0%
NO ONE LOOKS AFTER YOU BETTER
GOOD REASONS TO CHOOSE TRAILFINDERS
  1. Home
  2. Holidays & Tours
  3. The Caribbean
Caribbean Holidays & Tours

Caribbean Holidays & Tours

newsletter signup
TF's Bulletin

Sign up for TF's Special Offers & Travel Articles

The Middle East Africa New Zealand and the Pacific South and Central America South East Asia Australia India and Sri Lanka USA Islands of the Caribbean
Order a Brochure

For inspiration on how to include any of these destinations in a tailormade holiday order your copy of Trailfinders brochure.

Order Now
Speak to a Travel Expert
Speak to an Expert

Find the best value holidays quicker with the best trained, most widely travelled consultants in the business.

01 881 4986
Call : 01 881 4986

Our Holidays & Tours In The Caribbean

Here is a selection of our most popular holidays and tours in The Caribbean.
If you can't find what you are looking for, please ask your Trailfinders Travel Consultant for more details.
Take a look at our Caribbean Holidays pages for more inspiration.

Barbados & Antigua
Barbados & Antigua
Duration: 15 days / 14 nights
  • Style: Multi Centre Holiday
  • Location: Barbados
€4,535 pp
Highlights:
  • Embrace the delightful Bajan lifestyle in Barbados
  • Discover the rich history of the islands in their magnetic capitals
  • Dance under the sunset at Antigua’s fames Sunday ‘Jump Up’
Barbados & Saint Lucia
Barbados & Saint Lucia
Duration: 15 days / 14 nights
  • Style: Multi Centre Holiday
  • Location: Barbados
€3,349 pp
Highlights:
  • Swim alongside beautiful turtles in aquamarine waters
  • Shop for handcrafted souvenirs in bustling local markets
  • Get swept away by the romance of Saint Lucia
Barbados & The Grenadines
Barbados & The Grenadines
Duration: 15 days / 14 nights
  • Style: Multi Centre Holiday
  • Location: The Bahamas
€3,659 pp
Highlights:
  • Sample tasty street food and dance the night away at Oistens fish fry
  • Enjoy authentic Caribbean life in the idyllic surroundsof Bequia
  • Relax into the unspoilt natural beauty and pure tranquillity of the Caribbean
Biking Cuba
Biking Cuba
Duration: 8 days / 7 nights
  • Style: Active Guided Small Group Adventure
  • Location: Havana
€1,124 pp
Highlights:
  • Bike through limestone pincushion hills in Viñales
  • Visit a tobacco farm
  • Spot birds while cycling along the idyllic Zapata Peninsula
  • Enjoy a picnic lunch on the Playa Ancón
  • Visit a women-operated traditional textiles centre
  • See the Mausoleum of Che Guevara
Boutique New York & Antigua
Boutique New York & Antigua
Duration: 11 days / 10 nights
  • Style: Multi Centre Holiday
  • Location: New York & New York State
€2,425 pp
Highlights:
  • Be wowed by the views of the spectacular Manhattan skyline
  • Find your inner fashionista on celebrated 5th avenue
  • Search for your favourite of Antigua’s 365 glorious beaches
Boutique Saint Lucia & Grenada
Boutique Saint Lucia & Grenada
Duration: 11 days / 10 nights
  • Style: Multi Centre Holiday
  • Location: Saint Lucia
€2,325 pp
Highlights:
  • Savour the renowned scenery and natural beauty of two lush Caribbean island
  • Revel in the vibrant spirit of famous Rodney Bay in Saint Lucia
  • Indulge your senses on the ‘Spice Island’ of Grenada
Boutique St Kitts & Nevis & Antigua
Boutique St Kitts & Nevis & Antigua
Duration: 11 days / 10 nights
  • Style: Multi Centre Holiday
  • Location: St Kitts And Nevis
€3,135 pp
Highlights:
  • Admire the stunning scenic surroundings of charming Nevis
  • Embrace the distinct individuality of delightful St. Kitts
  • Explore the beautiful beaches of Antigua’s spectacular coastline
Caribbean Sun & Action-Packed Fun
Caribbean Sun & Action-Packed Fun
Duration: 15 days / 14 nights
  • Style: Family Holiday
  • Location: Miami
€5,899 pp
Highlights:
  • Barbados
  • Antigua
  • Grand Cayman
  • St Kitts
Central American Journey: Rainforests & Ruins
