Caribbean Vacations

(50 offers included)
Taste Of Portugal With Madeira Classic, First-Class
Nights: 10
Dates: Apr 26, 2027 through May 06, 2027
Location(s):
Porto, Portugal, Porto, Porto – Aveiro – Coimbra, Coimbra, Coimbra – Lisbon, Lisbon – Excursion To Mafra, Sintra And Cascais, Lisbon – Santa Cruz, Santa Cruz – Excursion To Funchal, Santa Cruz, Santa Cruz – Lisbon, Lisbon
11 Days, featuring: Santa Cruz
from
$3,989.00
(USD)
Per Person
Portugal In Depth With Madeira Classic, First-Class
Nights: 14
Dates: Oct 07, 2027 through Oct 21, 2027
Location(s):
Lisbon, Portugal, Lisbon, Lisbon – Obidos – Nazaré – Alcobaça – Fátima – Tomar, Tomar – Coimbra – Porto, Porto, Porto – Guimaraes – Penafiel – Viseu, Viseu – Castelo De Vide – Evora, Evora – Algarve, Algarve. Coastal Excursion, Algarve – Azeitão – Lisbon, Lisbon – Santa Cruz, Santa Cruz – Excursion To Funchal, Santa Cruz, Santa Cruz – Lisbon, Lisbon
15 Days, featuring: Algarve–azeitão–lisbon
from
$4,269.00
(USD)
Per Person
Nights: 12
Dates: Aug 29, 2026 through Sep 10, 2026
Location(s):
Barcelona, Spain, Barcelona, Barcelona – Madrid, Madrid, Madrid – Cordoba – Seville, Seville, Seville – Setubal – Azeitão, Portugal – Lisbon, Lisbon, Lisbon – Santa Cruz, Santa Cruz – Excursion To Funchal, Santa Cruz, Santa Cruz – Lisbon, Lisbon
13 Days, featuring: Seville–setubal–azeitão, Portugal–lisbon
from
$3,877.20
(USD)
Per Person
Nights: 12
Dates: Aug 28, 2027 through Sep 09, 2027
Location(s):
Barcelona, Spain, Barcelona, Barcelona – Madrid, Madrid, Madrid – Cordoba – Seville, Seville, Seville – Setubal – Azeitão, Portugal – Lisbon, Lisbon, Lisbon – Santa Cruz, Santa Cruz – Excursion To Funchal, Santa Cruz, Santa Cruz – Lisbon, Lisbon
13 Days, featuring: Madrid
from
$4,409.00
(USD)
Per Person
Nights: 7
Dates: Aug 23, 2027 through Aug 30, 2027
Location(s):
Deer Lake, Deer Lake/Gros Morne National Park, Gros Morne National Park, Rocky Harbour to Twillingate, Twillingate to Bonavista Peninsula, Bonavista Peninsula, Bonavista Peninsula to St John's, St. John's
Discover the untamed beauty of Newfoundland on this week-long adventure through wild landscapes, rugged cliffs, and postcard-perfect fishing villages. Kick things off in the jaw-dropping Gros Morne National Park — a UNESCO World Heritage site — where you’ll hike the ancient Tablelands and cruise through dramatic fjords like Western Brook Pond and Bonne Bay. Along the way, spot wildlife, explore quiet coastal communities, and soak up the charm of Newfoundland’s winding laneways and sea-sprayed...
from
$2,699.00
(USD)
Per Person
Nights: 7
Dates: Aug 24, 2027 through Aug 31, 2027
Location(s):
St. John's, St John's to Bonavista Peninsula (Trinity), Bonavista Peninsula, Bonvista Peninsula to Twillingate via Gander, Twillingate to Rocky Harbour (Gros Morne NP), Gros Morne National Park, Gros Morne National Park/Deer Lake, Deer Lake
Get ready for a week of rugged coastlines, puffin colonies, and pure East Coast charm in Newfoundland. From misty fjords and dramatic cliffs to colourful fishing villages and cozy pubs, this adventure blends epic scenery with rich history and warm local spirit. Walk along Signal Hill in St. John’s, where the first transatlantic wireless signal made waves, then cruise through the soaring fjords of Gros Morne National Park on a boat tour you’ll never forget. Along the way, hike untouched wilder...
