Island-hopping holidays are an excellent way to make your travel go further, giving you the chance to discover several enchanting destinations in one extraordinary getaway.
This dynamic travel style invites you to explore diverse locales, each boasting its own unique natural wonders, and experience more than just one luxury resort.
Whether you're captivated by the best Caribbean islands, the rich history of Greece's archipelagos, the tropical allure of French Polynesia or the volcanic landscapes of Hawaii — island-hopping holidays can vary greatly depending on where you go.
Our experts have selected their top pick destinations for this style of holiday, based on how easy they are to hop between, their awe-inspiring scenery and the vibrancy of their cultures.
Why go on an island-hopping holiday?
Island-hopping holidays offer the ultimate adventure, where you get to explore multiple dream destinations, all in one seamless journey.
Whether you're lounging on pristine beaches, immersing yourself in the local food scene or going on thrilling outdoor adventures, this style of holiday is perfect for travellers who value diversity and the sense of freedom that being 'on the move' brings.
For luxury hotel lovers, it also gives you the chance to experience world-class hospitality across a range of resorts and stay in different styles of accommodation, from overwater bungalows to plush beachfront suites.
With inter-island flights and boat rides, hopping from one island to the next is a breeze, and you can tailor your journey to match your personal travel style. It's the perfect way to make your travel go further, but at a pace that suits you.
Best destinations for island-hopping holidays
- Island-Hopping Holidays in the Caribbean
- Island-Hopping Holidays in Greece
- Island-Hopping Holidays in French Polynesia
- Island-Hopping Holidays in Hawaii
1. Island-Hopping Holidays in the Caribbean
Island hopping in the Caribbean is your ticket to a sun-soaked adventure across some of the most stunning tropical paradises on Earth. Each island has its own unique character, from the bustling ports of Barbados to the serene coves of the Grenadines.
With white-sand beaches, crystal-clear waters and a rich tapestry of Caribbean culture, this region is a dream come true for island hoppers.
Antigua & the British Virgin Islands
Kick off your Caribbean journey in Antigua, where you can visit a different beach every day of the year — yes, there are 365 of them! Don't miss the historic charm of Nelson's Dockyard, a UNESCO World Heritage Site.
Plan your island-hopping experience between June and November, and you'll also have front row seats for nesting season, when endangered sea turtles come ashore to lay eggs on Antigua's famous beaches.
Then, set sail to the British Virgin Islands — a true island utopia.
Here, you’ll find a welcoming atmosphere, fresh-as-you-like seafood dishes, like conch fritters, and exhilarating watersports to fill your days. Whether it's lounging on Tortola's one mile beach or exploring the famous Baths on Virgin Gorda, there's something for everyone.
Stay at two of the finest resorts in Antigua and the British Virgin Islands — Carlisle Bay and Rosewood Little Dix Bay — on our Discover Antigua & the BVIs tailor-made tour.
The Grenadines & Barbados
If you're looking for contrast in the Caribbean, combine the Grenadines with Barbados to get the best of both worlds.
The Grenadines are a string of smaller islands, perfect for nature lovers and those looking for a bit of peace and quiet. Discover the unspoilt beaches of Bequia or charter a private yacht to explore the uninhabited Tobago Cays.
A quick inter-island flight will whisk you away to Barbados, where you can soak up the island's spirited culture, explore historic sites, like the Mount Gay Rum Distillery, and unwind on its beautiful beaches. Treat yourself to a luxurious island experience, staying at one of the many exclusive resorts that are dotted along Barbados' famed 'Platinum Coast'.
Our Hidden Gems of the Caribbean tour offers the ultimate twin-centre escape, staying at the vintage-style Bequia Beach Hotel in the Grenadines and the iconic Coral Reef Club in Barbados.
St Lucia & Grenada
Start your adventure in St Lucia, famous for its Jurassic-style landscape, featuring the iconic Pitons and the world's only drive-in volcano. Explore lush rainforests, take part in Creole traditions and unwind on golden shores before heading to Grenada.
