The best Caribbean combination trip

By Amy Rosoman

Photography by Westend61 / Getty Images.

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Updated July 2019

Chase the sun with more than one Caribbean island retreat. From spice delights and captivating coves, to rum punch and euphoric beaches – fly from one tropical island to another dazzling destination on a multi-centre trip.

Miami to Jamaica

Best for… flavourful food and magical music

The journey: 560 miles


When you reach Miami, hit it hard with the beats of electronic which flow through the city. From the electrifying nightclub LIV and pool parties, to swinging jazz clubs – you’ll find a rhythm to suit you. Feeling peckish? Try seafood delights: fish sandwiches, grilled snapper, ceviche, the delicious list goes on. Eat some of the best crab claws in town at Joe’s Crab Shack. Not into seafood? No problem, the variety of food joints is huge. Remember to try flavoursome gelato, there’s always room for that.

Where to stay:

The Plymouth Miami Beach – stay in the heart of Miami Beach, in a boutique hotel oozing with charm. Make a short walk to the exclusive beach for days in the sun and return for an evening of mouth-watering sushi in the Blue Ribbon restaurant.


Just a one-and-a-half-hour flight away, you can listen to the steel drums play and the sounds of reggae. Sip on rum punch or ginger beer, by an enchanting beachside in Jamaica. Grab a bite of tasty jerk chicken with rice, nibble on plantain chips for snacks, or try the popular curried goat. Enjoy refreshing coconut water and try the flavourful Blue Mountain coffee, then lap up exotic fruit goods. Indulge in Stamp and Go at breakfast, spicy fish fritters with plenty of flavour.

Where to stay:

Hyatt Zilara Rose Hall – stay in the beautiful Montego Bay at the luxury adults-only resort. Relish a beachfront retreat, with a rejuvenating spa and abundance of five-star indulgence.

Golden shores and sky-blue seas, against mighty dormant volcanoes await you.

Antigua to St Kitts

Best for… blissful beaches

The journey: 67 miles


Everyone needs time out for a beach break now and then, so why not take two. Sink your toes into white soft sands, bask in crystal-clear waters and lounge on a hammock in true holiday style. With its 365 beach retreats, Antigua boasts some of the best in the Caribbean. Explore the gems of Pigeon Point Beach for shallow turquoise waters, or Jolly Beach for seclusion on those idol palm tree days and Half Moon Bay, a typically tranquil spot with pastel-pink sands.

Where to stay:

Blue Waters – relish the best of Antigua, with an All Inclusive sanctuary. Savour its secluded beach and keep your eyes peeled for dolphins in the surrounding tropical ocean. Soak up the sensational horizon views for a jaw-dropping sunset.

St Kitts

When you leave for St Kitts, you’ll be mesmerised by the glistening waters and colour bursting scenery, just 30 minutes from Antigua. Golden shores and sky-blue seas, against mighty dormant volcanoes await you. Relish the long stretches of soft sand along Frigate Bay and soak up the sun on Major’s Bay. Hop on board a boat and head over to the spectacular Nevis for a day of exploring beautiful beaches. Relax on Pinney’s Beach for a splash about, or get water sport ready on Oualie Beach. Why not book a couple of nights on Nevis and stay at Nisbet Plantation Beach Club for an idyllic setting.

Where to stay:

St Kitts Marriott Resort – kick back in the exotic setting, take a dip in a choice of pools and enjoy a tantalising selection of restaurants. Head out for an excursion, from swinging on the golf course, to trekking Mount Liamuiga or strolling the sandy shores to catch a crimson sunset.

  • Watch stingrays beneath the surface of the ocean, Cayman Islands. ©Extreme Photographer.

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  • Tuck into scrumptious grub. ©Joe’s Crab Shack.

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  • Hike along tropical rivers in St. Lucia. ©jwebb.

    Exotic explorations

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St Lucia to Grenada

Best for… ravishing rainforests and abundant adventure

The journey: 132 miles

St Lucia

The exotic landscape of these islands will inspire you. Trek through luscious land, lookout for tropical wildlife and paddle beneath tumbling waterfalls in natural pools. Take the hiking trail into the sky, as you journey up the breath-taking Pitons of St Lucia. These two volcanic peaks reveal incredible views of the isle, which will captivate your senses. Find an adrenaline rush, see the sulphur springs of the world’s only drive in volcano, or speed through the jungle on a zip-line. Bike through captivating scenery and arrive at the mystical Toraille Waterfall.

