Bucket-List Cruise Adventures

Pick your sailing — we plan the whole adventure

Bucket-list adventures at every port — where to fly in, and what to do the day(s) before and after.

When are you free? — only cruises that fit entirely inside your dates
My result then click any cruise row to open it
Where to? tap as many as you like Caribbean Mediterranean Alaska Bahamas Mexico Northern Europe Hawaii Bermuda Europe Asia Australia & South Pacific Panama Canal South America North America Pacific Middle East Africa
Trip tap one or more Round-trip One-way Repositioning
Length tap one or more 3–5 nights 6–8 nights 9–12 nights 13+ nights
Cruise level tap one or more Luxury Premium Contemporary River
+ pick specific cruise lines · 2 selected
Luxury Azamara Oceania Regent Seabourn Viking Ocean River AmaWaterways Avalon Viking River Premium Celebrity Cunard Disney Holland America Princess Virgin Voyages Contemporary Carnival Costa MSC Cruises Norwegian Royal Caribbean
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Filtering Princess ×Azamara ×Visits Toba × Clear all
Showing 36 of 43 sailings
Princess · Diamond PrincessRound-trip
Asia 10 nights Jul 11 – Jul 21, 2026 from Tokyo, Japan
Tokyo, Japan · Toba, Japan · … · Tokyo, Japan10 ports
Tokyo, Japan · Toba, Japan · Osaka (Kyoto and Nara), Japan · Kochi, Japan · Hiroshima, Japan · Kanmon Straits, Japan · Busan (Kyongju), South Korea · Nagasaki, Japan · Shimizu, Japan · Tokyo, Japan
★ Bucket-list Private Licensed Tokyo ExpertIse Jingu Grand ShrineFushimi Inari at DawnKochi Full-Day Private Tour with Government-Licens… +5 more
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from $1,189
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Princess · Diamond PrincessRound-trip
Asia 7 nights Jul 21 – Jul 28, 2026 from Tokyo, Japan
Tokyo, Japan · Toba, Japan · … · Tokyo, Japan6 ports
Tokyo, Japan · Toba, Japan · Kochi, Japan · Jeju Island South Korea · Kagoshima, Kyushu, Japan · Tokyo, Japan
★ Bucket-list Private Licensed Tokyo ExpertIse Jingu Grand ShrineKochi Full-Day Private Tour with Government-Licens…Seongsan Ilchulbong +1 more
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from $1,271
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Princess · Diamond PrincessRound-trip
Asia 10 nights Aug 26 – Sep 5, 2026 from Tokyo, Japan
Tokyo, Japan · Toba, Japan · … · Tokyo, Japan10 ports
Tokyo, Japan · Toba, Japan · Osaka (Kyoto and Nara), Japan · Kochi, Japan · Hiroshima, Japan · Kanmon Straits, Japan · Busan (Kyongju), South Korea · Nagasaki, Japan · Shimizu, Japan · Tokyo, Japan
★ Bucket-list Private Licensed Tokyo ExpertIse Jingu Grand ShrineFushimi Inari at DawnKochi Full-Day Private Tour with Government-Licens… +5 more
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from $2,154
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Princess · Diamond PrincessRound-trip
Asia 18 nights Oct 1 – Oct 19, 2026 from Tokyo, Japan
Tokyo, Japan · Toba, Japan · … · Tokyo, Japan16 ports
Tokyo, Japan · Toba, Japan · Osaka (Kyoto and Nara), Japan · Kochi, Japan · Hiroshima, Japan · Kanmon Straits, Japan · Busan (Kyongju), South Korea · Nagasaki, Japan · Tokyo, Japan · Akita, Japan · Toyama, Japan · Tsuruga, Japan · Sakaiminato, Japan · Busan (Kyongju), South Korea · Nagasaki, Japan · Tokyo, Japan
★ Bucket-list Private Licensed Tokyo ExpertIse Jingu Grand ShrineFushimi Inari at DawnKochi Full-Day Private Tour with Government-Licens… +6 more
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from $3,686
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Azamara · Azamara JourneyOne-way
Caribbean 7 nights Nov 7 – Nov 14, 2026 from San Juan, Puerto Rico to Bridgetown, Barbados
San Juan, Puerto Rico · Virgin Gorda, British Virgin Islands · … · Bridgetown, Barbados8 ports