Known as the 'Spice Isle' for its production of nutmeg and mace, Grenada offers a delightful mix of Caribbean character and fragrant scenery, with highlights including the island's sprawling plantations, Grand Anse Beach and the underwater sculpture park.
Experience tranquil jungle life at Sugar Beach, A Viceroy Resort in St Lucia and enjoy oceanfront luxury at Spice Island Beach Resort in Grenada on our Caribbean Rainforest & Beach Bliss tour.
Find out more about island-hopping in the Caribbean
Need more inspiration? Read our travel expert's guide to island hopping in the Caribbean, or listen on our podcast.
2. Island-Hopping Holidays in Greece
Greece is generally considered the best destination in Europe for island hopping, offering a delightful blend of ancient history, picturesque scenery and chic, whitewashed hideaways. Whether you're a history buff, a beach lover or a foodie, there's a Greek Island to suit you.
Explore popular archipelagos like the Cyclades, with its iconic, blue-domed churches and vibrant nightlife; the Dodecanese, where ancient ruins meet stunning beaches; the Ionian Islands, known for their lush landscapes and Venetian architecture; and the Sporades, offering serene beaches and pure tranquillity.
The best Greek Islands for island-hopping
Crete
As Greece's largest island, Crete is an unmissable stop for many island hoppers. It boasts many unique attractions, from the pink sands of Elafonissi Beach to the ancient ruins of Knossos Palace and the dramatic, rugged beauty of Samaria Gorge.
From Crete it's easy to explore other islands in the Cyclades, like Santorini and Mykonos, with frequent flight and ferries and departing from Chania.
Corfu, Ionian Islands
Rising out of the sapphire expanse of the Ionian Sea, Corfu — othewise known as the 'Emerald Isle' — is best known for its charming coastal villages and lush scenery. Best things to do here include strolling around the UNESCO-listed Old Town with its elaborate Venetian buildings, and visiting the famed Achilleion Palace.
Combine your Corfu stay with adventures on other Ionian islands, like Zante.
Santorini, Cyclades
A honeymooning hot spot, Santorini is beloved for its blue-domed churches, black volcanic beaches and breathtaking sunsets. For a romantic getaway, it's hard to beat; wander through the cobbled streets of the clifftop village, Oia, and enjoy a private sunset cruise around the famous caldera.
Crete and Mykonos are easily reachable from Santorini by ferry, as are hidden gems, like Naxos.
Mykonos, Cyclades
Mykonos is one of the most iconic Greek Islands, renowned for its atmospheric beach parties and traditional windmills, which are perched on a hill overlooking the town and the glistening Aegean Sea. Spend your days here relaxing on the aptly named Paradise Beach, before dancing the night away to world-famous DJs.
With frequent ferries to Santorini, Crete and Athens on the mainland, Mykonos is considered a central hub for island-hopping in the Cyclades.
Zante, Ionian
Ideal for active travellers, Zante offers amazing outdoor adventures. Discover the island's much-photographed shipwreck on Navagio Beach, encounter loggerhead sea turtles at Laganas Bay, explore the iconic Blue Caves on a boat tour or hike to the summit of Varchionas Mountain.
Pair Zante with other Ionian islands, such as Crete and Corfu, which are just a short, direct flight away.
Kea Island, Cyclades
For a more off-the-beaten-track experience, Kea Island promises secluded beaches, remote countryside and quaint villages. If you're looking for an authentic Greek Island getaway, this is where you'll find it; feast on fresh seafood in traditional tavernas, weave through the narrow streets of Ioulida and hike through ancient olive groves.
Athens provides the go-between port between Kea Island and others in Cyclades. Take the one-hour ferry back to the mainland to reach nearby Mykonos.
Don't know where to stay on Kea Island? Sink into blissful seclusion at the ultra-luxurious One&Only Kéa Island.
