✈ 9-Day Tokyo, Kyoto & Osaka Vacation. Based on Two Guests per Room. Buy One Voucher per Person.

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Elizabete
15 hours ago
Pryank gave us great service. We won the bronze tier. If you are flexible they will find you a great deal. We are going to Vegas and instead of a 2 night we got a 3 night stay. Looking forward to my birthday trip. Thank you weekender break.

Experience Japan in 9 days — discover futuristic Tokyo, ancient temples in Kyoto, and vibrant street food culture in Osaka

What You Get

  • Each person must buy a voucher; price is based on two people traveling together and sharing a room. Additional fee to travel solo.
  • Choose your package from the drop-down menu. After purchasing this deal, follow the instructions on your voucher to book your trip with Weekender Breaks no later than 04-15-2026.*
  • You may redeem here or by calling 1-929-207-0129.

Know Before You Go

  • Additional fees to travel solo: varies, please contact Weekender Breaks for pricing and details.
  • Additional taxes & fees: City taxes not included.
    • Hotel Horidome Villa Tokyo OR Agora Place Tokyo Asakusa OR Similar - City Tax = ¥200 per person per night
    • Hotel M's Plus Shijō Ōmiya OR Urban Hotel Kyoto Nijo Premium OR Similar - City Tax = ¥400 per person per night
    • Hotel Noku Osaka OR Hotel Wing International Select Osaka Umeda OR Similar - City Tax = ¥500 per person per night
  • Minimum travel age: 18 years old.
  • Minimum check-in age: 18 years old.
  • A passport is required for all travel outside the U.S.
  • Passports must be valid for at least six months after the date of travel, and contain at least two blank visa pages.
  • Before international travel, always check the State Department's website for important info on the destination and its entry/exit requirements.
  • Official language: Japanese
  • Currency: Japanese Yen (JPY)
  • Cancellation Policy: All cancellations are subject to penalties. Please refer to Weekender Breaks' Terms & Conditions for more details: https://weekender-breaks.com/terms-conditions. Airfare is non-refundable after booking.

Tokyo, Kyoto & Osaka Vacation

Flights & Transportation:

  • Round-trip airfare from:
  • Airline taxes & fuel surcharges included
  • Internal one-way flight between Tokyo & Osaka included
  • Return train journey between Kyoto & Osaka included
  • Airline & flight times are determined at the time of booking

9-Day Tokyo, Kyoto & Osaka Vacation - Hotels (7 nights + 1 overnight flight)

  • 3 nights of accommodations at Hotel Horidome Villa Tokyo OR Agora Place Tokyo Asakusa OR Similar in Tokyo
  • 2 nights of accommodations at Hotel M's Plus Shijō Ōmiya OR Urban Hotel Kyoto Nijo Premium OR Similar in Kyoto
  • 2 nights of accommodations at Hotel Noku Osaka OR Hotel Wing International Select Osaka Umeda OR Similar in Osaka

The Itinerary

Day 1: Depart from the US to Tokyo Begin your journey with an overnight international flight from your chosen US airport to Tokyo, Japan. Prepare for a time zone change, as you'll arrive the following day.

Day 2: Arrive in Tokyo – Welcome to Japan Touch down in Tokyo and transfer to your hotel. After check-in, take it easy and explore the local area. Consider visiting Shinjuku for its vibrant nightlife or Ginza for upscale shopping and dining. This is a great day to acclimate and soak in the city's energy.

Day 3: Discover Tokyo's Cultural Icons Start your day at Meiji Shrine, a peaceful oasis in the heart of the city. Then head to Asakusa to visit the historic Senso-ji Temple. Stop by the Imperial Palace and its beautiful gardens. In the evening, enjoy a river cruise or explore the futuristic attractions of Odaiba.

Day 4: Modern Tokyo and Shopping Adventures Begin with a visit to the bustling Tsukiji Outer Market for fresh sushi and street snacks. Dive into Akihabara's electric town for anime, manga, and tech gadgets. Later, experience the iconic Shibuya Crossing and enjoy dinner at a themed restaurant for a uniquely Tokyo-style evening.

