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California Zephyr & Hawaii Cruise

Fisherman's Wharf Ensenada Honolulu, Hawaii Pearl harbor Kauai Maui, Hawaii Rainbow Falls

Say “aloha!” as you set sail on a 22-day rail-cruise adventure!

19 days    $3,993

About the Tour

Begin your journey in the Windy City where you board the renowned California Zephyr for your two-night journey across America's western frontier to San Francisco. After spending some time in the City by the Bay, embark on a 15-night Hawaiian cruise aboard the Ruby Princess. This rail-cruise journey is the absolute perfect getaway to escape the winter blues.


  • Transportation aboard Amtrak (2 nights on the train)
  • Hotel accommodations for 1 night
  • All meals onboard the train and ship
  • 15-night cruise aboard the Ruby Princess
  • Transfers to cruise terminal and back included
  • San Francisco sightseeing tour
  • Port of Calls:
    -Ensenada, Mexico
View Dates & Pricing

Call to Book 1-877-929-7245


  • Day 1 - Depart Chicago aboard the California Zephyr
    Depart the Windy City aboard Amtrak's legendary California Zephyr bound for San Francisco at 2:00 pm. Take this time to get to know your fellow passengers or admire the passing scenery from the Sightseer Lounge with its floor-to-ceiling windows. Overnight train. (D)
  • Day 2 - California Zephyr En Route to San Francisco
    Awake to magnificent views of the Rockies on the horizon. The scenery only gets more breathtaking as the day progresses! Overnight train. (B, L, D)
  • Day 3 - Arrive in "The City by the Bay"
    Highlights of your final day on the train include a mid-morning stop in “The Biggest Little City in the World,” Reno, and the legendary Donner Pass, the high point in the northern Sierra Nevada Mountains. You're scheduled to arrive in Emeryville at 4:10 pm. Transfer on your own to your centrally-located San Francisco hotel with the evening at leisure. Overnight San Francisco (B, L)
  • Day 4 - San Francisco and Hawaiian Cruise
    Start the day with a guided tour of San Francisco. Highlights include the Palace of Fine Arts, the Civic Center, Fisherman's Wharf and more! After the tour, board the Ruby Princess and embark on your 15-night Hawaiian cruise! Overnight ship. (D)
  • Days 5-8 - Ruby Princess
    Spend the first four days of your journey at sea. The Ruby Princess offers a variety of onboard amenities. Visit the incredible Lotus Spa; relax at the Sanctuary, an adults-only section of the ship; play basketball or shuffleboard; or, just sit on the deck and catch some rays as you sail towards paradise. Overnight ship. (4B, 4L, 4D)
  • Day 9 - Hilo, Hawaii
    Arrive at your first port of call, Hilo. You may wish to visit the Smithsonian-affiliated Lyman Museum, see the dazzling waterfalls of Rainbow Falls, or gaze at the stars at the Imiloa Astronomy Center. Overnight ship. (B, L, D)
  • Day 10 - Honolulu, Hawaii
    Discover beautiful Honolulu! There is so much to do in this historic city. Take time to visit Pearl Harbor and the USS Arizona Memorial. Or see Doris Duke's old home, Shangri La, which is now a center for Islamic Arts and Culture. There are also several hiking trails and beaches for you to discover. Overnight ship. (B, L, D)
  • Day 11 - Kauai, Hawaii
    Today's port of call is the island of Kauai. Kauai is the oldest main Hawaiian Island. Only 562 miles long, Kauai is full of amazing activities. The National Tropical Botanical Garden and Smith's Tropical Paradise are havens for nature lovers. Or take a tour of Grove Farm, a former sugar plantation which is now a museum. Overnight ship. (B, L, D)
  • Day 12 - Maui, Hawaii
    Spend the day in gorgeous Maui. From its breathtaking beaches to the incredible seaside streets, there is so much to do in this little slice of paradise. You can take a bike tour of Maui with The Kaleakala Bike Company or visit the Maui Ocean Center for a marine adventure. Overnight ship. (B, L, D)
  • Days 13-16 - Ruby Princess
    Take these four days to relax at sea as you journey to your final port of call, Ensenada, Mexico. Take in a show at one of the ship's theatres. Do some shopping at the ship's stylish boutiques. Hit a few balls on the Princess Links, a nine-hole putting course. Or just relax with a good book in the ship's library. These three days are the perfect opportunity to take advantage of all the Ruby Princess has to offer. Overnight ship. (4B, 4L, 4D)
  • Day 17 - Ensenada, Mexico
    This afternoon arrive at your final port of call, Ensenada. Ensenada has a plethora of great activities and sights for you to spend your afternoon discovering. Do some kayaking at Bahia de Los Angeles. While there keep your eyes out for possible whale sightings! Or venture over to Avenida Lopez Mateos for some shopping. This beautiful Mexican city is the perfect ending to your tropical cruise. Overnight ship. (B, L, D)
  • Day 18 - Ruby Princess At Sea
    Begin your journey back to the mainland as you spend your final day at sea. Overnight ship. (B, L, D)
  • Day 19 - San Francisco
    This morning, disembark the Ruby Princess in San Francisco, where your rail-sail vacation comes to an end.


Hotel included is the RIU Plaza Fisherman's Wharf. Hotel accommodations are based on availability; substitutes will be similar in quality and amenities.

Oceanview:  Travel aboard the Ruby Princess is in an Outside Cabin including an ocean view. Oceanview cabins include a shower, two full size beds and closet.

Balcony: Travel aboard the Ruby Princess is in a Balcony including a private balcony view. Balcony includes shower, queen-size bed, closet and outside sitting area.

Amtrak accommodations are available in Roomette and Bedroom. Roomette accommodations include a private cabin featuring two comfortable seats beside a picture window during the day, converting to an upper and lower berth at night. Bedroom accommodations feature a sofa and chair by day, and upper and lower berth by night. Bedroom accommodations also include a sink and self-enclosed toilet and shower. All travelers have access to the Sightseer Lounge. Roomette and Bedroom accommodations include all meals aboard the train. 

Know before you go
Please be aware Amtrak may experience occasional schedule changes and service disruptions.  Vacations By Rail recommends visiting the Amtrak web site prior to your departure for the latest information.

Post Trip Extension: Ask a rail specialist about adding this 4-day/3-night post-trip option to your California Zephyr with Hawaiian Cruise rail-sail vacation.

  • Day 20 - California Zephyr to Chicago - Board the California Zephyr at 7:00 am for your journey back to Chicago. Overnight train. (B, L, D)
  • Day 21 - California Zephyr - Spend the day relaxing on the train as you continue your journey to the Windy City. Overnight train. (B, L, D)
  • Day 22 - Chicago - Arrive in Chicago at 3:15 pm. (B, L)

+Vacations By Rail can supply connecting rail from your closest Amtrak Station.


It is your responsibility to check and fulfill the passport, visa, health and immigration requirements applicable to your itinerary. We do not accept any responsibility if you cannot travel, or incur any other loss because you have not complied with any passport, visa, immigration requirements or health formalities. You agree to reimburse us in relation to any fines or other losses which we incur as a result of your failure to comply with any passport, visa, immigration requirements or health formalities.


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Prices are land-only, per person based on double occupancy. Prices are correct at the time this web page is published; however are subject to change. Vacations By Rail can supply connecting rail from your closest Amtrak Station. Port taxes per person not included in price. *Please note for the 2021 cruise dates the ship changes to the Ruby Princess.
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