Luxury Croatia Holidays & Tailor-Made Trips

Why choose Black Tomato for your luxury Croatia holiday

Croatia has a way of exceeding expectations – ancient walled cities, wild island coastlines, and a food scene that earns its reputation.

Washed by the Adriatic, the country stretches across sun-baked towns and scattered islands that reward curious travellers. Our luxury tours to Croatia pair private guides, handpicked hotels, and tailor-made itineraries with experiences you won’t find on your own – island-hopping the Dalmatian Coast by private yacht, or shucking oysters fresh from the waters of the Pelješac Peninsula. Head inland and the landscape shifts to jagged peaks, dense forests, and the truffle-rich countryside of Istria. Whether you’re planning a honeymoon, a family holiday, or a getaway for two, we’ll build every detail around you. And for Game of Thrones devotees, we’ll take you through Dubrovnik with an expert guide – tracing the very streets where the Lannisters held court. Luxury Croatia holidays with Black Tomato typically start from around £5,000 per person.

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What to see and do in Croatia

As ever, if you can’t see what you’re looking for here, get in touch with our travel experts to design more Croatia luxury tours.

GETTING CALM IN CROATIA

Recognizable for its turquoise waters and medieval cities, Croatia repeatedly wins over our hearts and establishes itself as the cultural capital of eastern Europe. It welcomes guests to centuries-old monasteries, the enthralling Adriatic coast, quintessential harbour towns, and seafood to die for. Our hand-crafted Croatia private itineraries and tailor-made holidays include the country’s prominent landmarks as well as trips to lesser-known and all the more authentic villages and islands. Luxury knows no bounds in this sun drenched and magnetic country.

SET SAIL: ISLAND HOPPING ON THE ADRIATIC

By far and away one of the most desirable itineraries in Croatia, a tailor-made tour of the sun-soaked islands in the Adriatic Sea is pure nautical bliss. With a curated itinerary perfected by our experts and private guides, you can cruise from Korcula to Hvar and everywhere in-between on an island hopping adventure. Journey into private grottos, dine at traditional tavernas, rent a beach cruiser, and call these baby blue waters home for a VIP experience and holiday tried and tested by our in-house experts.

WINE AND DINE IN NORTHERN CROATIA

A destination celebrated for its rich culinary culture, the medieval hillside towns and coastal fishing villages in Istria, Croatia, are known for its abundance of truffle hunting and wine production. Fit for both gourmet-cuisine aficionados or just those who love the Meditterean lifestyle, a luxury trip through the region’s islands and inland valleys will see guests off to intimate meals at family-owned wineries, sampling the likes of fresh oysters and squid ink risotto, and overnight stays at countryside mansions designed for stargazing and memory-making.

DAZZLING DUBROVNIK

An enchanting city renowned for its orange-tiled roofs, pebble beaches, and crystal clear waters, it is simply no wonder that this fairytale city has been the subject of recent fame. Far superior to King’s Landing in all things quality of life, this sun-kissed city is flanked by stone walls and jam-packed with cultural highlights. The high-end hotels in Dubrovnik are second to none and world-renowned restaurants, beaches, and vistas lay right at your fingertips.

The best of Croatia

FAQs

Everything you need to know about visiting Croatia with Black Tomato

When is the best time to visit Croatia?

The best time to visit Croatia depends on how you want to experience the country, but for most luxury itineraries, May to June and September to October are the sweet spots. During these months the Adriatic is warm enough to swim, the Dalmatian islands are at their most beautiful, and you’ll share the harbours and restaurants with far fewer people than the peak summer period. July and August are the most popular months — the sea is at its warmest and evenings on Hvar are genuinely extraordinary — but Dubrovnik in particular becomes very crowded, and private yacht charters book out months in advance. For truffle hunting and wine experiences in Istria, September and October bring the harvest season and with it the best produce of the year. If you’re combining the coast with an interior or cultural itinerary, late spring and early autumn also offer the most comfortable temperatures for time spent on foot. We’ll match the timing of your trip to what matters most.

How much does a luxury Croatia vacation cost?

