List of vacation packages
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Tokyo - Kyoto - Wakayama - Osaka - Hiroshima with Rail Pass
10 to 15+ nights fromThis packages is recommended for 10 to 15+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
Tokyo - Kyoto - Wakayama - Osaka - Hiroshima by bullet train. What Makes Tripmasters Vacation Packages Different?Unique, fully custom approach to vacation planningChoose your preferred flight cabin classSelect up to 14 nights in each city during your stayPick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthou ...
Tokyo - Kyoto - Wakayama - Osaka - Hiroshima with Rail Pass
10 to 15+ nights from $1,539 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2026-11-26T00:00:00. Choose your own departure city and dates.
This 10 night sample itinerary includes:
- Flight into Tokyo and out of Hiroshima
- High-speed bullet train Shinkansen (Japan Rail Pass - 7 Days)
- 7 Days Japan Rail Pass is included by default. Please ensure you select the correct duration of your Japan Rail Pass according to length of travel. (For more details please go to the product description during the booking process).
- Hotel for 2 nights in Tokyo
- Train from Tokyo to Kyoto: Go to Tokyo train station, validate your Japan Rail Pass, and take the train that will take you to Kyoto train station. Route operated by Shinkansen. Journey takes approx. 138 Min.
- Hotel for 2 nights in Kyoto
- Train from Kyoto to Wakayama: Go to Kyoto train station, validate your Japan Rail Pass, and take the train that will take you to Wakayama train station. Journey takes approx. 140 Min.
- Hotel for 2 nights in Wakayama
- Train from Wakayama to Osaka: Go to Wakayama train station, validate your Japan Rail Pass, and take the train that will take you to Osaka train station. Journey takes approx. 100 Min.
- Hotel for 2 nights in Osaka
- Train from Osaka to Hiroshima: Go to Osaka train station, validate your Japan Rail Pass, and take the train that will take you to Hiroshima train station. Journey takes approx. 190 Min.
- Hotel for 2 nights in Hiroshima
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Tokyo - Kyoto - Wakayama - Osaka with Rail Pass
8 to 12+ nights fromThis packages is recommended for 8 to 12+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
Explore the beautiful Japan! Combine Tokyo (Japan's capital and the world's most populous metropolis, also home to the Imperial Palace and the seat of Government and Parliament. One of the world's most modern cities in terms of its infrastructure and design. It is famous for their amazing history, Mt. Fuji, unrivaled technology and Samur ...
Tokyo - Kyoto - Wakayama - Osaka with Rail Pass
8 to 12+ nights from $2,676 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-12-27T00:00:00. Choose your own departure city and dates.
This 8 night sample itinerary includes:
- Flight into Tokyo and out of Osaka
- Bullet Train - Japan Rail Pass
- High-speed bullet train Shinkansen (Japan Rail Pass - 7 Days)
- 7 Days Japan Rail Pass is included by default. Please ensure you select the correct duration of your Japan Rail Pass according to length of travel. (For more details please go to the product description during the booking process).
- Hotel for 2 nights in Tokyo
- Train from Tokyo to Kyoto: Go to Tokyo train station, validate your Japan Rail Pass, and take the train that will take you to Kyoto train station. Route operated by Shinkansen. Journey takes approx. 138 Min.
- Hotel for 2 nights in Kyoto
- Train from Kyoto to Wakayama: Go to Kyoto train station, validate your Japan Rail Pass, and take the train that will take you to Wakayama train station. Journey takes approx. 140 Min.
- Hotel for 2 nights in Wakayama
- Train from Wakayama to Osaka: Go to Wakayama train station, validate your Japan Rail Pass, and take the train that will take you to Osaka train station. Journey takes approx. 100 Min.
- Hotel for 2 nights in Osaka
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Tokyo - Kyoto - Wakayama with Rail Pass
7 to 11+ nights fromThis packages is recommended for 7 to 11+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
Enjoy Japan with this package travelling with the Rail Pass. . Visit Tokyo (Japan's capital and the world's most populous metropolis, also home to the Imperial Palace and the seat of Government and Parliament. One of the world's most modern cities in terms of its infrastructure and design. It is famous for their amazing history, Mt. Fuji, ...
Tokyo - Kyoto - Wakayama with Rail Pass
7 to 11+ nights from $1,675 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2026-01-01T00:00:00. Choose your own departure city and dates.