Your iconic Greek Island twin-centre: Mykonos & Santorini
Discover two of the most popular Greek Islands on our bespoke twin-centre tour.
Start in Mykonos, where you can immerse yourself in the island's vibrant nightlife and share a picnic with views of the iconic windmills. Then, hop on a private boat to Santorini for four nights to bask in your cliff edge infinity pool and explore the ancient wonders of Akrotiri.
Find out more about this extraordinary Greek Odyssey: Mykonos & Santorini Twin Centre.
Greek island-hopping ideas
3. Island-Hopping Holidays in French Polynesia
Island hopping in French Polynesia is the ultimate way to celebrate a special occasion with its idyllic landscapes and showstopping overwater bungalows.
Explore the tropical landscapes of Tahiti, encounter amazing marine life in Bora Bora and embrace the serene natural beauty of Moorea, immersing yourself in the rich Polynesian culture as you go. And with inter-island flights running like clockwork, getting between them is a breeze!
Popular islands to visit in French Polynesia
Tahiti
As the largest island in the region, Tahiti is the beating heart of French Polynesia, where lush mountains roll onto beautiful black-sand beaches. Stroll through Papeete’s lively markets, hike to hidden waterfalls in Fautaua Valley or watch surfers take on epic waves at Teahupo’o — one of the world's most famous surf breaks.
From Tahiti, hop on the 30-minute ferry to Moorea or take a short flight over to Bora Bora to luxuriate in dreamy lagoons.
Bora Bora
Bora Bora is best known for its exclusive overwater bungalows, which are perched above the island's crystal-clear lagoon. Go snorkelling with reef sharks, hike to the top of Mount Otemanu for panoramic views, sunbathe on the picture-perfect Matira Beach or visit a pearl farm to see how the island's exquisite black pearls are made.
Getting to Bora Bora is easy with a quick flight from Tahiti, and it’s a great base for exploring nearby islands like Moorea.
Moorea
Otherwise known as the 'pineapple isle', Moorea offers a seriously serene island experience. Dive into authentic Polynesian culture by visit the local villages, where you can sample traditional dishes like poisson crui (marinated raw fish). Then, set sail on a magical dolphin-watching cruise or visit the famous beaches of Cook's Bay and Opunohu Bay.
Thanks to its close proximity to Tahiti, Moorea is also an excellent base for island-hopping. Ferries run regularly between the two, and you can easily explore nearby islands like Bora Bora.
Discover all three islands: South Pacific Island-Hopping tour
Island hop between Tahiti, Moorea and Bora Bora with Inspiring Travel's tailor-made South Pacific itinerary.
Start your adventure with a guided tour of Tahiti, before uncovering Moorea's natural beauty with a thrilling 4WD adventure to lookout points and waterfalls. In Bora Bora, enjoy a romantic sailing tour, spotting reef sharks and indulging in a mouth-watering barbeque lunch.
Discover more amazing experiences that are included in this tour: South Pacific Island-Hopping.
More French Polynesia island-hopping ideas
4. Island-Hopping Holidays in Hawaii
Hawaii offers a bucket list island-hopping adventure with its volcanic landscapes, lush rainforests and colourful beaches. Each island has its own distinct personality — from the lush valleys of Kauai and the fiery volcanoes of the Big Island to the golden beaches of Maui and the vibrant city life of Oahu.
The region is also home to some truly world-class resorts taking luxury island-hopping to the next level with authentic Hawaiian experiences and impeccable service that embraces the spirit of ‘aloha’.
Getting around is quick and easy, mostly thanks to frequent flights that hop between Oahu, Maui, the Big Island and Kauai. The best way to get from island to island is by air, with short flights that let you enjoy ariel views along the way. If you're heading to Lanai, you can take a scenic 45-minute ferry ride from Maui, adding a touch of adventure to your island-hopping journey!