A luxury Croatia holiday with Black Tomato typically starts from around £4,500 per person for a seven to eight night trip combining Split, island-hopping along the Dalmatian Coast, and Dubrovnik. A more comprehensive itinerary that extends into Istria, adds a private yacht charter, or continues into Montenegro usually falls between £6,000 and £9,000 per person. The biggest variables are accommodation and private yacht time — Villa Dubrovnik, Lešić Dimitri Palace on Korčula, and Maslina Resort on Hvar each sit at different price points, and a crewed gulet or motor yacht charter adds significantly to the budget but also transforms the experience. Every Black Tomato Croatia trip is built around your priorities, so your travel expert will work within the range that makes sense for you and find the right balance of experiences, properties, and pace.

Can you charter a private yacht in Croatia?

Chartering a private yacht in Croatia is one of our most popular ways to experience the Dalmatian Coast, and it’s the itinerary format we’d recommend to anyone who wants to move between islands at their own pace without returning to the same base each night. Croatia private yacht charters typically run from Split southward through the islands — stopping at the Pakleni Islands off Hvar, pulling into the harbour at Korčula, anchoring in hidden coves along the Pelješac Peninsula — before finishing in Dubrovnik. We work with a carefully selected group of skippers and can charter crewed gulets, motor yachts, or sailing yachts depending on the group size and pace you’re after. Every charter is paired with a tailored land itinerary: private guides for walking tours, restaurant reservations at places that don’t take walk-ins, and winery visits ashore. Routes are adjusted daily based on conditions, your mood, and what the islands have to offer that particular week.

What are the best islands to visit in Croatia?

The best islands to visit in Croatia for a luxury itinerary are Hvar, Korčula, and — for those who want to go further off the beaten track — Vis. Hvar is the most celebrated of the Dalmatian islands: known for its aromatic lavender fields, the Venetian architecture of Hvar Town, pine-backed coves, and some of the best restaurants on the Adriatic. Korčula is our personal favourite — smaller and less visited, with medieval walls that predate Dubrovnik’s, a distinctive local wine culture built around the Grk grape (unique to the island), and Lešić Dimitri Palace as one of the finest boutique hotels in the region. Vis is worth adding for couples or travellers who want something quieter and more authentic: it was closed to foreign visitors until 1989 and still feels genuinely unspoiled. Brač, home to the famous Zlatni Rat beach, suits families or itineraries where beach time is a priority. We’ll design your island route to make the most of the winds and sailing conditions, avoid unnecessary backtracking, and get you to the places that suit you specifically.

Can you combine Croatia with Montenegro?

Combining Croatia with Montenegro is one of the most natural extensions of a Dalmatian Coast itinerary, and one we’d strongly recommend to anyone spending more than eight nights in the region. The two countries share a border just south of Dubrovnik, and the Bay of Kotor — a deep, fjord-like inlet ringed by limestone mountains — offers a landscape that feels entirely different from the Dalmatian islands while complementing them beautifully. We typically extend Croatia itineraries into Montenegro for two or three nights, based at Aman Sveti Stefan or One&Only Portonovi on Boka Bay. From there, we can arrange a private boat to the islet of Our Lady of the Rock, a walking tour of the UNESCO-listed walled town of Kotor, and dinner at a restaurant overlooking the bay. The pace shifts notably from Croatia’s sun-and-sea energy to something quieter and more contemplative — which for many of our clients is the ideal way to end a trip.

Is Croatia a good honeymoon destination?

Croatia is one of the best honeymoon destinations in Europe, combining dramatic Adriatic scenery, intimate island escapes, and a food and wine culture that rewards slow, unhurried travel. A tailor-made honeymoon in Croatia typically moves between two or three islands — Hvar for its lavender-scented hillsides and candlelit harbour restaurants, Korčula for its medieval old town and private coves, and the Pelješac Peninsula for oyster tastings directly off the water. Accommodation at properties like Lešić Dimitri Palace on Korčula or Maslina Resort on Hvar brings genuine seclusion without sacrificing quality. For couples who want to extend beyond the coast, Istria adds truffle hunting, family-run wineries, and hilltop villages that feel entirely removed from the tourist circuit. We’ll build the itinerary entirely around how the two of you want to feel — unhurried, indulged, or exhilarated, or all three.

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