Ruby Princess - Hawaiian Islands from San Francisco
When the Alaska season ends, Ruby Princess pivots to 16-night Hawaiian Islands roundtrips from San Francisco - four islands in four straight days without a single flight. Kauai, an extended day in Honolulu until 11 PM, Kona, and Maui are wrapped in nine relaxed sea days, with a Mexican call at Ensenada on the way home.
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Budget
*Prices vary by cabin type, sailing date, and availability. Confirm rates with Princess Cruises before booking.
Ship Details — Ruby Princess
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Where this cruise calls, day by day
7 ports and 10 sea days over 16 Nights.
- Day 1San Francisco, CA port guide: where ships dock and what to do ashore
San Francisco, CA
United StatesDepart Day 2 · At sea
Day 3 · At sea
Day 4 · At sea
Day 5 · At sea
- Day 6
Kauai (Nawiliwili)
United StatesPortShips dock at Nawiliwili, a commercial harbour just below Lihue on Kauai's southeast corner. There is little at the pier itself beyond a beach and a hotel, but the island is small enough that a single day reaches either Waimea Canyon or the north shore - not both. Many itineraries give Kauai an overnight or a long call, which is what makes the far corners worth attempting.
- Waimea Canyon and the Kalalau Lookout over the Na Pali cliffs
- Wailua River boat trip to the Fern Grotto
- Poipu Beach and the Spouting Horn blowhole on the south shore
- Hanalei Bay and the Kilauea Point lighthouse and seabird refuge to the north
- Getting ashore
- Docks at Nawiliwili Harbor about two miles from Lihue; there is no walkable town, so a tour or rental car is effectively required.
- Best months
- Year-round (Apr-Oct drier; Kauai is the wettest main island, and winter closes north-shore roads after floods)
- Day 7Honolulu port guide: where ships dock and what to do ashore
Honolulu
United StatesPort - Day 8Kona (Kailua-Kona) port guide: where ships dock and what to do ashore
Kona (Kailua-Kona)
United StatesPort - Day 9
Maui (Kahului)
United StatesPortKahului is Maui's cargo harbour, and it looks it - fuel tanks, a container yard and no reason to linger at the pier. It is a purely functional gateway to an island where the good things are an hour away in opposite directions. Lahaina, once the standard shore excursion, was destroyed by fire in August 2023 and is still rebuilding; treat it as a community in recovery rather than a sightseeing stop.
- Haleakala National Park summit at 10,023 feet, above the cloud layer
- The Road to Hana, which realistically consumes an entire port day
- Iao Valley State Monument and its needle-shaped peak, close to the harbour
- Maui Ocean Center aquarium and the Maalaea coast
- Getting ashore
- Docks at the commercial harbour in Kahului with nothing walkable nearby; a tour, taxi or rental car is essential.
- Best months
- Year-round (Apr-Oct driest; Dec-Apr for humpbacks in the Auau Channel)
Day 10 · At sea
Day 11 · At sea
Day 12 · At sea
Day 13 · At sea
Day 14 · At sea
- Day 15Ensenada port guide: where ships dock and what to do ashore
Ensenada
MexicoPort Day 16 · At sea
- Day 17San Francisco, CA port guide: where ships dock and what to do ashore
San Francisco, CA
United StatesArrive
What to know about this sailing
Drawn from 24 traveler threads about Ruby Princess on Hawaii and other San Francisco sailings (2018–2026), 37 about Hawaii routes on other ships, the route data and the port notes above.
Nine of the sixteen nights are at sea, and that ratio is the whole decision. The outbound run is four straight sea days from San Francisco before Kauai, then the four islands come one per day, Kauai, Honolulu, Kona and Maui, with Honolulu the long one at an eleven-in-the-evening departure and Kona the fragile one, since it is a tender call that gets cut short or dropped when the swell is up. Then five more sea days back toward the mainland, a stop at Ensenada that exists only because a foreign-flagged ship sailing between American ports needs a foreign call, and a final sea day up the coast. There is no flying and no packing for a land stay, which is the point of doing this from San Francisco rather than joining the Honolulu-based inter-island loop on NCL's Pride of America that route threads keep raising as the alternative.