San Juan, Puerto Rico · Virgin Gorda, British Virgin Islands · St. John's, Antigua · Saint- Pierre · Port Elizabeth, Saint Vincent · St. Georges, Grenada, West Indies · Scarborough, Tobago · Bridgetown, Barbados
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Half-Day Island Adventure & Trunk Bay BeachGrenada Private Taxi TourSwim with wild green sea turtles + two shipwrecks…
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from $2,059
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Azamara · Azamara JourneyRound-trip
Caribbean 14 nights Nov 14 – Nov 28, 2026 from Bridgetown, Barbados
Bridgetown, Barbados · Castries, St. Lucia · … · Bridgetown, Barbados15 ports
Bridgetown, Barbados · Castries, St. Lucia · Roseau, Dominica · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Port of Charlestown, Nevis, St. Kitts and Nevis · Philipsburg, St. Maarten · Road Town, Tortola, B.V.I. · San Juan, Puerto Rico · Virgin Gorda, British Virgin Islands · St. John's, Antigua · Saint- Pierre · Port Elizabeth, Saint Vincent · St. Georges, Grenada, West Indies · Scarborough, Tobago · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Cosol ToursBoiling Lake HikeMt. Liamuiga Volcano Crater Hike +5 more
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from $4,856
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Azamara · Azamara JourneyOne-way
Caribbean 23 nights Jan 25 – Feb 17, 2027 from Bridgetown, Barbados to Buenos Aires, Argentina
Bridgetown, Barbados · Scarborough, Tobago · … · Buenos Aires, Argentina13 ports
Bridgetown, Barbados · Scarborough, Tobago · Ile Royale, French Guiana · Belem, Brazil · Recife, Brazil · Bahia de Salvador, Brazil · Buzios, Brazil · Rio de Janeiro, Brazil · Paraty, Brazil · Ilhabela, Brazil · Santos (Sao Paulo), Brazil · Montevideo, Uruguay · Buenos Aires, Argentina
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Private Full-Day Rio HighlightsPrivate Superboat to Castelhanos & Hidden Atlantic…Private Santos Full-Day +2 more
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from $8,052
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Princess · Sapphire PrincessRound-trip
Asia 11 nights Mar 6 – Mar 17, 2027 from Tokyo, Japan
Tokyo, Japan · Toba, Japan · … · Tokyo, Japan10 ports
Tokyo, Japan · Toba, Japan · Kochi, Japan · Busan (Kyongju), South Korea · Nagasaki, Japan · Kagoshima, Kyushu, Japan · Matsuyama, Japan · Miyazaki (Aburatsu) - Japan · Kobe, Japan · Tokyo, Japan
★ Bucket-list Private Licensed Tokyo ExpertIse Jingu Grand ShrineKochi Full-Day Private Tour with Government-Licens…Gyeongju UNESCO World Heritage Private Full-Day Tour +3 more
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from $1,739
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Princess · Sapphire PrincessRound-trip
Asia 12 nights Mar 17 – Mar 29, 2027 from Tokyo, Japan
Tokyo, Japan · Nagoya, Japan · … · Tokyo, Japan11 ports
Tokyo, Japan · Nagoya, Japan · Toba, Japan · Tokushima, Japan · Kochi, Japan · Nagasaki, Japan · Busan (Kyongju), South Korea · Kanmon Straits, Japan · Hiroshima, Japan · Beppu, Japan · Tokyo, Japan
★ Bucket-list Private Licensed Tokyo ExpertIse Jingu Grand ShrineNaruto WhirlpoolsKochi Full-Day Private Tour with Government-Licens… +5 more
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from $2,164
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Princess · Diamond PrincessRound-trip
Asia 24 nights Mar 27 – Apr 20, 2027 from Tokyo, Japan
Tokyo, Japan · Yatsushiro, Japan · … · Tokyo, Japan23 ports
Tokyo, Japan · Yatsushiro, Japan · Busan (Kyongju), South Korea · Nagasaki, Japan · Kagoshima, Kyushu, Japan · Beppu, Japan · Matsuyama, Japan · Kochi, Japan · Osaka (Kyoto and Nara), Japan · Tokushima, Japan · Shimizu, Japan · Tokyo, Japan · Toba, Japan · Nagasaki, Japan · Busan (Kyongju), South Korea · Sakaiminato, Japan · Maizuru, Japan · Toyama, Japan · Sakata, Japan · Hakodate, Japan · Miyako, Japan · Hitachinaka, Japan · Tokyo, Japan
