Caribbean Vacations (16 offers included)

from $2,550.00 (USD)
Per Person
Apr 19, 2025
through Oct 11, 2025
Nights: 8
Price Per Night:$318.75 (USD)
(based on double occupancy, for comparison only)
Apr 19, 2025 through Oct 11, 2025
Location(s): Havana, Las Terrazas / Vinales, Vinales, Bay of Pigs / Cienfuegos, Trinidad, Havana
Experience the splendour of Cuba – a cobblestoned Caribbean gem where the rum is plentiful, the smiles infectious and dancing is essential. Join our Hola Cuba adventure and wind your way from sultry Havana and its crumbling churches, through the valleys and farms of Pinar del Rio, and on to the Afro-inspired beats of Trinidad. Along the way we’ve assembled a cast of Cuban characters to give you a proper welcome – tobacco farmers, expert chefs, local artists, historians and salsa dancers that understand where Cuba came from, where the country sits now and, more importantly, where it’s going.
from $1,881.00 (USD)
Per Person
Apr 10, 2025
through Apr 19, 2025
Nights: 9
Price Per Night:$209.00 (USD)
(based on double occupancy, for comparison only)
Apr 10, 2025 through Apr 19, 2025
Location(s): Kuala Lumpur, George Town, Teluk Bahang, Ulu Muda Forest, Cameron Highlands, Kuala Lumpur
From bustling cityscapes to the blissful countryside to the lush tropical rainforest, this trip showcases the diverse beauty of Malaysia. Across ten days, you’ll learn the local way of life as you journey from a local homestay in Penang to the Ulu Muda Forest and into the Cameron Highlands. You’ll play traditional games with the locals, tuck into a home-cooked dinner and mingle among the street stalls. Trek through the jungle to spot elephants, take a cruise through the wilderness and learn about local fishing traditions – this trip offers culture, nature and wildlife delights all in one!
Mar 17, 2025
through Dec 31, 2025
Mar 17, 2025 through Dec 31, 2025
Location(s): Montego Bay
Joia Rose Hall By Iberostar - Exclusive guaranteed double room upgrade
May 01, 2025
through Sep 30, 2025
May 01, 2025 through Sep 30, 2025
Location(s): Nassau
Rosewood Baha Mar - Exclusive free daily breakfast for two
from $3,560.00 (USD)
Per Person
May 10, 2025
through Jul 05, 2025
Nights: 8
Price Per Night:$445.00 (USD)
(based on double occupancy, for comparison only)
May 10, 2025 through Jul 05, 2025
Location(s): Havana, Vinales, Cienfuegos, Trinidad, Havana
This Premium adventure through Cuba takes you through colourful architecture, vast beaches and lush countryside. The colourful local history still dominates most aspects of daily life, and you’ll explore Havana in all its faded glory. See the beauty of rural Vinales, wander the cobblestoned streets of Trinidad and soak up the coastal vibe of Cienfuegos. Visit the home of a local family for dinner, learn some salsa moves and hop in a classic American car for a real Cuban experience.
from $2,087.00 (USD)
Per Person
Apr 13, 2025
through Apr 27, 2025
Nights: 14
Price Per Night:$149.07 (USD)
(based on double occupancy, for comparison only)
Apr 13, 2025 through Apr 27, 2025
Location(s): Havana, Santa Clara, Bayamo, Baracoa, Santiago de Cuba, Camaguey, Trinidad, Cienfuegos, Havana
From Cuba's historical streets to the shores of the Caribbean, you'll stroll through UNESCO World Heritage-listed cities, learn about a fascinating history and experience the music and dance culture Cuba's renowned for. Dive into the incredible marine world and history of the Bay of Pigs, discover Baracoa’s mountainous surrounds, visit the birthplace of salsa and admire Trinidad on this two-week adventure. From historic cars to fragrant cigars, and with plenty of rum and rumba in between, this adventure will take you into the heart of all things Cuban.
