Hawaii Four-Island Cruise

February 22, 2024 thru March 3, 2024

Let’s immerse ourselves in the rich culture, incredible landscapes and delicious cuisine of Hawaii on this one-of-a-kind 7-day cruise from Honolulu on the Norwegian Pride of America. We start in Honolulu, Hawaii, where we can relax and swim on the beach and enjoy a spectacular luau. Once we board our ship, we will explore an island every day of our vacation – from the lush, fragrant vegetation of Kauai to the Big Island’s dramatic volcanoes and the famous surfing beaches of Oahu. With overnight stays in Maui and Kauai, we’ll have even more time to enjoy the best of Hawaii.

Cruise Transportation

8 days, 7 nights aboard

Cruise Time


Roundtrip air transportation

Activity Level

2 - Relaxed


10 days, 9 nights


All meals aboard, 4 meals not onboard provided



Pickup and Dropoff

Door to door livery service included

Tour Highlights

  • 7 nights aboard the Norwegian Pride of America, with all meals provided and opportunities for extra excursions
  • Admissions included to on-shore excursions, including Pearl Harbor and the Dole Pineapple Plantation
  • Visiting each Hawaiian island, with an opportunity to see the volcano Haleakala and the peaks of Kauai
  • Roundtrip air transportation, livery service, and a Pleasurebent Tour Director and/or Escort provided
  • Multiple room options available depending on what you want


  • Round-trip airfare Tucson to Honolulu, Hawaii (not including baggage & in-flight charges)
  • Door to door livery service provided
  • Two nights lodging at excellent hotel
  • Transfers from airport to hotel, to ship and to airport
  • 7-night cruise with all meals onboard
  • Stateroom gratuities included (Does not include optional ultimate dining or premium beverage package gratuities)
  • Baggage handling at hotel (for one piece)
  • Government and air taxes and fees
  • Your Pleasurebent Tours’ Escort (with 20 or more travelers)

Day 1 - Flight to Honolulu

We depart Tucson on our flight to Honolulu, Oahu, where we’ll lodge two nights. Upon arrival, we transfer to our hotel. This evening we are on our own.

Day 2 - Oahu and the Dole Pineapple Plantation

Today we explore the island of Oahu, its history and culture.  We begin with a tour on our deluxe motor coach. We enjoy a stop at the Dole Pineapple Plantation where we learn about pineapple cultivation and enjoy a tasting.  We continue to the Polynesian Cultural Center, where we will learn about the rich culture of the Hawaiian Islands and enjoy a luau and show. (B, D)

Day 3 - Cruise Embarkment

After breakfast, we will board our ship and begin our cruise. (B, D)

Day 4 - Maui and Lahaina

Our first stop is Maui. A surplus of natural splendor and the genuine hospitality of its people have helped to make Maui Hawaii’s second most popular island. Explore the fascinating history of the town of Lahaina. We overnight in port. (B, L, D)

Day 5 - Maui and Halekala

Another day to explore Maui, known also as “The Valley Isle,” the second largest Hawaiian island. The island is beloved for its world-famous beaches, the sacred Iao Valley, views of migrating humpback whales (during winter months), farm-to-table cuisine and the magnificent sunrise and sunset from Haleakala(B, L, D)

Day 6 - Hilo, the Big Island, and Hawaii, and Hawaii Volcanoes National Park

We arrive at Hilo on the ‘Big Island’ early this morning. The entire city of Hilo is like one giant greenhouse with spectacular tropical flowers at every turn. We can visit the town’s well-preserved historic buildings, which date back to the turn of the century and showcase Hawaii’s unique architecture. Just 30 miles away the Hawaii Volcanoes National Park is the home of the active Kilauea Volcano. (B, L, D)

Day 7 - Kona

Kona offers the quintessential Hawaii experience. Sunny, warm weather and crystal blue waters entice us to partake in a variety of surfside fun. Shall we snorkel amongst a kaleidoscope of tropical marine life or take a surfing lesson, a kayaking trip or head out to deeper waters for some deep-sea fishing? (B, L, D)

Day 8 - Nawiliwili, Kauai

We arrive in Nawiliwili, Kauai this morning. Named after the Wiliwili trees, which once lined its picturesque harbor, this lovely port of Kauai is our gateway to what many believe to be Hawaii’s most beautiful island. On “The Garden Island,” nature is truly the star, from the dramatic mountains of Kokee to the cool rainforests of Haena.  We overnight in port. (B, L, D)