Central American Journey: Rainforests & Ruins
Duration: 32 days / 31 nights
  • Style: Guided Small Group Adventure Tour
  • Location: Playa del Carmen
€2,114 pp
Highlights:
  • Explore the Mayan ruins of Copán and Tikal
  • Visit colourful Guatemalan local markets
  • Scenic boat ride on Lake Atitlán
  • Relax on white-sand beaches
  • Experience San Antonio
  • Women’s Pottery Cooperative
Cuban Rhythms: Rum & Fun
Cuban Rhythms: Rum & Fun
Duration: 8 days / 7 nights
  • Style: Guided Small Group Adventure Tour
  • Location: Havana
€524 pp
Highlights:
  • Mingle with the locals at homestays
  • Sample local rum and cigars
  • Connect to salsa culture on the dance floor
  • Explore colonial Havana's alleyways
  • Laze under the Caribbean sun
Cycle Cuba: West
Cycle Cuba: West
Duration: 7 days / 6 nights
  • Style: Guided Small Group Adventure Tour
  • Location: Havana
€1,240 pp
Highlights:
  • Cycle through the lush countryside of Viñales
  • Explore Old Havana by bike
  • Swim in the warm waters of Cayo Jutias
  • See a Che Guevara cave hideout
  • Visit a traditional cigar producer
Fun-filled Caribbean Cruising
Fun-filled Caribbean Cruising
Duration: 10 days / 9 nights
  • Style: Cruise Holiday
  • Location: Miami
€1,529 pp
Highlights:
  • Experience the first ever rock climbing wall at sea
  • Idyllic Caribbean island hopping
  • Explore Royal Caribbean’s action packed private island resort – Perfect Day at CocoCay®
Hidden Gems of the Caribbean
Hidden Gems of the Caribbean
Duration: 11 days / 10 nights
  • Style: Cruise Holiday
  • Location: Barbados
€5,305 pp
Highlights:
  • Experience a haven of serenity on the shores of Barbados
  • Relax at the Fairmont Royal Pavilion, one of Barbados’ most prestigious hotels
  • Relish views of the Windward Islands
  • Enjoy caviar and Champagne on a deserted Caribbean beach
Highlights of Cuba
Highlights of Cuba
Duration: 6 days / 5 nights
  • Style: Guided Small Group Adventure Tour
  • Location: Havana
€599 pp
Highlights of Guyana & Saint Lucia Beach
Highlights of Guyana & Saint Lucia Beach
Duration: 15 days / 14 nights
  • Style: Multi Centre Holiday
  • Location: Georgetown
€6,269 pp
Highlights:
  • Witness the power of Kaieteur Falls
  • Enjoy exceptional wildlife viewing in remote settings
  • Explore the natural beauty of Saint Lucia both on land and under the sea
Incas & Coconuts
Incas & Coconuts
Duration: 17 days / 16 nights
  • Style: Multi Centre Holiday
  • Location: Lima
€5,495 pp
Highlights:
  • Inca Trail
  • Machu Picchu
  • Cusco
  • Dominican Republic
Las Vegas & Cancun
Las Vegas & Cancun
Duration: 12 days / 11 nights
  • Style: Multi Centre Holiday
  • Location: Las Vegas
€1,188 pp
Highlights:
  • Famous Las Vegas Strip
  • Fremont Street’s sensational light shows
  • Fabulous white sand beaches
  • Magnificent pyramids of Chichén Itzá
Las Vegas & Mexico
Las Vegas & Mexico
Duration: 11 days / 10 nights
  • Style: Multi Centre Holiday
  • Location: Las Vegas
€2,169 pp
Highlights:
  • Embrace the vibrant atmosphere of Las Vegas
  • Discover the natural wonders of the Nevada Desert and Mexican coastline
  • Soak up the sun on powder sand beaches
Magical Mexico
Magical Mexico
Duration: 14 days / 13 nights
  • Style: Private Tour
  • Location: Mexico City
€5,799 pp
Highlights:
  • Tour fascinating UNESCO World Heritage sites and the ancient Mayan ruins of Palenque and Chichén Itzá
  • Explore the dynamic capital city and atmospheric colonial towns
  • Visit the world’s largest breeding grounds of pink flamingos
Mayan Sun Southbound: Boat Rides & Ruins
Mayan Sun Southbound: Boat Rides & Ruins
Duration: 16 days / 15 nights
  • Style: Guided Small Group Adventure Tour
  • Location: Mexico
€1,124 pp
Highlights:
  • Relax on white-sand beaches
  • Bask in Caye Caulker sunsets and reggae music
  • Experience a local homestay
  • Explore gorgeous colonial Antigua and its colourful markets