Posters who have done Princess's Hawaii round trips describe the sea days as the good part rather than the price of admission. A 2018 thread asking about mixed reviews of Ruby on this route drew three replies from repeat Hawaii cruisers: Princess fills the crossing with hula, lei-making and ukulele classes, lectures and live Hawaiian music, and one family said the sea days were relaxing and there was plenty of island time; a 2019 reply elsewhere called a fifteen-night Princess loop from Los Angeles the best cruise they had taken, for the same reason. The honest caveat in the 2018 thread is that each island gets roughly a twelve-hour day, a superficial visit that mostly tells you which island to fly back to. A 2025 poster torn between this sailing and a Panama Canal run worried about four and five consecutive sea days on a ship without Royal Caribbean's hardware; the replies said Princess runs enough overlapping daytime programming that afternoons feel busy, and that short of water slides the offering is the same as on a big Royal ship. The skeptics live in the route threads: a 2025 reply argued that Alaska was made for cruising and Hawaii was not, since a concrete pier, a bus to a beach and a bus back is not the island, and that the crossing means paying to be on a boat and nothing else. Both views are right about the same facts.
Ruby is the cheapest of the Princess ships doing this from California that reaches all four islands: Emerald Princess runs the same sixteen nights for several hundred dollars more per person and does not call at Kona, while Discovery Princess from Los Angeles is the budget option but shares only Honolulu and Kona with this port list. Holland America's Koningsdam and Nieuw Amsterdam cover every port here, from San Diego or in an eighteen-day circle, at close to the same fare with a night or two more at sea. Among Ruby's own San Francisco sailings this is the long one; the ten-night Alaska and Mexican Riviera loops and the seven-night California coast run all have far fewer sea days for far less money. It suits people who will not fly, like a slow ship and want a first look at four islands to decide where to return; it does not suit anyone who wants to spend real time in Hawaii, or first-time cruisers who have never sat through two sea days, let alone five. One more thing from a 2023 route thread: when the Lahaina fire closed Maui, Emerald's version of this itinerary swapped in a second Big Island day and then lost its Ensenada call to a hurricane, so on a route this long the port list is a plan, not a promise.
Questions about this sailing
Will I be bored with four or five sea days in a row on Ruby Princess to Hawaii?
A 2025 poster asked this before booking, worried that Ruby lacks the water parks and rock walls of the big Royal Caribbean ships they had done long repositionings on. The replies were that Princess schedules enough overlapping afternoon activities that one regular gets a fear of missing out on sea days, and that apart from slides the menu (live music, shows, trivia, pools, spa) is the same. Earlier Hawaii-route posters added that the crossing days are themed, with hula, lei-making and ukulele classes and live Hawaiian music.
How much time do you actually get on each Hawaiian island from the ship?
Roughly a twelve-hour day per island, according to a repeat Hawaii cruiser in a 2018 thread, which they called a superficial visit that mainly helps you decide which island deserves a return trip. The exception on this itinerary is Honolulu, where the ship stays until eleven at night, long enough for Pearl Harbor and a Waikiki evening. Kona is the risk: it is a tender port and the call gets shortened or cancelled when the surf is up.
Is a cruise a good way to see Hawaii for the first time?
The threads split. Repeat Princess Hawaii cruisers say yes for a first look, because four islands in four days with no flights or hotel changes shows you where to come back to, and the sea days are part of the appeal. A 2025 reply on a Hawaii-and-Alaska thread said the opposite: Hawaii is for island time, not a concrete pier and a bus to a beach, so take the ship to Alaska and do Hawaii on land. If a beach-and-bus day per island sounds thin, that reply is the one to weigh.
Onboard Amenities
Cruise Highlights
About the Ship
What Travelers Say About Ruby Princess
Reviews of the ship itself — the same for every Ruby Princess sailing. Distilled from 137 traveler threads, Cruise Critic member reviews and travel blogs.
Ruby Princess is a 2008-built Grand-class ship (Crown subclass) that delivers the classic, mid-size Princess experience rather than the bells and whistles of the line's newer Royal-class giants. At roughly 113,000 gross tons and 3,080 guests, she feels noticeably more intimate and walkable than ships like Royal or Sky Princess, and reviewers consistently describe a relaxed, traditional cruising vibe. Guests who value calm over crowds and warm service over the latest tech tend to be her biggest fans.
What People Love
- Specialty dining is a highlight - Crown Grill and Sabatini's earn consistent praise
- Personable, going-the-extra-mile service is the most-repeated compliment
- The Sanctuary adults-only retreat with Serenity Stewards delivers a real escape
Common Complaints
- Main dining room and buffet food quality is the top complaint
- Visible post-pandemic cutbacks with reduced menu variety
- Showing its 2008 age, with some worn linens and tired cabin finishes
How This Cruise Compares
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Celebrity Edge - Hawaii Crossing: Vancouver to Honolulu
Disney Cruise Line
Disney Wonder - Hawaiian Islands to Vancouver
Princess Cruises
Discovery Princess - Hawaiian Islands from Los Angeles
Holland America Line
HAL Koningsdam - 18-Day Circle Hawaii
