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Tailor-Made Sri Lanka & Maldives Journeys

Browse private luxury journeys, day tours, wellness escapes, cultural routes, wildlife experiences and tailor-made travel ideas across Sri Lanka and the Maldives.

Sort by:Featured

CountrySri Lanka

CategoryPrivate Pool Villa Escapes

CategoryFamily Holidays

CategoryPrivate Tailor-Made Journeys

CategoryLuxury Villas & Boutique Stays

ThemePrivate Pool Villas

ThemeFamily Holiday

Theme: Relaxation×

157 results

13 Nights

Sri Lanka

Digital Nomad Surf & Work Escape

Experience the ultimate South Sri Lanka coastal escape through Weligama, Ahangama, and Hiriketiya. Enjoy surfing, whale watching, beachside cafés, lagoon safaris, yoga sessions, and tropical relaxation along the island’s most beautiful shores. Discover charming coastal towns, vibrant local culture, hidden beaches, and optional wildlife safaris while staying in stylish beachfront accommodations, perfectly blending adventure, leisure, and coastal lifestyle experiences.

Digital Nomad & Workation EscapesWeligama

From

USD 1,600

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6 Nights

Sri Lanka

Wellness Pool Villa Retreat

Reconnect mind, body, and soul on a luxurious wellness journey through Sri Lanka. Stay in elegant pool villas, enjoy daily yoga sessions, holistic spa therapies, healthy gourmet cuisine, and breathtaking natural surroundings. From the tranquil hills of Kandy and Ella to the serene beaches of Tangalle, this retreat offers the perfect balance of relaxation, wellness, and luxury hospitality.

Private Pool Villa EscapesKandy

From

USD 900

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16 Nights

Sri Lanka

Multi Generation Holiday

This 17-day multi-generation family journey combines Sri Lanka’s vibrant cities, scenic hill country, and beautiful southern beaches. Beginning in Colombo and Negombo, the tour continues to the picturesque tea plantations of Hatton and the breathtaking mountain landscapes of Ella. The journey then moves to Tangalle, where families can enjoy relaxing beach days, coastal excursions, and luxury resort experiences before returning to Colombo. Designed for travelers of all ages, this itinerary offers the perfect balance of relaxation, nature, culture, and family-friendly activities, creating unforgettable memories across some of Sri Lanka’s most beautiful destinations.

Family HolidaysColombo

From

USD 2,000

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6 Nights

Sri Lanka

Personalized Scenic Rail Journey

Experience Sri Lanka's most breathtaking rail journey through the heart of the hill country. Travel from the cultural city of Kandy through misty tea plantations in Nuwara Eliya and onward to the picturesque mountain village of Ella. Combining scenic train rides, luxury stays, tea experiences, and spectacular landscapes, this private journey offers a relaxed and immersive exploration of Sri Lanka's highlands

Private Tailor-Made JourneysKandy

From

USD 700

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5 Nights

Sri Lanka

Luxury Colonial Bungalows Journey

Discover Sri Lanka's elegant colonial heritage and breathtaking tea country on this 6-day luxury escape. Explore the cultural treasures of Kandy before retreating to exclusive tea bungalows surrounded by rolling plantations and misty mountains. Enjoy high tea experiences, estate walks, scenic viewpoints, and world-class hospitality, creating the perfect blend of heritage, relaxation, and luxury slow-travel experiences.

Luxury Villas & Boutique StaysKandy

From

USD 700

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7 Nights

Sri Lanka

Family Pool Villa Collection

Experience the perfect Sri Lankan family holiday combining cultural treasures, misty mountains, wildlife, luxury resorts, and tropical beaches. Discover Sigiriya's ancient wonders, Kandy's heritage, Nuwara Eliya's tea country, and Bentota's coastal beauty while enjoying premium family-friendly accommodations, scenic drives, and memorable experiences designed for relaxation, adventure, and quality family time.

Private Pool Villa EscapesNegombo Beach

From

USD 1,000

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15 Nights

Sri Lanka

East Coast Active Family Holiday

Experience the perfect family holiday through Sri Lanka's scenic hill country and pristine east coast beaches. Enjoy soft adventure activities in Kitulgala, cultural discoveries in Kandy, cool mountain landscapes in Nuwara Eliya and Ella, followed by relaxing beach time in Pasikuda and Trincomalee. This itinerary combines nature, culture, wildlife, family-friendly experiences, and coastal relaxation.

Family HolidaysColombo

From

USD 1,900

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Bespoke Planning

Every journey can be shaped around your dates, style and pace.

Tell Apple Vacations where you want to go, who you are travelling with, and what kind of experience you prefer. Our team can refine any itinerary into a private tailor-made journey.

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