★ Bucket-list Private Licensed Tokyo ExpertGyeongju UNESCO World Heritage Private Full-Day TourHashimaSakurajima +9 more
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from $3,605
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Princess · Sapphire PrincessRound-trip
Asia 10 nights Mar 29 – Apr 8, 2027 from Tokyo, Japan
Tokyo, Japan · Toba, Japan · … · Tokyo, Japan10 ports
Tokyo, Japan · Toba, Japan · Wakayama · Kochi, Japan · Kagoshima, Kyushu, Japan · Yatsushiro, Japan · Busan (Kyongju), South Korea · Kanmon Straits, Japan · Hiroshima, Japan · Tokyo, Japan
★ Bucket-list Private Licensed Tokyo ExpertIse Jingu Grand ShrineKochi Full-Day Private Tour with Government-Licens…Sakurajima +3 more
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from $2,514
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Princess · Diamond PrincessRound-trip
Asia 12 nights Apr 8 – Apr 20, 2027 from Tokyo, Japan
Tokyo, Japan · Toba, Japan · … · Tokyo, Japan12 ports
Tokyo, Japan · Toba, Japan · Nagasaki, Japan · Busan (Kyongju), South Korea · Sakaiminato, Japan · Maizuru, Japan · Toyama, Japan · Sakata, Japan · Hakodate, Japan · Miyako, Japan · Hitachinaka, Japan · Tokyo, Japan
★ Bucket-list Private Licensed Tokyo ExpertIse Jingu Grand ShrineHashimaGyeongju UNESCO World Heritage Private Full-Day Tour +3 more
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from $1,564
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Princess · Diamond PrincessRound-trip
Asia 20 nights May 8 – May 28, 2027 from Tokyo, Japan
Tokyo, Japan · Toba, Japan · … · Tokyo, Japan18 ports
Tokyo, Japan · Toba, Japan · Kobe, Japan · Kochi, Japan · Hiroshima, Japan · Kanmon Straits, Japan · Jeju Island South Korea · Nagasaki, Japan · Omaezaki, Japan · Tokyo, Japan · Hakodate, Japan · Niigata, Japan · Busan (Kyongju), South Korea · Nagasaki, Japan · Kagoshima, Kyushu, Japan · Kochi, Japan · Shimizu, Japan · Tokyo, Japan
★ Bucket-list Private Licensed Tokyo ExpertIse Jingu Grand ShrineKobe Nunobiki Herb Garden & RopewayKochi Full-Day Private Tour with Government-Licens… +9 more
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from $2,310
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Princess · Sapphire PrincessRound-trip
Asia 7 nights May 29 – Jun 5, 2027 from Tokyo, Japan
Tokyo, Japan · Toba, Japan · … · Tokyo, Japan7 ports
Tokyo, Japan · Toba, Japan · Kochi, Japan · Kanmon Straits, Japan · Jeju Island South Korea · Kagoshima, Kyushu, Japan · Tokyo, Japan
★ Bucket-list Private Licensed Tokyo ExpertIse Jingu Grand ShrineKochi Full-Day Private Tour with Government-Licens…Kanmon Straits Private Cruise +2 more
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from $1,529
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Princess · Diamond PrincessRound-trip
Asia 18 nights Jun 14 – Jul 2, 2027 from Tokyo, Japan
Tokyo, Japan · Toba, Japan · … · Tokyo, Japan12 ports
Tokyo, Japan · Toba, Japan · Osaka (Kyoto and Nara), Japan · Nagasaki, Japan · Busan (Kyongju), South Korea · Kochi, Japan · Shimizu, Japan · Tokyo, Japan · Keelung (Taipei), Taiwan · Miyakojima, Japan · Okinawa (Naha), Japan · Tokyo, Japan
★ Bucket-list Private Licensed Tokyo ExpertIse Jingu Grand ShrineFushimi Inari at DawnHashima +6 more
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from $2,213
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Princess · Diamond PrincessRound-trip
Asia 19 nights Jul 2 – Jul 21, 2027 from Tokyo, Japan
Tokyo, Japan · Hakodate, Japan · … · Tokyo, Japan16 ports
Tokyo, Japan · Hakodate, Japan · Niigata, Japan · Busan (Kyongju), South Korea · Nagasaki, Japan · Kagoshima, Kyushu, Japan · Tokyo, Japan · Toba, Japan · Osaka (Kyoto and Nara), Japan · Kochi, Japan · Hiroshima, Japan · Kanmon Straits, Japan · Busan (Kyongju), South Korea · Nagasaki, Japan · Shimizu, Japan · Tokyo, Japan
