo's finest with this ultimate splurge itinerary. From Michelin-starred dining in Ginza and skyline views from Shibuya Sky to luxury shopping in Omotesando and serene moments in exquisite gardens, this long weekend is a masterclass in opulent travel.
Tokyo: A Symphony of Opulence
Your Sanctuary in the Sky: The Kimpton Shinjuku
Your luxurious Tokyo experience begins with the perfect accommodation. We recommend the Kimpton Shinjuku Tokyo, a lavish boutique hotel that masterfully blends Japanese and Western design aesthetics. Located in the heart of Shinjuku, it serves as an ideal base for exploring the city's vibrant core. The hotel's design, inspired by '和洋折衷' (Wayo Sechu), creates a harmonious fusion of styles, offering a tranquil escape from the bustling city below.
The rooms are designed with a gentle, luxurious touch, featuring soft bedding and floor-to-ceiling windows that frame stunning views of Tokyo's dynamic cityscape. After a day of exploration, unwind with a soak in the tub before heading to the rooftop bar. Here, you can sip expertly crafted cocktails while the Shinjuku skyline unfolds before you, a glittering tapestry of light and ambition. The hotel’s prime location also means you're just a five-minute walk from the vibrant energy of Kabukicho and a twenty-minute subway ride from Tokyo Tower, placing the best of the city at your fingertips.

"After dark, head straight to the rooftop bar where the entire Shinjuku skyline unfolds before your eyes."
Day 1: Shinjuku Serenity and Skyline Sips
After settling into the Kimpton, your first afternoon is dedicated to finding tranquility amidst the urban sprawl. Take a short journey to Shinjuku Gyoen National Garden, a breathtaking oasis that was famously featured in the animated film The Garden of Words. This expansive park seamlessly blends English, French, and traditional Japanese landscape styles, offering a peaceful retreat where you can stroll among meticulously manicured trees and serene ponds. It's the perfect way to decompress and attune yourself to Tokyo's unique rhythm.
As evening approaches, prepare for your first taste of Tokyo's renowned culinary scene. We recommend an authentic yakitori experience at Fukumimi in Shinjuku, a popular spot that requires a reservation. Here, skilled chefs grill skewers to perfection, offering a sophisticated yet lively introduction to Japanese casual dining.
Conclude your day back at the Kimpton. Ascend to the rooftop bar for a nightcap. With the glittering lights of Shinjuku spread out below, it’s a moment of pure indulgence and the perfect toast to the luxurious weekend ahead.

"After dark, head straight to the rooftop bar, where the Shinjuku skyline unfolds before your eyes."
Day 2: Art, Avant-Garde Fashion, and Unrivaled Vistas
Begin your second day with a dose of culture in the stylish Aoyama district. Visit the Nezu Museum, an architectural gem housing a sublime collection of Japanese and East Asian art. The true highlight is its expansive, Kyoto-style garden—a hidden world of winding bamboo paths, traditional tea houses, and tranquil ponds that feels miles away from the city's hustle.
For lunch, immerse yourself in the chic atmosphere of Omotesando with a table at bills. Known for its airy ambiance and delicious food, it's the perfect spot to refuel before an afternoon of high-fashion exploration. Afterward, take a stroll down Omotesando, often called Tokyo's Champs-Élysées. This tree-lined avenue is a showcase of stunning modern architecture and home to flagship stores from the world's top luxury brands and cutting-edge designer boutiques.
As dusk approaches, make your way to the iconic Shibuya Scramble Crossing, the world's busiest intersection. After witnessing the mesmerizing dance of pedestrians, ascend to the Shibuya Sky observation deck. Be sure to book your tickets well in advance for a sunset time slot. From this 360-degree vantage point, you'll watch as the sky transforms into a palette of fiery colors before the city below ignites into a galaxy of lights—a truly unforgettable spectacle.
For dinner, indulge in what many call an essential Tokyo experience: a meal at Yoroniku. This legendary yakiniku restaurant in Minami-Aoyama requires a reservation but rewards diners with some of the finest grilled meat imaginable. It’s a culinary pilgrimage that will redefine your understanding of Japanese barbecue.

"A local calls this the 'yakiniku of a lifetime,' saying if you can only have it once, this is the place to go."
Day 3: Ginza's Gilded Streets and a Michelin-Star Lunch
Today is dedicated to Ginza, the pinnacle of Tokyo luxury. This neighborhood is a dazzling showcase of flagship designer stores, prestigious department stores like Mitsukoshi and Ginza Six, and architectural marvels. The area itself is a living museum, where modern design masterpieces by global architects stand alongside historic landmarks like the Wako building with its iconic clock tower.
Your lunchtime reservation is at Beige Alain Ducasse Tokyo, a two-Michelin-star French restaurant located on the top floor of the Chanel Ginza building. This is the epitome of a splurge—an exquisite dining experience where French haute cuisine meets Japanese seasonality, all within an environment of understated elegance. It’s a meal that engages all the senses.
After lunch, continue your exploration of Ginza's refined offerings. For a different kind of luxury, visit the multi-story Itoya, a paradise for stationery lovers with an incredible selection of beautifully crafted paper, pens, and desk accessories.
As evening descends, elevate your cultural palate with a performance at the world-renowned Suntory Music Hall. Attending a symphony here is a truly sophisticated experience, offering a moment of auditory bliss in a stunningly designed concert hall. Following the concert, a late-night omakase dinner awaits. A reservation at a top-tier establishment like Sushi Satake provides an intimate and unforgettable finale to your day, where a master chef crafts each piece of sushi into a work of art just for you.

"Lunch at the two-Michelin-star Beige, on the top floor of the Chanel Ginza building. Fans of Chanel will absolutely love the vibe here."
Day 4: A Final Glimpse and Elegant Departure
On your final morning, enjoy a leisurely pace with a visit to one of Tokyo's newest landmarks, Azabudai Hills. This modern complex offers a final, breathtaking view of the city. Head up to the 33rd-floor observation deck, which is free to access, for a magnificent, close-up perspective of the iconic Tokyo Tower. It's a serene and picturesque way to bid farewell to the cityscape that has been the backdrop to your luxurious weekend.
After soaking in the last views, enjoy a final coffee or browse the curated shops within the complex. When it's time to depart, your journey to the airport can be as seamless as your arrival. The airport limousine bus offers a convenient and comfortable transfer directly from major hotels, including a stop at the Tokyu Kabukicho Tower near your hotel, ensuring a stress-free conclusion to your ultimate splurge itinerary.

"The airport bus station is right downstairs from the hotel, so you don't have to drag your luggage through the crowded subway!"
