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Island Hopping Holidays

Island-Hopping Holidays by Signature Trails offer unforgettable escapes across some of the world's most stunning archipelagos. Each journey is thoughtfully designed to combine pristine beaches, turquoise waters, and seamless inter-island travel with the trusted service Signature Trails is known for.

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Whether it's exploring the Greek Isles, discovering the Caribbean's hidden gems, or wandering through the Maldives' private atolls, these holidays are perfect for travellers who crave variety, adventure, and pure relaxation. With handpicked beachfront resorts, expertly timed transfers, and insider knowledge of the best islands, every trip feels effortless, refined, and truly special.

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From sunset views in Mykonos to secluded coves in the Seychelles and beyond, Island-Hopping Holidays by Signature Trails are all about experiencing the very best of island life across multiple destinations. They're the ideal way to maximise sunshine, scenery, and serenity in one remarkable journey.

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Christmas in California & Hawaii

Prices from:
Inside Cabin – £2,349pp
Ocean View – £2,419pp
Balcony Cabin – £2,669pp

Swap the cold winter weather for palm trees, sunshine, iconic cities and a dream Hawaiian cruise. This unforgettable festive escape combines the glamour of California with the beauty of the Hawaiian Islands for a holiday to remember.

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  • Direct flights from London Heathrow

  • 3 nights in Los Angeles at the Angeleno Hotel on Bed & Breakfast

  • 2 nights in San Francisco at RIU Fisherman’s Wharf on Bed & Breakfast

  • 16-night full board cruise onboard Ruby Princess

  • San Francisco, Hilo, Honolulu, Kahului, Kauai and Ensenada included on itinerary

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Qatar & MSC World Europa Cruise

Prices from:
Inside Cabin – £2,599pp
Ocean View Cabin – £2,799pp
Balcony Cabin – £2,999pp

Set off on an incredible Middle East escape combining a stylish 2-night stay in Doha with a fantastic 7-night all-inclusive cruise aboard MSC World Europa. This itinerary blends modern city energy, stunning coastal scenery and an unforgettable cruise experience across the Gulf.

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  • Flights from Manchester or London Heathrow

  • 2-night stay in Doha at a 4★ hotel on a room-only basis

  • 7-night MSC World Europa cruise on an all-inclusive basis

  • Itinerary includes Doha, Dubai, Sir Bani Yas Island, Abu Dhabi and Bahrain

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Greece, Cyprus & Turkey Cruise

Prices from:
£4,009pp

Sail in style on an unforgettable 10-night Mediterranean escape aboard Azamara Quest, exploring some of the region’s most iconic destinations in one seamless journey. Begin with 2 nights at King George, Athens, before boarding for a luxurious cruise that blends ancient history, sun-soaked islands and vibrant coastal cities.

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  • 2 nights at King George, Athens

  • 10-night cruise aboard Azamara Quest

  • Paros, Mykonos, Rhodes, Limassol, Alanya, Antalya, Kos and Heraklion

  • Beer, wine and spirits all day and night

  • Unlimited self-service laundry

  • Onboard gratuities included

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