Day 9 - Napali Coast of Kauai

A morning in Kauai gives us more time to explore and enjoy the glorious blue ocean and green mountains. This afternoon we cruise along the spectacular Napali Coast of Kauai. (B, L, D)

Day 10 - Pearl Harbor and flight home to Tucson

We return to Oahu and leave our ship, but our Hawaii experience is not yet over. We visit the Pearl Harbor to see the USS Arizona Memorial and USS Battleship Missouri and enjoy a coach tour of the city of Honolulu. It’s time to head for home but we will never forget the beauty of Hawaii. (B)

Day 11 - Arrive in Tucson

After an overnight flight, we arrive back in Tucson with unforgettable memories of this tour.

Itinerary is subject to change.

Package Pricing

IB Inside Ship


Deposit: 20% holds your space!

OK Oceanview


Deposit: 20% holds your space!

BD Balcony


Deposit: 20% holds your space!

*Price per person, including air from TUS, double occupancy

Single occupancy upon request, limited availability

Deposit: 20% holds your space!

Final Payment Due:

October 19, 2023

Deposit: n/a

Price Includes

• Round-trip airfare Tucson to Honolulu, Hawaii (not including baggage & in-flight charges)
• Two nights lodging at excellent hotel
• Transfers from airport to hotel, to ship and to airport
• 7-night cruise with all meals onboard
• Stateroom gratuities included (Does not include optional ultimate dining or premium beverage package gratuities)
• Baggage handling at hotel (for one piece)
• Government and air taxes and fees
• Your Pleasurebent Tours' Escort (with 20 or more travelers)

Booking Policy

Final Payment Due: October 19, 2023

Cancellation Fees:

  • None – Through October 19, 2023
  • 25%* – October 20 –  November 21, 2023
  • 50%* – November 22 – December 20, 2023
  • 75%* – December 21, 2023 – January 18, 2024
  • 100% – After January 18, 2024

*Percentage of total price

We pride ourselves on great service and an enjoyable experience for all and will go over our booking policies after you make your request for booking. If you’d like to learn more about our booking policies before your trip, give us a call at (520) 325-8839, or visit our Booking Policies page. Click here for more information on our booking policies.

Travel Insurance

In today’s changing travel environment, it’s important to protect your travel investment so you can relax and enjoy your trip. Unforeseen events such as flight delays, baggage loss or even a sudden sickness or injury could impact your travel plans. For your convenience, we offer the following Travelex Insurance Services protection plan for this tour:


360° Adult Group Choice Flyer – Provides an overview of benefits and coverage limits

360° Adult Group Choice Policy – Provides the full coverage term details, including exclusions and limitations

$373 covers trip costs up to $6,000 or $435 covers trip costs up to $7,000. Cost may be more or less depending on your total trip cost. If you do not wish to purchase at booking, the plan can be purchased any time prior to final payment. Contact us to purchase. For questions regarding benefits or coverages, please contact Travelex Insurance Services at 888-574-7026 and reference plan number GCB-0521.

The product descriptions provided here are only brief summaries. The full coverage terms and details, including limitations and exclusions, are contained in the insurance policy. Travelex Insurance Services, Inc. CA Agency License #0D10209. Travel Insurance is underwritten by Berkshire Hathaway Specialty Insurance Company; NAIC #22276. X41


Find out all about our tours and cruises detailed information at https://pleasurebenttours.com/faqs/.


Level 2: Relaxed

Expectations: This tour requires light physical activity combined with shorter travel days. Tour members should expect intermittent walking, with occasional slight inclines and stair climbs, including boarding the motorcoach. Activities may include an occasional city or nature walking tour, stopping along the way. Guests should be able to climb a set of stairs, walk up or down slight slopes and navigate some uneven terrain or cobblestone.

Visit our Activity Level Ratings page for full information on the ratings system.


For your reference, we send to you a detailed itinerary approximately 3-4 weeks prior to the scheduled tour departure. This has a day-by-day breakdown of times and events, and hotel information where you can be reached in case of an emergency.