from
$2,699.00
(USD)
Per Person
Taste Of Portugal With Madeira Classic, First-Class
Nights: 10
Dates: Sep 07, 2026 through Sep 21, 2026
Location(s):
Porto, Portugal, Porto, Porto – Aveiro – Coimbra, Coimbra, Coimbra – Lisbon, Lisbon – Excursion To Mafra, Sintra And Cascais, Lisbon – Santa Cruz, Santa Cruz – Excursion To Funchal, Santa Cruz, Santa Cruz – Lisbon, Lisbon
11 Days, featuring: Porto–aveiro–coimbra
from
$3,661.20
(USD)
Per Person
Nights: 6
Dates: Jan 17, 2027 through Jan 23, 2027
Location(s):
Arrive Miami, Bienvenidos a La Habana, Historic Havana, baseball and cars, Agriculture in the Viñales Valley, Afro-Cuban cultural heritage, Hemingway's Cuba & Centro Habana, Journey Home
Meet face-to-face with local residents from different professions, share thoughts, gain knowledge, and connect with Cuba's cultural heritage. Interact directly with the people of Cuba on themes including culture and the arts, history, agriculture, architecture, entrepreneurism, community spirit, baseball and more
from
$5,490.00
(USD)
Per Person
Nights: 7
Dates: Nov 14, 2026 through Nov 21, 2026
Location(s):
Roseau: Welcome to Dominica, Roseau: Trafalgar Falls and Champagne Beach, Roseau: Falls, Lakes, and Rainforest, Roseau: The Northern Coast, Roseau: Your OMG Day, Roseau: Emerald Pool & Indigenous Heritage, Roseau: Free Day, Roseau
Dominica isn't the Caribbean you've seen before. On this 8-day adventure, hike through ancient rainforest to plunging twin waterfalls, snorkel above bubbling volcanic vents, and swim in pools fed by natural hot springs. Time with the indigenous Kalinago people adds cultural depth that stays with you long after the tan fades. The Nature Island, done beautifully.
from
$3,149.10
(USD)
Per Person
Nights: 6
Dates: Jan 30, 2027 through Nov 13, 2027
Location(s):
Roseau: Welcome to Dominica, Roseau: In Search of Whales, Roseau: Your OMG Day, Roseau: Whale Encounters, Roseau
Dominica is one of the only places on earth where sperm whales live year-round — and this 7-day adventure puts you in the water with them. Each morning, set off by boat with a naturalist guide in search of the pod. Afternoons are yours to explore or unwind. Above and below the water, Dominica doesn't stop surprising you.
from
$8,699.00
(USD)
Per Person
Nights: 19
Dates: Sep 16, 2027 through Oct 05, 2027
Location(s):
Kuala Lumpur, George Town, Teluk Bahang, Ulu Muda Forest, Cameron Highlands, Kuala Lumpur, Kota Kinabalu, Kg Lobong-Lobong Village, Kinabalu National Park, Kinabatangan River, Sepilok, Turtle Island, Sandakan
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
$4,630.00
(USD)
Per Person
Dates: Jan 02, 2026 through Dec 31, 2026
Location(s):
Punta Cana
Kids & teens stay & eat free at Grand Palladium Select Bavaro
No Image Available
Nights: 18
Dates: Aug 22, 2026 through Sep 09, 2026
Location(s):
Playa del Carmen, Chetumal, Caye Caulker, San Ignacio, Tikal National Park, Rio Dulce, Antigua, San Andres Itzapa / Quetzaltenango, Quetzaltenango, Chichicastenango Market / Panajachel, Panajachel, Antigua
Dive into a 19-day journey through Central America, from the sea breeze of Playa del Carmen to the UNESCO World Heritage-listed Antigua. On this journey through Mexico, Guatemala and Belize, you'll tune into island life in Caye Caulker, walk through the jungle around Tikal National Park, cruise Rio Dulce and learn to dance with the locals in Livingston. Hang out among the clouds in Panajachel, wander the colourful streets of Antigua under the looming volcano, then take a trip to the Guatemalan Highlands to meet locals and wander market stalls. Take a scenic boat ride on Lake Atitlan to the shamans that guard the shrine of Maximon, then end up back in Antigua and cheers to an epic adventure.