Popular islands to visit in Hawaii
Oahu
Oahu, also known as the 'Gathering Place', has it all — the buzz of the city in Honolulu, beautiful beaches and a deep connection to Hawaiian culture. Relax on Waikiki Beach, visit the historic WWII site, Pearl Harbor, or hike up to Diamond Head for amazing views. Surf the world-class waves on the North Shore and experience a traditional Hawaiian luau.
Oahu is the perfect spot for island hopping too with easy flights to Maui, Kauai and the Big Island.
Maui
Nothing beats watching the sun rise from the dormant volcano crater of Haleakala on Maui. This island is famous for its natural wonders; drive the iconic Road to Hana lined with tumbling waterfalls, enjoy excellent whale-watching opportunities in winter and relax on scenic beaches, like Wailea and Kaanapali. It’s all about outdoor adventures on ‘the valley isle’, from off-roading tours to private surfing lessons.
Big Island
The Big Island of Hawaii is a land of contrasts with its black-sand beaches, steaming volcanos and snow-capped peaks. Enjoy stargazing from the observatory at the top of Mauna Kea, explore the lava fields in Hawai’i Volcanoes National Park and go snorkelling with manta rays around Kealakekua Bay.
Plus, don't miss your chance to visit a local farm in the Kona Coffee Belt, where you can learn about the entire coffee-making process, from bean to brew.
Kauai
Kauai, or the 'Garden Isle', is the oldest of Hawaii’s major islands, and its lush landscapes are nothing short of breathtaking — think dramatic cliffs, emerald valleys and beautiful beaches. The island’s highlights include the jaw-dropping Na Pali Coast — which you can explore by boat, helicopter or on foot — and the dramatic Waimea Canyon, dubbed the 'Grand Canyon of the Pacific'.
Lanai
Known as the ‘pineapple isle’, Lanai is a secluded paradise with its wild landscapes and pristine beaches. Sail over crystal-clear waters on a private catamaran cruise to spot humpbacks whales, navigate its striking terrain on a thrilling off-roading tour, and head to Shipwreck Beach to see the eerie WWII-era tanker that's stranded just off its shoreline.
Experience ultimate luxury in Hawaii with Four Seasons Hotels & Resorts
Hop between Oahu, Lanai, Maui and the Big Island on this 12-day tour, staying at luxurious Four Seasons Hotels & Resorts every step of the way.
Start in Oahu, visiting iconic sights like Pearl Harbor, before enjoying a tranquil oceanfront retreat on Lanai. In Maui, spot humpback whales, then conclude your journey on the Big Island with a helicopter ride over the largest active volcano on Earth, Mauna Loa.
Want to stay at Four Seasons Hotels & Resorts across four fabulous islands? Find out more about this bespoke itinerary: Ultimate Luxury Hawaii with Four Seasons Resorts.
Tips for planning your island-hopping holiday
When planning an island-hopping holiday, booking in advance is highly recommended. Securing inter-island flights, boat transfers and accommodation early ensures availability — particularly in peak travel seasons and at the best resorts. Plus, you can lock in those must-do tours and activities before they’re all booked up!
For a totally stress-free experience, consider using a Travel Specialist to create a bespoke itinerary. They’ll craft a personalised itinerary, just for you — whether you're craving adventure, relaxation or cultural exploration. They handle all the details, offer first-hand destination insights and make sure your island transitions are smooth, so you can just sit back, relax and enjoy the journey.
Ready to go island-hopping in your dream destination?
Our Travel Specialists have explored these archipelagos first-hand, so can help you plan the ultimate island-hopping adventure.
Whether you want to hop between unspoilt beaches in the eastern Caribbean, fly from one tropical paradise to the next in French Polynesia or create your own Greek legends in the Cyclades — we can help you do it at a pace that suits you.
Speak to our dedicated Travel Specialists to start planning your perfect island-hopping adventure or browse our full portfolio of tailor-made tours, luxury resorts and exclusive travel experiences.
