Grand Japan Cruise: Tokyo to Osaka with Windstar Cruises

Talk of the Town Travel Can Take You There
Hiroshima skyline

Japan is a country where ancient traditions and modern innovations coexist harmoniously. Travelling through its cities and coastal towns unveils breathtaking landscapes, deep-rooted cultural heritage, and world-renowned cuisine. Windstar Cruises’ Grand Japan Cruise offers an intimate, luxury experience, sailing from Tokyo to Osaka over ten days, allowing travellers to explore the essence of Japan with carefully curated stops at some of its most iconic destinations.

Day 1: Tokyo – The Dynamic Metropolis

The journey begins in Tokyo, Japan’s vibrant capital, where futuristic skyscrapers stand alongside centuries-old temples. The city is a paradise for food lovers, boasting more Michelin-starred restaurants than anywhere else in the world. Visitors can explore historic sites like the Meiji Shrine, experience the energy of Shibuya Crossing, or indulge in the fine shopping streets of Ginza. Whether enjoying a sumo match, witnessing a traditional Kabuki performance, or admiring cherry blossoms in Ueno Park, Tokyo provides an unforgettable introduction to Japan.

Day 2: Shimizu – Gateway to Mount Fuji

Next, the cruise docks in Shimizu, a picturesque port town renowned for its stunning views of Mount Fuji. A visit to the Kunozan Toshogu Shrine provides insight into the legacy of Tokugawa Ieyasu, the founder of the Edo shogunate. For those looking to unwind, a visit to Shizuoka’s tea plantations offers a tranquil escape and a taste of some of Japan’s finest green tea. The city is also famous for its Shiraito Waterfall, where silky streams of water cascade down a lush rock face.

Day 3: Shingu – Japan’s Spiritual Heartland

In the sacred city of Shingu, visitors can immerse themselves in Japan’s spiritual traditions. The Kamikura Shrine, perched atop Mount Kamikurayama, offers a spectacular view but requires a climb up 538 stone steps. Nearby, the Hayatama Shrine is part of the UNESCO-listed Kumano Kodo pilgrimage routes, which have been walked by travellers for over a thousand years. The spiritual aura and serenity of Shingu make it a deeply enriching stop on the cruise.

Day 4: At Sea – A Time to Unwind

A day spent at sea allows passengers to relax and reflect on their journey. Whether enjoying a spa treatment, taking part in a Japanese tea ceremony onboard, or attending cultural lectures about upcoming destinations, this day offers the perfect opportunity to recharge.

Day 5: Kagoshima – Land of Fire

Arriving in Kagoshima, often compared to Naples due to its bay and towering volcano Sakurajima, guests experience a mix of natural beauty and history. The Shiroyama Observatory provides panoramic views of the volcano and the surrounding city, while the Sengan-en Garden, a traditional Japanese garden from the Edo period, showcases the region’s samurai heritage. A visit to Chiran, known for its samurai residences and World War II Peace Museum, adds a poignant historical touch.

Day 6: Hashima Island & Nagasaki – Echoes of the Past

Sailing past Hashima Island, also known as Gunkanjima (Battleship Island), offers a haunting glimpse into Japan’s industrial past. The abandoned island, once a thriving coal-mining facility, now stands as a ghost town.

The next stop, Nagasaki, carries a solemn history as one of the sites of the atomic bombings of 1945. The Atomic Bomb Museum and Peace Memorial Park provide a powerful reminder of the city’s resilience. For a lighter experience, Glover Garden offers a scenic stroll through European-style mansions, reflecting Nagasaki’s historical role as Japan’s only international port during its period of isolation.

Day 7: Busan, South Korea – A Cultural Interlude

The journey takes a brief but enriching interlude in Busan, South Korea. Known for its bustling fish markets, sandy beaches, and historic temples, Busan offers a fascinating contrast to Japan. The Haedong Yonggungsa Temple, set dramatically on a cliff overlooking the ocean, provides a spiritual retreat, while the Gamcheon Culture Village impresses with its colourful street art and maze-like alleyways.

Day 8: Karatsu – Pottery and Castles

Returning to Japan, Karatsu welcomes visitors with its rich pottery traditions and historic sites. Karatsu Castle, dating back to 1608, provides panoramic views of the coastline and an excellent museum detailing the region’s samurai history. The town is also famous for its Karatsu-yaki pottery, which travellers can learn about at local workshops. Those visiting in November may witness the vibrant Karatsu Kunchi Festival, known for its spectacular parade floats.

Day 9: Hiroshima – A City of Peace and Beauty

Hiroshima stands as a testament to resilience and peace. Visitors can pay their respects at the Hiroshima Peace Memorial Park, home to the Atomic Bomb Dome and the Children’s Peace Monument. Just a short ferry ride away is Miyajima Island, famous for the Itsukushima Shrine’s floating torii gate, one of Japan’s most photographed landmarks. The serene atmosphere and deer roaming freely make Miyajima a magical experience.

Day 10: Takamatsu – The Art of Udon and Gardens

In Takamatsu, guests can explore the Ritsurin Garden, considered one of Japan’s most stunning landscape gardens, featuring koi ponds, tea houses, and meticulously pruned pine trees. Takamatsu is also renowned for its Sanuki udon, a local noodle specialty that visitors can try at traditional udon shops.

Day 11: Osaka – Journey’s End

The cruise concludes in Osaka, Japan’s culinary capital. Whether exploring the grand Osaka Castle, shopping in the bustling Shinsaibashi district, or experiencing the neon-lit vibrancy of Dotonbori, Osaka offers the perfect farewell to an incredible journey. Food lovers can indulge in local favourites such as takoyaki (octopus balls) and okonomiyaki (savoury pancakes).

Why Choose Windstar’s Grand Japan Cruise?

Windstar Cruises provides an unparalleled small-ship luxury experience, offering access to exclusive ports and personalized service. The intimate size of the ship ensures a more immersive and authentic journey through Japan, with expert guides offering insights into each destination’s history and culture.

Highlights of the Grand Japan Cruise:

  • Cultural Immersion: Visits to sacred shrines, historic castles, and traditional craft workshops.
  • Scenic Beauty: Spectacular views of Mount Fuji, Miyajima’s floating torii gate, and volcanic landscapes.
  • Gastronomic Delights: Tasting Michelin-starred cuisine, fresh seafood, and regional specialties.
  • Historical Insights: Exploring sites like Hiroshima’s Peace Park and Nagasaki’s Glover Garden.


To book your cruise, contact Henry at Talk of the Town Travel today at 416-960-1393 or info@talkofthetowntravel.com. He’ll help you take the first step towards seeing everything from the neon lights of Tokyo to the serene gardens of Takamatsu. Whether you’re a history buff, foodie, or nature enthusiast, Windstar’s Grand Japan Cruise offers an unforgettable adventure through the Land of the Rising Sun.