from
$2,545.75
(USD)
Per Person
Nights: 44
Dates: Sep 09, 2026 through Oct 23, 2026
Location(s):
Mexico City, Oaxaca, Oaxaca / Overnight bus, San Cristobal de las Casas, Palenque, Campeche, Valladolid, Chichen Itza / Playa del Carmen, Playa del Carmen, Tulum, Caye Caulker, San Ignacio, Tikal National Park, Rio Dulce, Antigua, Chichicastenango / Lake Atitlan, Lake Atitlan, Antigua, Cerro Verde, San Miguel, San Miguel to Leon via Honduras, Granada, Ometepe Island, San Juan del Sur, Monteverde, La Fortuna, San Jose
It doesn’t get much bigger than this – take on a 45-day adventure enjoying everything Central America has to offer, from Mexico to Costa Rica and all the cool spots in between. Whether you're hitting the waves in El Salvador, trekking the steamy cloud forests in Costa Rica, snorkelling the pristine underwater worlds in Belize or washing down your tacos with mezcal in Mexico, there's no shortage of unforgettable experiences on this trip. You’ll cover six countries, stopping at dozens of towns and beaches and sipping many (many) cervezas. Oh Maya, this is huge.
from
$3,832.00
(USD)
Per Person
Nights: 26
Dates: Aug 22, 2026 through Sep 17, 2026
Location(s):
Playa del Carmen, Chetumal, Caye Caulker, San Ignacio, Tikal National Park, Rio Dulce, Antigua, San Andres Itzapa / Quetzaltenango, Quetzaltenango, Chichicastenango Market / Panajachel, Panajachel, Antigua, Copan, Santa Ana, El Salvador, Costa del Sol, El Salvador
from
$4,071.50
(USD)
Per Person
Nights: 21
Dates: Jul 18, 2026 through Aug 08, 2026
Location(s):
Johannesburg, Greater Kruger National Park - Black Mambas HQ, Kruger National Park, Hlane Royal National Park, St Lucia Estuary, Durban, Drakensberg, Lesotho Highlands, Wild Coast/Cintsa, Addo Elephant National Park, Garden Route / Tsitsikamma National Park, Tsitsikamma National Park, Garden Route / Oudtshoorn, Cape Town
Enjoy an action-packed journey through some of the most stunning scenery in the world on this southern African adventure. With experiences to thrill, entertain, delight and inspire, this tour is a memorable way to experience the magic of Africa. Track down exotic wildlife on game drives in Kruger National Park, relax on golden beaches in Kosi Bay, visit remote Zulu to learn about tribal culture and mix it up in modern cities. Admire the changing scenery along the way. From the savanna of Kruger and the lush wetlands of the St Lucia Estuary to the dramatic coastal vistas of Cape Town, Africa is blessed with immense natural beauty and this trip captures the best of this stunning region.
