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Circle the Hawaiian Islands roundtrip from San Diego, relaxing on days at sea. Unpack just once and visit four islands, where you can explore Kauai’s Napali Coast, stroll moon-lit Waikiki on a Honolulu overnight, marvel at the Big Island’s lava lakes, and experience northern Maui's natural beauty. Why settle for seeing just one island on a Hawaii resort-based vacation when you can cruise in style and explore multiple island jewels? Sailing with Princess is a far better vacation value, and you’ll visit popular Hawaiian islands — Oahu, Kauai and the Big Island (Hilo and Kona) — without all the time-consuming hassle of island hopping by plane. From enriching Discovery and Animal Planet shore excursions to our immersive "Aloha Spirit" program onboard, you'll discover each island's unique charm — and fall in love with Hawaii's enchanting beauty. Sail aboard one of our contemporary ships from Vancouver, British Columbia or Honolulu, Hawaii and bask in the perfect combination of adventures and culture ashore and relaxing days at sea.
Unforgettable Hawaii Cruises, Including a Tiny 36-Passenger Sailing and a Disney Ship
The longer one-off journeys are more for folks wanting to explore a wide swath of the Pacific, with Hawaii being a small part of that deep dive. Some lines offer just a few round trips while others offer months of Hawaii cruises. This eight-day cruise aboard the 36-guest Safari Explorer begins in Kona, on the Big Island, with a champagne welcome from the captain.
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Night Circle HawaiiDetails
With a Cruise Plus Hotel Package, a Princess representative meets you at the airport and pier, transporting you to and from your hotel. The package includes the cost of your hotel stay, transportation, luggage handling and the services of the representative. Princess cruise excursions are pure magic, offering luaus, beautiful beaches and glimpses into Hawaii's unique culture.
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Sail to Paradise on Hawaii Cruises
Other lines and ships offer there-and-back Hawaii itineraries from ports like San Diego, Los Angeles and San Francisco. Let Princess Cruises take you to the best sights and on thrilling adventures with our award-winning Hawaii shore excursions. Get to know the each of the islands in depth with Discovery at SEA Recommended and Exclusive excursions, offering you immersive adventures or even unique experiences you can only get from Princess. And on itineraries with More Ashore Late Night calls, we stay until at least 9 p.m. In port like Honolulu, so you can also experience some of the fabulous nightlife. Must-sees on Maui include the extinct volcano Haleakala (for sunset or sunrise visits or bike rides down the steep slopes), the twisty road to Hana with its waterfall views and many gorgeous white-sand beaches.
When do cruises go to Hawaii?
Explore breathtaking Haleakala National Park that boasts diverse volcanic and rainforest landscapes, plus a 10,000 foot tall dormant volcano. Or sail out onto the scenic waters off Maui’s sun-kissed shores and witness in awe as humpback whales frolic about. Holland America Line offers you a wide selection of lounges and gathering places onboard. A casual, modern marketplace, Lido Market offers the widest range of food options on board for breakfast, lunch, dinner and a late-night snack. Pinnacle Grill is the ultimate steakhouse at sea, where an exceptional menu and impeccable service make for one of finest meals you’ll ever have.
Hilo, Hawaii
(UnCruise Adventures is the exception, calling in a few smaller places that the big ships can't go.) All of them are top-notch, so it's hard to say which one is the best overall. You can plop down in the sand on beautifully manicured strands of white sand or find more rugged volcanic black sand beaches. Look for beach parks with sheltered swimming areas for families or find a secluded beach away from popular tourist areas.
Whether you want to honeymoon in April or explore in December, you can revel in the state’s summer-like conditions all year round. So, when debating the best time to cruise to Hawaii, the answer is simple — anytime with Princess. Hawaii offers a tropical twist on the hip travel hobby called "forest bathing." It's all the rage among spiritually minded travelers these days and a great way to see nature up close. Hike to Rainbow Falls on the Big Island, or through the lush Hana Rainforest on Maui. The best Hawaii cruises allow you to trek through the lush Hana Rainforest, or through the jet black sands of Punalu’u Beach. While West Maui recovers, we will stop into Kahului on the island’s north side.
Check the ship’s daily schedule for expert lectures, and make time to experience the spa’s snow room while getting acquainted with Nordic bathing rituals. The best cruise for you depends on how much vacation time you have, how many islands you want to visit, whether you're looking for overnight port stays and how you feel about multiple sea days in a row. All are one-way cruises just before or after the Alaska cruise season (so late April or early October) between Oahu and Vancouver (or vice versa). The ships call on two Hawaiian islands and spend four or five days in a row at sea.
Catch the aloha spirit the moment you come aboard a Hawaii cruise
Some beaches can have strong currents or rough seas during certain times of the year, so always exercise caution when swimming. Princess Cruises is definitely the leader in the two-week, round-trip Hawaii cruise department, offering more sailings out of more homeports than any other line. Carnival, Holland America and Viking also offer this type of sailing, but not as frequently. Holland America is a great choice for round-trip sailings that explore deep into the South Pacific. The shorter options, such as 10- and 11-night Hawaii cruises offered by Royal Caribbean and Celebrity, sail between Vancouver and Honolulu, leaving you to book a one-way flight to or from Hawaii. Longer one-way sailings from upscale brands, such as Oceania, Seabourn and Silversea, will traverse the Pacific Ocean between Tahiti (or another far-flung island) and Vancouver or Seattle.

But once you hop the Hawaiian islands with Norwegian, it will become your thing. You can visit Hawaii without a passport on a closed-loop sailing (one that begins and ends in the same U.S. port). Norwegian Cruise Line's Pride of America and UnCruise's Safari Explorer, both U.S.-flagged vessels, are the only cruise ships based in Hawaii.
Additional guest favorite destinations on board include the RedFrog Pub, Alchemy Bar and WaterWorks aquapark. Expect high-voltage theater shows from Playlist Productions at night and poolside interactive contests by day. We have the answers so your first time will be nothing but smooth sailing. While some best practices (like not walking too close to volcanoes) are obvious, be aware of lesser-known laws. For example, it's actually illegal to hike up Honolulu's popular Haiku Stairs.
Guests can take a Wailua River cruise to the Fern Grotto, a tour of a coffee plantation, or a trip to Waimea Canyon, the Grand Canyon of the Pacific. Maui is the next island on the itinerary, with a luau, a drive or helicopter flight to Haleakala Crater, a scenic drive along the East Maui coast, or an underwater cruise on the Atlantis submarine. Options include visits to Volcanoes National Park and Rainbow Falls. After four days at sea, the Koningsdam stops in Ensenada, Mexico, before returning to San Diego.
Uncover the islands’ complex history, from the royal family to Pearl Harbor. Sample island-grown produce, bathe under waterfalls, and discover the dazzling reefs of the underwater world. Cruises to Hawaii will leave you enchanted, whatever your interests.
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