from $1,414.00 (USD)
Per Person
Apr 30, 2025
through May 07, 2025
Nights: 7
Price Per Night:$202.00 (USD)
(based on double occupancy, for comparison only)
Apr 30, 2025 through May 07, 2025
Location(s): Havana, Soroa / Vinales, Vinales, Bay of Pigs / Cienfuegos, Trinidad, Santa Clara / Havana, Havana
Mar 17, 2025
through Dec 20, 2025
Mar 17, 2025 through Dec 20, 2025
Location(s): Saint Lucia
Zoetry Marigot Bay - Exclusive up to 40% off rooms + Free sauna access
Mar 17, 2025
through Dec 23, 2025
Mar 17, 2025 through Dec 23, 2025
Location(s): Montego Bay
Riu Palace Jamaica - Exclusive up to 61% off rooms
from $4,495.00 (USD)
Per Person
Aug 21, 2025
through Sep 09, 2025
Nights: 19
Price Per Night:$236.58 (USD)
(based on double occupancy, for comparison only)
Aug 21, 2025 through Sep 09, 2025
Location(s): Kuala Lumpur, George Town, Teluk Bahang, Ulu Muda Forest, Cameron Highlands, Kuala Lumpur, Kota Kinabalu, Dusun Village, Kinabalu National Park, Kinabatangan River...
Explore a land of natural beauty and rare wildlife on this 20-day adventure in Malaysia. From bustling cityscapes to the blissful countryside to the lush tropical rainforest, unique animals and tribal villages, Malaysia has something for everyone. Experience the very best of mainland Malaysia and Borneo – hike in the Ulu Muda rainforest, climb Mt Kinabalu, share some laughs with your local village hosts and watch sea turtles lay their eggs with an expert local ranger by your side. Each moment of this incredible small group adventure will give you a fascinating insight into Malaysia.
from $2,448.00 (USD)
Per Person
Apr 21, 2025
through May 04, 2025
Nights: 13
Price Per Night:$188.31 (USD)
(based on double occupancy, for comparison only)
Apr 21, 2025 through May 04, 2025
Location(s): Havana, Soroa, Soroa/Las Terrazas, Viñales, Vinales / Cayo Jutias, Havana, Bay of Pigs & Cienfuegos, Trinidad, Santa Clara, Varadero...
Experience Cuba from two wheels as you cycle around this laidback Caribbean island. Travel the colourful streets of Havana, the dusty roads past the farms and tobacco plantations of Vinales, cycle alongside vintage cars on your way to the verdant Bay of Pigs, discover UNESCO Word Heritage Sites of Cienfuegos and Trinidad and experience Cuba beyond the rum and cigar scene. Pay homage at Che Guevara’s final resting place in Santa Clara, cycle the pristine and untourised Yumuri Valley, and enjoy the perfect beaches of vibrant Varadero, Cayo Jutias’ clear blue waters and cool off in bubbling river pools near Las Terrazas. Soak up the best of Cuba as you traverse this fascinating country.
Aug 01, 2025
through Dec 20, 2025
Aug 01, 2025 through Dec 20, 2025
Location(s): Punta Cana
Zemi Miches All-inclusive Resort, Curio Collection by Hilton - Exclusive up to $650 in instant savings
Mar 17, 2025
through Sep 30, 2025
Mar 17, 2025 through Sep 30, 2025
Location(s): Punta Cana
Riu Palace Macao - Exclusive up to 55% off rooms
from $1,517.00 (USD)
Per Person
Apr 27, 2025
through May 04, 2025
Nights: 7
Price Per Night:$216.71 (USD)
(based on double occupancy, for comparison only)
Apr 27, 2025 through May 04, 2025
Location(s): Havana, Bay of Pigs & Cienfuegos, Trinidad, Santa Clara, Varadero, Havana
Experience Cuba from the perspective of two wheels as you cycle around the eastern coast of this laidback Caribbean island. Wander the colourful streets of Havana, cycling alongside vintage cars on your way to the verdant Bay of Pigs. Discover the UNESCO Word Heritage sites of Cienfuegos and Trinidad, pay homage at Che Guevara’s final resting place in Santa Clara, cycle the largely untouched pastures of Yumuri Valley and indulge in the picture-perfect beaches of resort town Varadero. Experience the Cuba that lies beyond the rum and cigar scene all from the saddle of your bike, with an expert local leader and likeminded riding companions.
from $1,445.00 (USD)
Per Person
Oct 06, 2025
through Nov 03, 2025
Nights: 6
Price Per Night:$240.83 (USD)
(based on double occupancy, for comparison only)
Oct 06, 2025 through Nov 03, 2025
Location(s): Havana, Soroa, Soroa/Las Terrazas, Viñales, Vinales / Cayo Jutias, Havana
Mar 17, 2025
through Dec 05, 2025
Mar 17, 2025 through Dec 05, 2025
Location(s): Punta Cana
Dreams Flora Resort & Spa - Exclusive Up to 68% off rooms