Hawaii Island Hopping Holidays

Hawaii Island Hopping is a fantastic way to see more than one of the Hawaii islands, if you are considering a holiday to Hawaii but are struggling to decide between the Islands, why choose? Let our knowledgeable and specialist team at Tailormade Hawaii help to create that unforgettable, once in a life-time, Hawaii Island Hopping holiday.

A Hawaii Island hopping holiday will provide you with the opportunity to experience all the luxuries and wonders of each different Hawaii Island in one Hawaii holiday. Each of the Hawaii Islands has its own unique characteristics, discussing your options with someone who has the experience of visiting the islands can help to establish which of the Hawaii Islands is best suited to you.

As its name suggests,Big Island is the largest of the Hawaiian Islands,and the youngest; there is something for everyone on Hawaii's Big Island. You can spend the day relaxing on the famous black beach or if you're more adventurous escape in a helicopter and tour a world heritage site, the lava flow region of The Hawaii Volcanos National Park.

Experience the heat whilst witnessing active live lava flowing down the mountainside and into the ocean or take a Lava Boat Tour, that takes you on a 2.5 hour narrated coastline journey around the southeast side of Hawaii's Big Island.

With our airline partners Hawaiian airlines, you can travel with ease to your next chosen destination. The Islands of Hawaii are one of the world's most isolated areas and here at Tailormade Hawaii our aim is that all our clients experience the very best the Hawaii Islands have to offer in the time permitted, Hawaii Island Hopping gives you that opportunity.

Kauai, The Island of discovery! Kauai is famous worldwide for its remarkable backdrop and for decades of television shows and movies, its scenery used to help shape their epic tales, from Jurassic Park to James Cameron's Avatar, Raiders of the Lost Arc to the famous South Pacific and many more. You can witness these famous locations on the Islands Movie Tour and learn about more than 60 feature film shots whilst on location in Kauai. Have a go at mountain tubing; this is a fantastic, fun and relaxing way to experience the remote locations of Kauai if you don't mind getting a bit wet in the process! Hiking is a great way to see the island's natural magnificence first-hand.

The Island of Maui, the Magic Isle! Take the chance to experience the romance and tranquillity of Maui with its 42 miles of heavenly secluded golden sandy beaches and breath-taking oceanfront hotels, luxurious resorts, great restaurants, majestic views and sights being just a snippet of this beautiful Island of Maui. Be sure to visit the Haleakala National Park and the natural pools of Oheo Gorge, take the plunge in Molokini's underwater volcanic crater alongside sea turtles or try out a spot of whale watching in the azure blue seas surrounding the island, at Tailormade Hawaii we will help to guide you to the areas that will best suit your requirements.

Oahu,The Heart of Hawaii! Some of the world's most beautiful beaches and scenery is to be found on the Hawaii Island of Oahu. Soak up the legendry Waikiki beaches or try out a spot of surfing and hitch a wave with the experts! And the fun keeps going long after the Waikiki sunset with spectacular nightlife and live music. Make sure you stop over at Pearl Harbour before you leave Oahu, visit the Memorials such as the USS Arizona Memorial and the USS Oklahoma Memorial.

Last but not least the Hawaii Island of Lanai. Untouched tranquillity describes this, the smallest of the Hawaiian Islands, but probably the most romantic. Due to its location and feeling of solitude it is almost as though you are on your own private Hawaiian Island. In LānaÊ»i City, there are no traffic lights, no shopping malls, and no public transport, but for a small fee, hotel guests can enjoy unlimited rides on small and large buses that go between the hotels and the ferry landing on Manele Bay. Bicycles are available for hire. You can also visit Lanai by taking a ferry day trip from the historic town of Lahaina on Maui .

Tailormade Hawaii is Charter Travel's dedicated Hawaii website. Charter Travel is a member of both ABTA and ATOL so you may book with complete peace of mind, knowing that your money is safe with us. As registered Hawaiian specialists with the Hawaiian Tourist board and a specialist agent for a number of Hawaiian hotels we are able to provide our clients with many little extra features not usually available to other agents - we welcome the opportunity to be part of your plans.

Best Selling Hawaii Island Hopping Holidays

16 Night Hawaii Island Hopping Holiday

Visit four Hawaii Islands in one holiday with this fantastic Hawaii Island hopping holiday!

Family Hawaii Island Hopping Holiday

See the best of Hawaii with this multi-island holiday like no other!

Hawaii Tailormade Multi Stop Holiday

14 night Hawaiian Island hoping holiday fantastic location with tours included a truly unforgettable Hawaii experience

Las Vegas and 3 Island Hawaii Holiday

14 Day Las Vegas, Maui, Big Island and Oahu Hawaii Holiday for 2 person sharing

Hawaii Island Hopping & USA

fly World Traveller plus and stay in luxury hotels in las Vegas Hawaii twin centre island hopping trip with San Francisco with Tailormade Hawaii.

Hawaii Hopping and Santa Monica Holiday

See the sites of Santa Monica and Hawaii all in one holiday with this great Hawaii and Santa Monica special offer from Tailormade Hawaii.

Special Offers Hawaii Island Hopping Holidays

Explore More that Hawaii has to Offer

The Road to Hana
The Hana Highway is a magnificently scenic route that visitors can drive at a leisurely pace.  The entire route is spattered with beautiful lookouts of ocean and cliffs, hidden beaches, and a plethora of Hawaiian treasures that are sure to be appreciated.
Best Beaches on Maui
Looking for the best beaches in Maui Hawaii to visit while on your Hawaii holiday? Which island has the best beaches is always a source of contention with locals and tourists.
Mauna Kea Summit Big Island Hawaii

Mauna Kea is technically the largest mountain on earth, even though it is a volcano, if you take into account height from the bottom of the ocean! Mauna Kea is located on the Big Island of Hawaii and is home to an amazing observatory at the summit — one that visitors can enjoy on their Big Island holiday. 

Oahu Shark Tours
Shark diving on Oahu is about as thrilling as it gets! Sharks are curious creatures and will often come within 25 feet of divers and the cages.  The truth is that shark sightings in Hawaii are not that uncommon and your expert guides will be able to show you how to safely interact with them.
Oahu World Famous North Shore
Oahu's North Shore is World-Famous for a reason! From professional surfing competitions to stunning coastlines and luxury resorts, there's nowhere quite like Oahu's North Shore!
Kauai by Helicopter
Seeing Kauai by helicopter is one of the most breath-taking experiences in all of Hawaii - and if you can only do one helicopter tour, we recommend it be this one! From cascading waterfalls not accessible by foot, to the stunning Na Pali Coastline — Kauai's beauty reaches a whole new level from the skies.

Virgin Atlantic Holidays

Our website show just a small selection of what we at Tailormade Hawaii have to offer

We work closely with all major airlines and destination managements in order to tailor-make your bespoke itinerary.

Please advise us of your requirements and our specialists will create your unique holiday using our especially negotiated prices.

Book with confidence – we are fully covered by ABTA (F8106), ATOL (4151) and IATA for your complete protection.

Your Holiday

Tailor-made to suit your requirements
Proud to work with all major airlines
Constantly recommended as unbeatable on service and value

Expert knowledge

Dedicated destination specialist
Speak to the same travel advisor throughout
Working with local tourist boards and destination managements


Established since 1988
FCDO travel aware
24/7 emergency UK support
Award Winning

Fully Protected

You and your holiday are in safe hands with us so you can book with confidence and travel worry free.
Flight inclusive covered by our ATOL