Day 5: Fly to Osaka and Train to Kyoto Take a short domestic flight from Tokyo to Osaka in the morning. From there, hop on a quick train ride to Kyoto. After checking into your hotel, explore the famous Fushimi Inari Shrine with its thousands of red torii gates. In the evening, stroll through the atmospheric Gion district, known for its traditional wooden machiya houses and geisha culture.

Day 6: Explore Kyoto's Timeless Beauty Visit the stunning Kinkaku-ji (Golden Pavilion), then head to the serene Arashiyama Bamboo Grove. Explore Nijo Castle and its historical grounds. You might also enjoy a traditional tea ceremony or shop for handcrafted souvenirs. End the day with a refined kaiseki dinner, a Kyoto specialty.

Day 7: Return to Osaka – Urban Energy and History Take a short bullet train ride back to Osaka. Visit the iconic Osaka Castle and enjoy panoramic views from the Umeda Sky Building. In the evening, dive into the neon-lit streets of Dotonbori, famous for its street food, shopping, and entertainment.

Day 8: Fun and Flavors of Osaka Spend the day at Universal Studios Japan or visit the impressive Osaka Aquarium. Shop in the lively Shinsaibashi district and explore Kuromon Ichiba Market for local delicacies like takoyaki and okonomiyaki. Enjoy your final night in Japan with a memorable meal and city views.

Day 9: Farewell Japan – Fly Back to the US Check out from your hotel and transfer to Kansai International Airport (KIX) or Itami Airport for your return flight to the United States. Reflect on your incredible journey through Japan's vibrant cities and timeless traditions.

Optional Tours & Upgrades (Book through Weekender Breaks)

Tokyo

  • Optional: teamLab Planets TOKYO Digital Art Museum Entry Ticket
  • Optional: Mt Fuji Tour: Lake Kawaguchi, Shrine, Healing Village & Pagoda
  • Optional: Tokyo Limited-Date Cherry Blossom Route Cruise & Show & Meal (Day Cruise 1.5h & Tea & Sweets)

Kyoto

  • Optional: Kyoto: Hop-on Hop-off Sightseeing Bus Ticket
  • Optional: Kyoto: Tea Ceremony in a Traditional Tea House in Kiyomizu

Osaka

  • Optional: Osaka: Dotonbori District River Cruise with Drink Discount
  • Optional: Osaka Castle: History Walking Tour, Castle Tower Admission

Contact Weekender Breaks at 1-929-207-0129 for Questions About:

  • Flying from any airport not listed here
  • Extending your trip or traveling on dates not listed here
  • The availability of your desired travel dates
  • Traveling with children
  • Booking optional tours and upgrades

Need To Know Info

  • Promotional value expires Apr 15, 2026. Amount paid never expires.
  • Book By 04/15/26 or promo value expires
  • Limit 1 per person, may buy 3 additional as gifts
  • Each person must buy a voucher; price is based on two people traveling together and sharing a room
  • All cancellations are subject to penalties; please refer to 'Weekender Breaks’ Terms & Conditions for more details: https://weekender-breaks.com/terms-conditions
  • Reservation required, subject to availability
  • No cancellations once booking has been made and confirmed
  • Airfare nonrefundable after booking
  • Must be 18+ to check in
  • Credit card required at booking and check-in
  • Baggage fees may apply and vary by carrier
  • Airline subject to change/availability
  • Airfare includes carrier and government taxes & fees
  • Not all tours are handicapped accessible, please contact Weekender Breaks US at 1-929-207-0129 to confirm
  • A passport is required for all travel outside the U
  • S
  • Before international travel, always check the State Department’s website, http://travel.state.gov, for important info on the destination and its entry/exit requirements
  • Additional fee to travel solo: Pricing will vary visit Weekender Breaks for pricing
  • To redeem the voucher(s), please submit your redemption codes and names of the travelers via online form or call toll-free at 1-929-207-0129
  • Reservation required by 02/10/26
  • Minimum Travel Age: 18
  • Minimum Check-In Age: 18
  • City Tax: Hotel Horidome Villa Tokyo OR Agora Place Tokyo Asakusa OR Similar - City Tax = ¥200 per person per night | Hotel M's Plus Shijō Ōmiya OR Urban Hotel Kyoto Nijo Premium OR Similar - City Tax = ¥400 per person per night | Hotel Noku Osaka OR Hotel Wing International Select Osaka Umeda OR Similar - City Tax = ¥500 per person per night
  • Merchant is solely responsible to purchasers for the care and quality of the advertised goods and services.
  • Learn about Strike-Through Pricing and Savings