★ Bucket-list Private Licensed Tokyo ExpertMt. Hakodate Night View & RopewayNiigata Full-Day Private Tour with Government-Lice…Gyeongju UNESCO World Heritage Private Full-Day Tour +8 more
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from $1,792
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Princess · Sapphire PrincessRound-trip
Asia 17 nights Jul 7 – Jul 24, 2027 from Tokyo, Japan
Tokyo, Japan · Nagoya, Japan · … · Tokyo, Japan16 ports
Tokyo, Japan · Nagoya, Japan · Osaka (Kyoto and Nara), Japan · Kochi, Japan · Hiroshima, Japan · Kanmon Straits, Japan · Busan (Kyongju), South Korea · Nagasaki, Japan · Shimizu, Japan · Tokyo, Japan · Toba, Japan · Kochi, Japan · Kanmon Straits, Japan · Jeju Island South Korea · Nagasaki, Japan · Tokyo, Japan
★ Bucket-list Private Licensed Tokyo ExpertFushimi Inari at DawnKochi Full-Day Private Tour with Government-Licens…Hiroshima & Miyajima +6 more
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from $1,808
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Princess · Diamond PrincessRound-trip
Asia 17 nights Jul 11 – Jul 28, 2027 from Tokyo, Japan
Tokyo, Japan · Toba, Japan · … · Tokyo, Japan16 ports
Tokyo, Japan · Toba, Japan · Osaka (Kyoto and Nara), Japan · Kochi, Japan · Hiroshima, Japan · Kanmon Straits, Japan · Busan (Kyongju), South Korea · Nagasaki, Japan · Shimizu, Japan · Tokyo, Japan · Toba, Japan · Kochi, Japan · Kanmon Straits, Japan · Jeju Island South Korea · Nagasaki, Japan · Tokyo, Japan
★ Bucket-list Private Licensed Tokyo ExpertIse Jingu Grand ShrineFushimi Inari at DawnKochi Full-Day Private Tour with Government-Licens… +6 more
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from $1,689
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Princess · Sapphire PrincessRound-trip
Asia 7 nights Jul 17 – Jul 24, 2027 from Tokyo, Japan
Tokyo, Japan · Toba, Japan · … · Tokyo, Japan7 ports
Tokyo, Japan · Toba, Japan · Kochi, Japan · Kanmon Straits, Japan · Jeju Island South Korea · Nagasaki, Japan · Tokyo, Japan
★ Bucket-list Private Licensed Tokyo ExpertIse Jingu Grand ShrineKochi Full-Day Private Tour with Government-Licens…Kanmon Straits Private Cruise +2 more
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from $1,002
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Princess · Diamond PrincessRound-trip
Asia 7 nights Jul 21 – Jul 28, 2027 from Tokyo, Japan
Tokyo, Japan · Toba, Japan · … · Tokyo, Japan7 ports
Tokyo, Japan · Toba, Japan · Kochi, Japan · Kanmon Straits, Japan · Jeju Island South Korea · Nagasaki, Japan · Tokyo, Japan
★ Bucket-list Private Licensed Tokyo ExpertIse Jingu Grand ShrineKochi Full-Day Private Tour with Government-Licens…Kanmon Straits Private Cruise +2 more
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from $899
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Princess · Diamond PrincessRound-trip
Asia 20 nights Aug 16 – Sep 5, 2027 from Tokyo, Japan
Tokyo, Japan · Kumano, Japan · … · Tokyo, Japan18 ports
Tokyo, Japan · Kumano, Japan · Osaka (Kyoto and Nara), Japan · Kochi, Japan · Busan (Kyongju), South Korea · Nagasaki, Japan · Kagoshima, Kyushu, Japan · Miyazaki (Aburatsu) - Japan · Tokyo, Japan · Toba, Japan · Osaka (Kyoto and Nara), Japan · Kochi, Japan · Hiroshima, Japan · Kanmon Straits, Japan · Busan (Kyongju), South Korea · Nagasaki, Japan · Shimizu, Japan · Tokyo, Japan
★ Bucket-list Private Licensed Tokyo ExpertFushimi Inari at DawnKochi Full-Day Private Tour with Government-Licens…Gyeongju UNESCO World Heritage Private Full-Day Tour +6 more
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from $2,276
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Princess · Diamond PrincessRound-trip
Asia 10 nights Aug 26 – Sep 5, 2027 from Tokyo, Japan