from
$2,970.75
(USD)
Per Person
Dates: Mar 04, 2026 through Dec 31, 2026
Location(s):
Punta Cana
Up to 2 kids & teens stay & eat free at Grand Palladium Select Bavaro Suites Resort & Spa
Nights: 32
Dates: Aug 08, 2026 through Sep 09, 2026
Location(s):
Mexico City, Puebla, Oaxaca, Tehuantepec, San Cristobal de las Casas, Palenque, Merida, Chichen Itza / Playa del Carmen, Playa del Carmen, Chetumal, Caye Caulker, San Ignacio, Tikal National Park, Rio Dulce, Antigua, San Andres Itzapa / Quetzaltenango, Quetzaltenango, Chichicastenango Market / Panajachel, Panajachel, Antigua
Prepare for a unique Central American adventure from Mexico to Guatemala, packed full of vibrant cities, breathtaking ruins of Maya, Aztec and Zapotec origins, idyllic beaches and pure natural beauty. Journey from the madness of Mexico City through the Yucatan Peninsula and to the colour of colonial Guatemala. Discover the fiery flavours of Oaxaca, admire the lush Palenque archaeological zone, swim in the turquoise waters off the coast of Belize in Caye Caulker and marvel at volcano-rimmed Antigua. Discover places of astounding beauty, visit vibrant and colourful cities, explore ancient ruins and uncover hidden gems along the way.
from
$5,211.00
(USD)
Per Person
Nights: 14
Dates: Nov 15, 2026 through Nov 29, 2026
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
$2,080.00
(USD)
Per Person
Nights: 9
Dates: Aug 20, 2026 through Aug 29, 2026
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!
from
$1,785.00
(USD)
Per Person
Nights: 47
Dates: Aug 08, 2026 through Sep 24, 2026
Location(s):
Mexico City, Puebla, Oaxaca, Tehuantepec, San Cristobal de las Casas, Palenque, Merida, Chichen Itza / Playa del Carmen, Playa del Carmen, Chetumal, Caye Caulker, San Ignacio, Tikal National Park, Rio Dulce, Antigua, San Andres Itzapa / Quetzaltenango, Quetzaltenango, Chichicastenango Market / Panajachel, Panajachel, Antigua, Copan, Honduras, Copan to Suchitoto via Guatemala, Suchitoto, Pacific Coast, Leon, Granada, Monteverde, La Fortuna, San Jose
Dive into Central America on this 48-day adventure, bookended by two chaotic capitals and filled with fun, adventure and culture. Journey through Mexico, Belize, Guatemala, Honduras, El Salvador, Nicaragua and Costa Rica on an adventure through the tantalising highlights of the region. Get acquainted with Central American cultures, spectacular landscapes and fascinating histories as you explore the wealth of ancient ruins, spot the range of unusual wildlife and relax on idyllic Caribbean shores. This is one of our longest adventures through Central America – a trip that zig-zags from the top of the Yucatan peninsula to the highlands of Costa Rica.
from
$7,254.00
(USD)
Per Person
Dates: Mar 04, 2026 through Dec 31, 2026
Location(s):
Turks and Caicos Islands
Kids stay & eat free at Alexandra Resort
Nights: 8
Dates: Oct 16, 2027 through Oct 24, 2027
Location(s):
Havana, Vinales, Cienfuegos, Trinidad, Havana
This nine-day Premium adventure through Cuba takes you through vibrant 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
$3,990.00
(USD)
Per Person
Nights: 26
Dates: Aug 26, 2026 through Sep 21, 2026
Location(s):
Antigua, Copan, Honduras, Copan to Suchitoto via Guatemala, Suchitoto, Pacific Coast, Leon, Granada, Monteverde, La Fortuna, San Jose, San Jose , Sarapiqui, Puerto Viejo de Talamanca, Bocas del Toro, Boquete, Chitre, Panama City
Get ready for a 27-day adventure through Guatemala, Honduras, El Salvador, Nicaragua, Costa Rica and Panama. From oceans teeming with marine life to tropical forests alive with jungle melodies, this pocket of Central America is truly a natural paradise. You’ll explore the intricately carved structures at Copan, the cloud forests of Monteverde and spend three nights in the island paradise of Bocas del Toro. Sample varied cuisines along the way during cooking lessons with locals, giving you a real insight into the heart and soul of Central America.