Where to stay:

Jade Mountain – indulge in the captivating views of the Pitons, revel in beachfront beauty, or take a dip in an infinity pool like no other, with a stay at this haven. Enjoy a luxurious retreat, with no television and no phone in your room, to truly get away from it all.


Discover even more in Grenada once you fly just over 30 minutes from the haven of St Lucia. The Grand Etang National Park is a must visit – see the extinct volcano crater lake and watch out for mischievous monkeys. Join a tour or head to the visitor centre and pay admission for exploring this wondrous place. Find your way to the Annandale Falls or cascading Concord Falls and take a dip for a refreshing swim. Try enthralling river tubing near St George’s, then take an underwater ocean adventure, scuba diving. Witness shipwrecks, explore tropical reefs and see fascinating sea life.

Where to stay:

Spice Island Beach Resort – unwind with a five-star wonder, in All Inclusive style. Relish a spa pampering, bask in the sun by the serene pool and enjoy exquisite dining. Walk along the white sands of the blissful beach, paddle in the perfectly turquoise sea and savour this tropical paradise.

Barbados to Grenadines

Best for… castaway luxury

The journey: 120 miles


Relish the island beauty of Barbados from the surfing waves and rocky shores of the east, to the perfect snorkelling coral reef and lounging white sands of the west. Take a picnic and bottle of Champagne with you to a hidden gem of the coast. Make a move to the Barbados Boardwalk in the south, for spectacular maroon sunsets and magnetising moments. Explore the underground magic of Harrison’s Cave, then take a cocktail tour of the Mount Gay Rum Distillery and indulge in a lavishly lazy afternoon.

Where to stay:

Waves by Elegant Hotels – make the most of a euphoric All Inclusive stay. Venture to the pristine beach for an array of water sports on your doorstep or kick back poolside with tantalising cocktails.


Just less than a one-hour flight away from Barbados, is the serene sanctuary of the Grenadines. Relish private island sanctuaries with azure waters and sugar white sands. Take a hobie cat out for the day and return to enjoy luxurious seclusion on your own stretch of oceanfront and dine on the beach. Immerse into complete relaxation in paradise, savour barefoot luxury with soothing island life.

Where to stay:

Palm Island Resort & Spa by Elite – for a wonderfully secluded private island stay. Choose a luxurious All Inclusive holiday and simply soak up everything beautiful surrounding you. Take a break on a tiny island, enjoy snorkelling about the colourful reef in pristine waters, or relax by the tropical poolside.

Bahamas to Cayman Islands

Best for… duty-free shopping and spa tranquillity

The journey: 466 miles


Enjoy the allure of island life, with the holiday perks of retail therapy and peaceful pampering. Leave space in your case for the collection of goodies you can buy. Take a look around the Mall at Marathon, or wander through Bay Street for your favourite jewellery and fragrances in the Bahamas. Shop until you drop, then indulge in an invigorating spa afternoon. Relish a healing massage on the oceanfront, take a yoga class on the beach or spend your day making the most of a club spa – the choice is yours.

Where to stay:

The Cove Atlantis – for a choice of eight pools, luxury spa service and wonderful location on Paradise Island, you’ll be blown away. Enjoy the phenomenal selection of 21 restaurants with a stay here, as well as the 19 bars and lounges.

Cayman Islands

Cayman IslandsCayman Islands 

Find yourself in the sensational Cayman Islands, just over an hour flight away from the Bahamas. Sip on rum punch, spend time snorkelling or swimming, before tantalising your senses further. Walk around George Town and try on clothes, browse through bags, have a look at a new camera or pick up a bottle of your favourite tipple to take home. When you can’t carry anymore, it’s time to hit the spa. Take time out with a manicure, try Pilates on white shores, then sit in a sauna before sinking back into a Jacuzzi.

Where to stay:

Westin Grand Cayman – take in the breathtaking azure ocean views, bask in the seafront pool and rejuvenate with an array of spa treatments. Relax on Seven Mile Beach under the shade of a cabana or go snorkelling in the dazzling waters.

  • A sun shower in the Blue Mountains, Jamaica. ©Rick Elkins.

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