Tokyo, Japan · Toba, Japan · … · Tokyo, Japan10 ports
Tokyo, Japan · Toba, Japan · Osaka (Kyoto and Nara), Japan · Kochi, Japan · Hiroshima, Japan · Kanmon Straits, Japan · Busan (Kyongju), South Korea · Nagasaki, Japan · Shimizu, Japan · Tokyo, Japan
★ Bucket-list Private Licensed Tokyo ExpertIse Jingu Grand ShrineFushimi Inari at DawnKochi Full-Day Private Tour with Government-Licens… +5 more
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from $1,174
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Princess · Sapphire PrincessRound-trip
Asia 17 nights Aug 28 – Sep 14, 2027 from Tokyo, Japan
Tokyo, Japan · Toba, Japan · … · Tokyo, Japan16 ports
Tokyo, Japan · Toba, Japan · Kochi, Japan · Jeju Island South Korea · Kagoshima, Kyushu, Japan · Tokyo, Japan · Toba, Japan · Wakayama · Miyazaki (Aburatsu) - Japan · Yatsushiro, Japan · Busan (Kyongju), South Korea · Kanmon Straits, Japan · Hiroshima, Japan · Kochi, Japan · Shimizu, Japan · Tokyo, Japan
★ Bucket-list Private Licensed Tokyo ExpertIse Jingu Grand ShrineKochi Full-Day Private Tour with Government-Licens…Seongsan Ilchulbong +5 more
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from $1,818
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Princess · Sapphire PrincessRound-trip
Asia 10 nights Sep 4 – Sep 14, 2027 from Tokyo, Japan
Tokyo, Japan · Toba, Japan · … · Tokyo, Japan11 ports
Tokyo, Japan · Toba, Japan · Wakayama · Miyazaki (Aburatsu) - Japan · Yatsushiro, Japan · Busan (Kyongju), South Korea · Kanmon Straits, Japan · Hiroshima, Japan · Kochi, Japan · Shimizu, Japan · Tokyo, Japan
★ Bucket-list Private Licensed Tokyo ExpertIse Jingu Grand ShrineGyeongju UNESCO World Heritage Private Full-Day TourKanmon Straits Private Cruise +3 more
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from $1,514
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Princess · Diamond PrincessRound-trip
Asia 19 nights Sep 5 – Sep 24, 2027 from Tokyo, Japan
Tokyo, Japan · Hakodate, Japan · … · Tokyo, Japan16 ports
Tokyo, Japan · Hakodate, Japan · Niigata, Japan · Busan (Kyongju), South Korea · Nagasaki, Japan · Kagoshima, Kyushu, Japan · Kochi, Japan · Shimizu, Japan · Tokyo, Japan · Toba, Japan · Osaka (Kyoto and Nara), Japan · Kochi, Japan · Busan (Kyongju), South Korea · Nagasaki, Japan · Shimizu, Japan · Tokyo, Japan
★ Bucket-list Private Licensed Tokyo ExpertMt. Hakodate Night View & RopewayNiigata Full-Day Private Tour with Government-Lice…Gyeongju UNESCO World Heritage Private Full-Day Tour +6 more
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from $2,321
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Princess · Diamond PrincessRound-trip
Asia 9 nights Sep 15 – Sep 24, 2027 from Tokyo, Japan
Tokyo, Japan · Toba, Japan · … · Tokyo, Japan8 ports
Tokyo, Japan · Toba, Japan · Osaka (Kyoto and Nara), Japan · Kochi, Japan · Busan (Kyongju), South Korea · Nagasaki, Japan · Shimizu, Japan · Tokyo, Japan
★ Bucket-list Private Licensed Tokyo ExpertIse Jingu Grand ShrineFushimi Inari at DawnKochi Full-Day Private Tour with Government-Licens… +3 more
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from $1,384
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Princess · Diamond PrincessRound-trip
Asia 20 nights Oct 10 – Oct 30, 2027 from Tokyo, Japan
Tokyo, Japan · Hakodate, Japan · … · Tokyo, Japan18 ports
Tokyo, Japan · Hakodate, Japan · Niigata, Japan · Busan (Kyongju), South Korea · Nagasaki, Japan · Kagoshima, Kyushu, Japan · Kochi, Japan · Shimizu, Japan · Tokyo, Japan · Toba, Japan · Osaka (Kyoto and Nara), Japan · Kochi, Japan · Hiroshima, Japan · Kanmon Straits, Japan · Busan (Kyongju), South Korea · Nagasaki, Japan · Shimizu, Japan · Tokyo, Japan
★ Bucket-list Private Licensed Tokyo ExpertMt. Hakodate Night View & RopewayNiigata Full-Day Private Tour with Government-Lice…Gyeongju UNESCO World Heritage Private Full-Day Tour +8 more