This 7 night sample itinerary includes:
- Flight into Tokyo and out of Osaka
- Bullet Train - Japan Rail Pass
- High-speed bullet train Shinkansen (Japan Rail Pass - 7 Days)
- 7 Days Japan Rail Pass is included by default. Please ensure you select the correct duration of your Japan Rail Pass according to length of travel. (For more details please go to the product description during the booking process).
- Hotel for 3 nights in Tokyo
- Train from Tokyo to Kyoto: Go to Tokyo train station, validate your Japan Rail Pass, and take the train that will take you to Kyoto train station. Route operated by Shinkansen. Journey takes approx. 138 Min.
- Hotel for 2 nights in Kyoto
- Train from Kyoto to Wakayama: Go to Kyoto train station, validate your Japan Rail Pass, and take the train that will take you to Wakayama train station. Journey takes approx. 140 Min.
- Hotel for 2 nights in Wakayama
- Train from Wakayama to Osaka Airport: Go to Wakayama train station, validate your Japan Rail Pass, and take the train that will take you to Osaka train station. Journey takes approx. 45 Min. ** YOU MUST TAKE A BUS FROM OSAKA STATION TO AIRPORT** Total journey takes approx. 70 Min.
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Osaka - Wakayama - Kyoto with Rail Pass
9 to 13+ nights fromThis packages is recommended for 9 to 13+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
Have a fantastic stay in Japan connecting those cities with the Rail Pass. Combine Osaka (known as the “Nation's Kitchen,” and its well known for delicious foods such as takoyaki and okonomiyak. Osaka it’s also a historical site, with the Osaka Castle as an example as well as its beautiful grounds, especially during cherry blossom season) ...
Osaka - Wakayama - Kyoto with Rail Pass
9 to 13+ nights from $1,775 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2026-01-03T00:00:00. Choose your own departure city and dates.
This 9 night sample itinerary includes:
- Flight into and out of Osaka
- High-speed train Shinkansen (Japan Rail Pass - bullet train)
- 7 Days Japan Rail Pass is included by default. Please ensure you select the correct duration of your Japan Rail Pass according to length of travel. (For more details please go to the product description during the booking process).
- Hotel for 3 nights in Osaka
- Train from Osaka to Wakayama: Go to Osaka train station, validate your Japan Rail Pass, and take the train that will take you to Wakayama train station. Journey takes approx. 150 Mins.
- Hotel for 3 nights in Wakayama
- Train from Wakayama to Kyoto: Go to Wakayama train station, validate your Japan Rail Pass, and take the train that will take you to Kyoto train station. Journey takes approx. 100 Mins.
- Hotel for 3 nights in Kyoto
- Train from Kyoto to Osaka Airport: Go to Kyoto train station, validate your Japan Rail Pass, and take the train that will take you to Osaka station.** YOU MUST TAKE A BUS FROM OSAKA STATION TO AIRPORT** Journey takes approx. 70 mins
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Tokyo - Kyoto - Wakayama - Osaka - Okinawa
10 to 15+ nightsThis packages is recommended for 10 to 15+ nights.
Customize it by selecting dates, No. of nights in each city and your departure city.
Combine Tokyo (Japan's capital and the world's most populous metropolis, also home to the Imperial Palace and the seat of Government and Parliament), Kyoto (a city with amazing and historic Buddhist temples and shrines, many dating back more than a millennium. It's also a great place to sample all the main classics of Japanese cuisine, th ...
Tokyo - Kyoto - Wakayama - Osaka - Okinawa
10 to 15+ nightsThis 10 night sample itinerary includes:
- Flight into Tokyo and out of Okinawa Island
- High-speed bullet train Shinkansen (Japan Rail Pass - 7 Days)
- 7 Days Japan Rail Pass is included by default. Please ensure you select the correct duration of your Japan Rail Pass according to length of travel (For more details please go to the product description during the booking process).
- Hotel for 2 nights in Tokyo
- Train from Tokyo to Kyoto: Go to Tokyo train station, validate your Japan Rail Pass, and take the train that will take you to Kyoto train station. Route operated by Shinkansen. Journey takes approx. 138 Min.
- Hotel for 2 nights in Kyoto
- Train from Kyoto to Wakayama: Go to Kyoto train station, validate your Japan Rail Pass, and take the train that will take you to Wakayama train station. Journey takes approx. 140 Min.
- Hotel for 2 nights in Wakayama
- Train from Wakayama to Osaka: Go to Wakayama train station, validate your Japan Rail Pass, and take the train that will take you to Osaka train station. Journey takes approx. 100 Min.
- Hotel for 2 nights in Osaka
- Flight from Osaka to Okinawa
- Hotel for 2 nights in Osaka