The times listed on the itinerary are all approximate. We cannot be held responsible for schedule changes due to unforeseen circumstances with the weather, transportation agents, highway conditions, hotels or contracting agents.


It is always a good idea to carry on your person a list of medications that you are taking and an emergency contact phone number while you are traveling. And we suggest making a copy of the itinerary and providing it to a friend or family member.


All hotel baggage handling fees are included. We also include basic gratuities for the Tour Director, Coach Driver, Livery Drivers and local Tour Guides.

Hotel housekeeping tips are not included.


For your convenience, we have a (round-tour) door-to-door pickup service with each multi-day tour. (This service is not available to all clients depending on your location.) Approximately 2 to 3 days prior to the departure date you will receive a call from our office and we will tell you your assigned pickup time. (These times can vary up to 15 minutes depending on traffic.)


With passenger health in mind, we are not currently offering daily seat rotation. You will have an assigned seat and boarding order to allow for social distancing among passengers. At booking let us know if you prefer Front, Middle or Back of motorcoach. Each section comprises 4 to 5 rows. We will try to accommodate all requests. If we are unable to honor all requests, preference will be given based on date of your tour deposit.


At time of booking or as soon as possible please notify us of mobility limitations or food allergies. We will forward these to restaurants and attractions as needed. Please also let us know if you have dietary preferences. We usually can accommodate vegetarian, vegan and gluten-free diets.


We pay close attention to your requests but please realize that these are merely requests and cannot be guaranteed. If you would like to request special accommodations at the hotel(s) where we are lodging, please let us know at booking or as soon as possible and we will forward these requests for you. The phone numbers of the hotel(s) where we are staying will be listed on the itinerary sent to you before the tour.

Many hotels around the country have instituted a "reconditioning fee" of $300 or more that is levied upon a guest that smokes in a non-smoking room. If this occurs during our tour you will be responsible for paying this fee to the hotel prior to check-out.


Pleasurebent Tours acts solely as an agent in arranging hotels, transportation, sightseeing, baggage-handling, and other services and does not assume any liability for injury, damage, loss or delay due to any act or default of any company or person. We, along with our subcontractors, reserve the right to make changes to an itinerary if it is necessary for the proper handling of a tour.


We expect the warm but very pleasant during our stay in Hawaii. Please be sure to bring a sweater and / or rain jacket, along with good walking shoes and a hat. There are no dress codes for the areas we take you to on this tour.


You will be issued your boarding pass the morning of our departure, after your arrival at the Tucson International Airport. If you have a frequent flyer number, or a TSA number, please call our office at least 3 days prior to the tour to ensure we can note these in your reservation.

If you are joining the tour from locations other than Tucson, we make other arrangements for you to join the tour. Please call our office for more details.


Do not forget to bring your government issued picture ID to show at the airport. A passport is required for travel to France. If you do not have the proper ID, the airline will turn you away.


We have arranged for handling for one piece of luggage per person regarding the skycaps (where available) and hotels. If you check through luggage note that the maximum weight for the checked piece of luggage is 50 pounds and maximum size is 62 inches (length + width + height). If your bag weighs over 50 pounds the airlines will levy an extra fee that you will be responsible to pay. If you feel the need to lock your checked through luggage and your bag is searched, your lock could be damaged in the process. You can purchase a TSA (Transportation Security Administration) accepted and recognized lock at any luggage store. Make sure you ask for a TSA approved lock. These locks are the kind that TSA screeners can open by using a special tool without breaking. Passengers can carry-on 1 bag (dimensions are limited to 10x16x24 inches), plus a personal type bag, like a purse. We advise that you pack your carry-on lightly. There are restrictions regarding your carryon baggage and contents due to enhanced security measures. Attached find a list regarding commonly asked about items as well as an update. If you have further concerns, please visit the TSA's Web-site at www.tsa.gov. There is room inside the motorcoach for your hand carried bag.


On our airline for this tour, passengers may be assessed a $TBD fee per checked in bag, by the Airlines, upon checking in for the flight.

Inquire About This Tour

Submit your inquiry for more information about a tour. We will get back to you with a (human) response as soon as possible. During the week that’s usually within a couple of hours. Evenings and weekends may take us a little bit longer. Please note that this is an inquiry for tour bookings only and does not constitute or confirm a reservation on a tour.

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