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from $3,072
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Princess · Diamond PrincessRound-trip
Asia 10 nights Oct 20 – Oct 30, 2027 from Tokyo, Japan
Tokyo, Japan · Toba, Japan · … · Tokyo, Japan10 ports
Tokyo, Japan · Toba, Japan · Osaka (Kyoto and Nara), Japan · Kochi, Japan · Hiroshima, Japan · Kanmon Straits, Japan · Busan (Kyongju), South Korea · Nagasaki, Japan · Shimizu, Japan · Tokyo, Japan
★ Bucket-list Private Licensed Tokyo ExpertIse Jingu Grand ShrineFushimi Inari at DawnKochi Full-Day Private Tour with Government-Licens… +5 more
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from $2,394
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Azamara · Azamara QuestOne-way
Caribbean 17 nights Oct 28 – Nov 14, 2027 from New York, New York to Bridgetown, Barbados
New York, New York · Hamilton, Bermuda · … · Bridgetown, Barbados13 ports
New York, New York · Hamilton, Bermuda · Philipsburg, St. Maarten · Road Town, Tortola, B.V.I. · San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Virgin Gorda, British Virgin Islands · St. John's, Antigua · Saint- Pierre · Port Elizabeth, Saint Vincent · St. Georges, Grenada, West Indies · Scarborough, Tobago · Bridgetown, Barbados
★ Bucket-list Manhattan Helicopter TourRandom Wind 'Paradise Day Sail'Norman IslandWalk El Morro & Old San Juan's City Walls +4 more
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from $5,583
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Azamara · Azamara QuestRound-trip
Caribbean 15 nights Nov 6 – Nov 21, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico16 ports
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Virgin Gorda, British Virgin Islands · St. John's, Antigua · Saint- Pierre · Port Elizabeth, Saint Vincent · St. Georges, Grenada, West Indies · Scarborough, Tobago · Bridgetown, Barbados · Castries, St. Lucia · Roseau, Dominica · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Port of Charlestown, Nevis, St. Kitts and Nevis · Philipsburg, St. Maarten · Road Town, Tortola, B.V.I. · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Full-Day Boat CharterPrivate Half-Day Island Adventure & Trunk Bay BeachGrenada Private Taxi Tour +6 more
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from $5,751
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Azamara · Azamara QuestRound-trip
Caribbean 14 nights Nov 14 – Nov 28, 2027 from Bridgetown, Barbados
Bridgetown, Barbados · Castries, St. Lucia · … · Bridgetown, Barbados15 ports
Bridgetown, Barbados · Castries, St. Lucia · Roseau, Dominica · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Port of Charlestown, Nevis, St. Kitts and Nevis · Philipsburg, St. Maarten · Road Town, Tortola, B.V.I. · San Juan, Puerto Rico · Virgin Gorda, British Virgin Islands · St. John's, Antigua · Saint- Pierre · Port Elizabeth, Saint Vincent · St. Georges, Grenada, West Indies · Scarborough, Tobago · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Cosol ToursBoiling Lake HikeMt. Liamuiga Volcano Crater Hike +5 more
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from $5,331
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Azamara · Azamara QuestRound-trip
Caribbean 14 nights Nov 21 – Dec 5, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Virgin Gorda, British Virgin Islands · … · San Juan, Puerto Rico15 ports
San Juan, Puerto Rico · Virgin Gorda, British Virgin Islands · St. John's, Antigua · Saint- Pierre · Port Elizabeth, Saint Vincent · St. Georges, Grenada, West Indies · Scarborough, Tobago · Bridgetown, Barbados · Castries, St. Lucia · Roseau, Dominica · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Port of Charlestown, Nevis, St. Kitts and Nevis · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Half-Day Island Adventure & Trunk Bay BeachGrenada Private Taxi TourSwim with wild green sea turtles + two shipwrecks… +5 more