About ✈ 9-Day Tokyo, Kyoto & Osaka Vacation with Air from Weekender Breaks

Customer Reviews

Updated today
4.0
based on Groupon 2,763 reviews
100% Verified Reviews
All Groupon reviews are from people who have redeemed deals with this merchant. Review requests are sent by email to customers who purchased the deal.
Reviewed on
Elizabete
1 rating|1 review
Pryank gave us great service. We won the bronze tier. If you are flexible they will find you a great deal. We are going to Vegas and instead of a 2 night we got a 3 night stay. Looking forward to my birthday trip. Thank you weekender break.

Merchant reply:

16 hours ago
Hi Elizabete, Thank you so much for your wonderful feedback! 🌟 We’re delighted to hear that Priyank provided you with such great service and helped secure a fantastic deal for you 🙌✨ Flexibility really does open the door to some amazing surprises! Congratulations on your Bronze tier allocation 🎉 And how exciting that you’ll be enjoying a 3-night stay in Las Vegas instead of 2 — what a perfect way to celebrate your birthday! 🥳🎂🎰 We hope it’s filled with unforgettable moments and lots of fun! ✈️🌴 Thank you again for your kind words and for choosing us. Best regards, Team Mystery Vacations
Danielle
1 rating|1 review
Great booking process PRIYANK is amazing

Merchant reply:

16 hours ago
Dear Danielle, Thank you so much for your fantastic feedback! 🌟 We’re thrilled to hear that you had a great booking experience and that Priyank made such a wonderful impression. He truly strives to make the process smooth and enjoyable, and your kind words will absolutely make his day 🙌✨ We really appreciate you taking the time to share your positive experience on GROUPON — it means a lot to us! 💙 We can’t wait to help you plan your next surprise getaway! ✈️🌍 Best regards, Team Mystery Vacations
Ricardo
1 rating|1 review
I am beyond thrilled and feel incredibly lucky to have been chosen as the winner of the Los Cabos drawing! This 4-night trip is such an amazing opportunity for my partner and me to disconnect from the daily grind and reconnect with each other. We are so looking forward to experiencing the beautiful culture, world-class amenities, and the sheer relaxation that Cabo is known for. Thank you, Groupon.

Merchant reply:

1 day ago
Dear Ricardo Thank you so much for sharing your excitement! We’re absolutely thrilled for you and your partner — what an incredible win! A 4-night getaway to Los Cabos sounds like the perfect escape to relax, reconnect, and soak in some unforgettable experiences ✨🏖️ Wishing you an amazing, memory-filled trip ahead! ✈️💙Best Regards, Team Weekender Breaks
Charlie
7 ratings|3 reviews
Super simple and quick to get with you

Merchant reply:

1 day ago
Dear Charlie, We’re thrilled to hear everything was super simple and quick for you — that’s exactly the experience we aim to provide! 🚀✨ Wishing you an amazing trip ahead and thanks again for choosing us! 🌴✈️Best Regards, Team Weekender Breaks
Angela
1 rating|1 review
I am in shock, my hands are shaking as I write this!! Never did I even entertain the idea of winning a gold/Top tier vacation! I was hoping for two days in Boston or DC so when Kanika came back and told me we were going to Venice and Rome for SEVEN DAYS I almost fell over. She booked me great flights from Orlando, told me the hotels I would be staying in and it didn’t cost a dime extra!!

Merchant reply:

1 day ago
Dear Angela, Thank you so much for sharing this incredible feedback! We absolutely love your excitement — winning a Gold/Top tier vacation is truly special! 🎉 Traveling from Orlando to experience Venice and Rome for seven amazing days is a dream come true 🇮🇹✈️ We’re so glad Kanika could make everything smooth, secure great flights and hotels, and deliver such a wonderful surprise — at no extra cost! 💖 Wishing you an unforgettable holiday filled with beautiful memories! 🌟Best Regards, Team Weekender Breaks

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