from
$3,296.25
(USD)
Per Person
Dates: Jul 06, 2026 through Jun 30, 2027
Location(s):
Punta Cana
Up to 55% off rooms + Up to 2 kids stay free at Grand Palladium Select Bavaro Suites Resort & Spa
Nights: 14
Dates: Oct 01, 2026 through Oct 15, 2026
Location(s):
Antigua, San Andres Itzapa / Quetzaltenango, Quetzaltenango, Chichicastenango Market / Panajachel, Panajachel, Antigua, Copan, Santa Ana, El Salvador, Costa del Sol, El Salvador
Travel from the highlands of Guatemala to coastal El Salvador on a trip all things Central America. Start your adventure with a burst of Guatemalan Maya culture, visiting handicraft markets, shamanic Maya ceremonies and the impressive volcano-lined Lake Atitlan. Then, tuk-tuk through Antigua with the promise of a freshly made tortilla for lunch. Cross the border into Honduras for the UNESCO-listed Copan ruins before a guided tour of a coffee plantation on El Salvador’s Ruta de las Flores (Flower Route). Reach the lively Salvadoran capital and its eye-catching El Rosario rainbow church before wrapping up the adventure on the sunny Pacific coast.
from
$2,288.00
(USD)
Per Person
Nights: 6
Dates: Jul 30, 2026 through Aug 05, 2026
Location(s):
Antigua, San Andres Itzapa / Quetzaltenango, Quetzaltenango, Chichicastenango Market / Panajachel, Panajachel, Antigua
Explore the Guatemalan Highlands on this seven-day adventure starting and ending in Antigua. See the shamanic ceremonies devoted to San Simon, visit Chichicastenango market and ride in a brightly coloured chicken bus. Relax on the shores of Lake Atitlan, take in the views of volcanos and Spanish buildings and maybe learn about the rich Mayan culture through an optional cooking class. Take a scenic boat road to the shamans that guard the shrine of Maximon, hear about the daily life of the many locals you’ll meet along the way and discover why this culture holds the chain-smoking deity in such high regard.
from
$794.50
(USD)
Per Person
Dates: Jul 07, 2026 through Apr 30, 2027
Location(s):
Montego Bay
Up to 47% off rooms + Resort coupons at Riu Montego Bay
Nights: 33
Dates: Aug 22, 2026 through Sep 24, 2026
Location(s):
Playa del Carmen, Chetumal, Caye Caulker, San Ignacio, Tikal National Park, Rio Dulce, Antigua, San Andres Itzapa / Quetzaltenango, Quetzaltenango, Chichicastenango Market / Panajachel, Panajachel, Antigua, Copan, Honduras, Copan to Suchitoto via Guatemala, Suchitoto, Pacific Coast, Leon, Granada, Monteverde, La Fortuna, San Jose
Explore colourful worlds – both on land and underwater – on a vibrant adventure from the sunny beaches of Mexico through jungle and Caribbean coastline to the volcanic mountains of Costa Rica. This 34-day adventure hits Mexico, Belize, Guatemala, Honduras, El Salvador, Nicaragua and Costa Rica, snaking through all the best spots and introducing you to local haunts as well as traveller hotspots. Discover a diverse marine playground in Caye Caulker, walk through the steamy cloud forests in Monteverde and visit the famous Tikal pyramids, arguably the most stunning of Guatemala’s ruins. Learn ancient Maya secrets and pass through jaw-dropping scenery on this Central American adventure.