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from $5,341
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Azamara · Azamara QuestRound-trip
Caribbean 14 nights Dec 5 – Dec 19, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Virgin Gorda, British Virgin Islands · … · San Juan, Puerto Rico15 ports
San Juan, Puerto Rico · Virgin Gorda, British Virgin Islands · St. John's, Antigua · Saint- Pierre · Port Elizabeth, Saint Vincent · St. Georges, Grenada, West Indies · Scarborough, Tobago · Bridgetown, Barbados · Castries, St. Lucia · Roseau, Dominica · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Port of Charlestown, Nevis, St. Kitts and Nevis · Philipsburg, St. Maarten · Road Town, Tortola, B.V.I. · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Half-Day Island Adventure & Trunk Bay BeachGrenada Private Taxi TourSwim with wild green sea turtles + two shipwrecks… +5 more
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from $5,021
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Azamara · Azamara QuestOne-way
Northern Europe 8 nights Dec 19 – Dec 27, 2027 from San Juan, Puerto Rico to Bridgetown, Barbados
San Juan, Puerto Rico · Virgin Gorda, British Virgin Islands · … · Bridgetown, Barbados8 ports
San Juan, Puerto Rico · Virgin Gorda, British Virgin Islands · St. John's, Antigua · Portsmouth, England · Port Elizabeth, Saint Vincent · St. Georges, Grenada, West Indies · Scarborough, Tobago · Bridgetown, Barbados
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Half-Day Island Adventure & Trunk Bay BeachGrenada Private Taxi TourSwim with wild green sea turtles + two shipwrecks…
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from $3,086
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Azamara · Azamara QuestOne-way
Caribbean 26 nights Feb 16 – Mar 13, 2028 from Buenos Aires, Argentina to Bridgetown, Barbados
Buenos Aires, Argentina · Montevideo, Uruguay · … · Bridgetown, Barbados16 ports
Buenos Aires, Argentina · Montevideo, Uruguay · Rio Grande do Sol(Santa Catarina), Brazil · Porto Belo (Santa Catarina), Brazil · Sao Francisco do Sul, Brazil · Paranagua, Brazil · Santos (Sao Paulo), Brazil · Ilhabela, Brazil · Paraty, Brazil · Rio de Janeiro, Brazil · Bahia de Salvador, Brazil · Natal(Rio Grande do Norte), Brazil · Belem, Brazil · Ile Royale, French Guiana · Scarborough, Tobago · Bridgetown, Barbados
★ Bucket-list El Teatro ColónMercado del PuertoPrivate Santos Full-DayPrivate Superboat to Castelhanos & Hidden Atlantic… +2 more
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from $12,381
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Azamara · Azamara QuestOne-way
Caribbean 14 nights Feb 28 – Mar 13, 2028 from Rio de Janeiro, Brazil to Bridgetown, Barbados
Rio de Janeiro, Brazil · Bahia de Salvador, Brazil · … · Bridgetown, Barbados7 ports
Rio de Janeiro, Brazil · Bahia de Salvador, Brazil · Natal(Rio Grande do Norte), Brazil · Belem, Brazil · Ile Royale, French Guiana · Scarborough, Tobago · Bridgetown, Barbados
★ Bucket-list Private Full-Day Rio HighlightsSwim with wild green sea turtles + two shipwrecks…
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from $6,585
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Itineraries from the Cruisebound catalog + our enrichment; schedules cross-checked against official port authorities. Booking via Cruisebound and CruiseDirect — we may earn a commission, at no extra cost to you.

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aboard
MSC Cruises Royal Caribbean Carnival Viking River Costa Norwegian AmaWaterways Princess Celebrity Viking Ocean Avalon Disney Holland America Oceania Virgin Voyages Regent Cunard Seabourn Azamara