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Hawaii cruises

Hawaii Loop via Hilo, Kailua-Kona & Ensenada

Hilo · Kailua-Kona · Nawiliwili · Honolulu · Ensenada

Balanced itinerary with more sea time than port-packed variants. Covers United States and Mexico.

16 nights San Francisco Hawaii 5 ports 11 sea days
Compare departures Explore the route

What this trip feels like

Easygoing, familiar and ship-focused

11 sea days give you plenty of uninterrupted time onboard, while Hilo, Kailua-Kona, and Nawiliwili provide the trip's main day ashore. You're choosing this route for an easy break with minimal logistics, not destination variety.

Relaxed pace

5 ports in 16 nights

Plenty of uninterrupted ship time.

Broad destination variety

Hilo · Kailua-Kona · Nawiliwili + more

Frequent changes of scenery across the itinerary.

Easy logistics

Round-trip from San Francisco

No open-jaw flights or separate arrival and departure transfers.

Port experience

Kailua-Kona · You'll usually have a long port day

Cruise calls here typically give passengers plenty of time between arrival and departure.

Best for · First-time cruisers · Ship-focused trips · Easy short getaways

Think twice if · You want a port-intensive Hawaii itinerary

Best departures

Best upcoming sailings

Start here. These departures surface first because they combine stronger pricing, useful timing, or a notable warning signal for this itinerary.

Best overall value
Princess Cruises

Ruby Princess

San Francisco → Hilo → Ensenada → San Francisco

Nov 28 · 16 nights

About average

$1,362 inside · $85/night

All departures

All upcoming departures

Compare all sailings for this itinerary.

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Itinerary pricing

What this itinerary usually costs

Typical pricing runs around $121/night, with most departures landing in the $101-$146/night band across 1 tracked sailing.

Typical price

$121/night

$1,937 total

Normal range

$101-$146/night

$1,612-$2,334 total

Lowest recent fare

$85/night

$1,362 total

Comparison set

1 sailings

Used for itinerary baseline

When should I go?

Not enough departures yet to identify a reliable cheaper season.

Route overview

How this route is built

Compare sailings →

16 nights · 5 port calls · 11 sea days · 2 countries

5 port calls across United States, Mexico · Leans more toward sea time than a port-packed 16-night route.

  1. 1

    Embark in San Francisco

    Embarkation ports can vary by sailing

  2. 2

    Hilo

    United States · Hawaii

  3. 3

    Kailua-Kona

    United States · Hawaii

  4. 4

    Nawiliwili

    United States · Hawaii

  5. 5

    Honolulu

    United States · Hawaii

  6. 6

    Ensenada

    Mexico · Mexican Riviera

  7. 7

    Disembark in San Francisco

    Disembarkation ports can vary by sailing

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Embark port
Disembark port
Port of call

Other routes to consider

Not quite the right itinerary? Compare routes that trade a little simplicity for more ports, different destinations, or a longer trip.

FAQ

What’s the best month to sail this itinerary?
It depends on weather and crowd levels. Use the sailing list to compare dates and prioritize port days with comfortable conditions.
Are these sailings all the same route?
They can be close but not identical. Look for differences in port order, arrival times, and sea day placement.
How should I choose between two similar sailings?
Compare: (1) ship, (2) port day timing, (3) number of sea days, (4) price vs cabin value, and (5) flight convenience.