from
$4,471.00
(USD)
Per Person
Nights: 58
Dates: Nov 20, 2027 through Jan 17, 2028
Location(s):
Mexico City, Puebla, Oaxaca, Tehuantepec, San Cristobal de las Casas, Palenque, Merida, Chichen Itza / Playa del Carmen, Playa del Carmen, Chetumal, Caye Caulker, San Ignacio, Tikal National Park, Rio Dulce, Antigua, San Andres Itzapa / Quetzaltenango, Quetzaltenango, Chichicastenango Market / Panajachel, Panajachel, Antigua, Copan, Honduras, Copan to Suchitoto via Guatemala, Suchitoto, Pacific Coast, Leon, Granada, Monteverde, La Fortuna, San Jose, San Jose , Sarapiqui, Puerto Viejo de Talamanca, Bocas del Toro, Boquete, Chitre, Panama City
Embark on an in-depth, 59-day Central American adventure from Mexico’s capital to the home of the Panama Canal. Pass through Mexico, Belize, Guatemala, El Salvador, Honduras, Nicaragua, Costa Rica and Panama on a small-group journey through remote villages, historic cities, ancient Maya and Aztec ruins, verdant cloud forests and pure Caribbean beaches. Get acquainted with the local cultures, spectacular landscapes and fascinating histories of Central America as you explore the wealth of tradition, spot the range of unusual wildlife, dive into unique underwater worlds and spend time travelling with like-minded people. Did you hear that? Central America is calling – you better Belize it.
from
$10,035.00
(USD)
Per Person
Dates: Jul 07, 2026 through Jun 30, 2027
Location(s):
Montego Bay
55% off rooms + Free room upgrade at Grand Palladium Lady Hamilton Resort & Spa
Dates: Jul 06, 2026 through Apr 30, 2027
Location(s):
Ocho Rios
Up to 56% off rooms + $200 in instant savings + Resort coupons at Riu Palace Aquarelle
Nights: 3
Dates: Dec 18, 2026 through Dec 21, 2026
Location(s):
Antigua, Acatenango, Antigua
Set off on a four-day hiking adventure to the volcanoes and valleys of Guatemala. Learn about sustainable agriculture at a women-led regenerative farming project, discover the rich heritage of Antigua during a tortilla workshop at El Comalote and pass the cloud forest on your first day hiking. Set off on an early morning hike to the summit of Acatenango Volcano, watch the sunrise over the southern Mexican Highlands and maybe go on to Fuego Ridge to see its eruptions!
from
$940.00
(USD)
Per Person
Dates: Aug 01, 2026 through Dec 20, 2026
Location(s):
Punta Cana
Up to $150 in instant savings at Moon Palace The Grand - Punta Cana
Nights: 7
Dates: Jan 01, 2028 through Jan 08, 2028
Location(s):
Havana, Soroa / Vinales, Vinales, Bay of Pigs / Cienfuegos, Trinidad, Santa Clara / Havana, Havana
from
$1,830.00
(USD)
Per Person
Dates: Jul 07, 2026 through Dec 22, 2026
Location(s):
Punta Cana
Up to 50% off rooms at Barcelo Bavaro Palace
Nights: 44
Dates: Dec 04, 2027 through Jan 17, 2028
Location(s):
Playa del Carmen, Chetumal, Caye Caulker, San Ignacio, Tikal National Park, Rio Dulce, Antigua, San Andres Itzapa / Quetzaltenango, Quetzaltenango, Chichicastenango Market / Panajachel, Panajachel, Antigua, Copan, Honduras, Copan to Suchitoto via Guatemala, Suchitoto, Pacific Coast, Leon, Granada, Monteverde, La Fortuna, San Jose, San Jose , Sarapiqui, Puerto Viejo de Talamanca, Bocas del Toro, Boquete, Chitre, Panama City
Explore incredible worlds above and below the water on a journey from the sunny beaches of Mexico, through the jungle ruins of little-known corners of Central America, to the volcanic mountains of Costa Rica and the laidback vibes of Panama. Mix with locals in the buzzing bars. Try your hand at snorkelling or mountain biking. And discover the secrets of the ancient Mayans as you traverse incredible scenery on this fantastic adventure through Central America.
from
$7,320.00
(USD)
Per Person
Nights: 13
Dates: Dec 07, 2026 through Dec 20, 2026
Location(s):
Havana, Soroa, Soroa/Las Terrazas, Viñales, Vinales / Cayo Jutias, Havana, Bay of Pigs & Cienfuegos, Trinidad, Santa Clara, Varadero, Matanzas & Havana, Havana
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, 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.
from
$3,040.00
(USD)
Per Person
Dates: Jan 02, 2026 through Dec 22, 2027
Location(s):
Ocho Rios
Kids & teens stay & eat free at Moon Palace Jamaica
Nights: 6
Dates: Jan 01, 2026 through Dec 31, 2028
Location(s):
Arrival & Grace Bay Orientation, Snorkeling & Reef Exploration, Kayaking & Mangrove Discovery, Chalk Sound & Coastal Adventure, Boat Excursion to Uninhabited Cays, Active Morning, Relaxed Afternoon, Departure from Paradise
Nights: 7
Dates: Jan 01, 2026 through Dec 31, 2028
Location(s):
Arrival in Medellín , Medellín: Art, Culture & Urban Transformation , Flower Festival & Silleteros Parade , Gardens, Flowers & Festival Events , Medellín to Cartagena , Cartagena: Colonial Heritage & Romance , Caribbean Leisure or Island Escape , Departure
Nights: 5
Dates: Jan 01, 2026 through Dec 31, 2028
Location(s):
Arrival & First Splash at Isla Verde Beach , Jet Ski Safari, Parasailing & Banana Boat , Piñones Speedboat Tour & Mangrove Adventure , Catamaran to Icacos Island & Snorkelling , Surfing at Pine Grove & Condado Lagoon Paddleboarding, Final Morning Swim & Departure
Nights: 4
Dates: Jan 01, 2026 through Dec 31, 2028
Location(s):
Arrival - Saint Thomas, Saint Thomas, Saint Thomas - Departure
Nights: 4
Dates: Jan 01, 2026 through Dec 31, 2028
Location(s):
Arrival in St. Lucia , Soufrière Exploration , Adventure by Land or Sea , Northern Coast & Cultural Sights , Farewell, Island Style
Nights: 4
Dates: Jan 01, 2026 through Dec 31, 2028
Location(s):
Arrival - Tortola, Tortola, Tortola - Departure
Nights: 7
Dates: Jan 01, 2026 through Dec 31, 2028
Location(s):
Private Arrival & Island Welcome, Nassau Discovery & Cultural Adventure, Private Boat & Exuma Cays Adventure, Marine Life & Family Discovery, Island Adventure & Cultural Connection, Leisure, Water Adventures & Sunset Sailing, Beach Bliss & Farewell Celebration, Farewell Breakfast & Private Departure
Nights: 7
Dates: Jan 01, 2026 through Dec 31, 2028
Location(s):
Arrival in Aruba – Welcome to One Happy Island, Beach Bliss & Spa Serenity, Island Exploration & Hidden Coves, Sailing & Sunset Romance, Arikok National Park & Natural Pool Adventure, Culture, Cuisine & Caribbean Rhythm, Relaxation & Last Sunset Together, Farewell to Aruba
Nights: 4
Dates: Jan 01, 2026 through Dec 31, 2028
Location(s):
Arrival - La Romana, La Romana, La Romana - Departure
Nights: 4
Dates: Jan 01, 2026 through Dec 31, 2028
Location(s):
Arrival - Freeport, Freeport, Freeport - Departure
Nights: 7
Dates: Jan 01, 2026 through Dec 31, 2028
Location(s):
Private Arrival & Oceanfront Welcome, Grace Bay Bliss & Spa Indulgence, Private Yacht & Island-Hopping Adventure, Nature Trails & Hidden Coves, Coral Reefs & Sunset Sail, Culinary Indulgence & Cultural Charm, Leisure & Farewell Celebration, Farewell Breakfast & Private Departure