Mexico Grande
Mexico Grande
Duration: 13 days / 12 nights
  • Style: Group Journey
  • Location: Puerto Vallarta
€3,706 pp
Highlights:
  • Sip your way around a Tequila distillery in Guadalajara
  • Taste delicacies at a local market in Mexico City
  • Visit the mystical ancient ruins of Teotihuacan
  • Wander the colourful streets of Oaxaca
  • Tour a wonder of the world at Chichen Itza then cool off with a cenote swim
Mexico Highlights (from Mexico City)
Mexico Highlights (from Mexico City)
Duration: 16 to 365 days
  • Style: Travel Pass
  • Location: Mexico City
€1,183 pp
Highlights:
  • Travel at your own pace through Mexico on local transport
  • Book journeys and day tours spontaneously through Bamba’s app
  • Taste authentic Mexican cuisine with two included foodie experiences
  • Swim in the bright blue pools of Agua Azul Waterfalls
  • Explore the Mayan ruins of Palenque, Teotihuacan and Chichen Itza
  • Relax on stunning beaches and learn to surf
Mexico Unplugged
Mexico Unplugged
Duration: 15 days / 14 nights
  • Style: Guided Small Group Adventure Tour
  • Location: Mexico City
€1,570 pp
Highlights:
  • Visit to amazing Chichén Itzá
  • Explore the jungle ruins of Palenque
  • Orientation walks in Mexico City, Puebla, Oaxaca and Mérida
  • See the Agua Azul waterfall
Mexico & Caribbean Delights
Mexico & Caribbean Delights
Duration: 16 days / 15 nights
  • Style: Cruise Holiday
  • Location: Cancun
€3,199 pp
Miami & Barbados
Miami & Barbados
Duration: 11 days / 10 nights
  • Style: Multi Centre Holiday
  • Location: Miami
€1,179 pp
Highlights:
  • Delight in the unique atmosphere of famous South Beach
  • Indulge in exceptional cuisine at celebrated restaurants
  • Enjoy the blissful beaches of beautiful Barbados
Mountains & Beaches of Jamaica
Mountains & Beaches of Jamaica
Duration: 11 days / 10 nights
  • Style: Multi Centre Holiday
  • Location: Jamaica
€2,995 pp
Highlights:
  • Enjoy a charming stay in an intimate hilltop retreat
  • Admire Jamaica’s mountain vistas and seaside splendour
  • Lose yourself in the island’s melodic beats
North & South Saint Lucia
North & South Saint Lucia
Duration: 11 days / 10 nights
  • Style: Multi Centre Holiday
  • Location: Saint Lucia
€4,119 pp
Highlights:
  • Savour mesmerising panoramic views of the majestic Pitons
  • Relax on the serene sands of the northern beaches
  • Experience memorable stays in luxurious resorts
One Week in Cuba
One Week in Cuba
Duration: 8 days / 7 nights
  • Style: Guided Small Group Adventure Tour
  • Location: Havana
€960 pp
Highlights:
  • Cycle through the culture-soaked streets of Old Havana
  • Venture to the village of Vinales, where the small-town charms are many
  • Learn the lingo with an informal lesson in the Spanish language
  • Wander the cobblestones of Trinidad alongside cowboys and farmers
  • Sip on Cuba’s famous liquor on a visit to a local bar for a rum tasting
Premium Cuba
Premium Cuba
Duration: 9 days / 8 nights
  • Style: Guided Small Group Adventure Tour
  • Location: Havana
€2,635 pp
Highlights:
  • Tour Havana in a classic American car
  • Enjoy the picturesque Viñales Valley
  • Visit the Che Guevara mausoleum and memorial
  • Marvel at the architecture of Cienfuegos
  • Experience the traditional town of Trinidad
Sensational Saint Lucia
Sensational Saint Lucia
Duration: 12 days / 11 nights
  • Style: Honeymoon
  • Location: Saint Lucia
€5,029 pp
Highlights:
  • Smugglers Cove Beach
  • Botanical Gardens
The Incredible Panama Canal
The Incredible Panama Canal
Duration: 21 days / 20 nights
  • Style: Cruise Holiday
  • Location: Los Angeles
€3,089 pp
Highlights:
  • Sail through the Panama Canal, a man-made wonder
  • Dip into varied Latin American countries
  • Book-end with stays in two contrasting American cities
  • Time at sea to enjoy Princess Cruises’ renowned hospitality
Treasures of Cuba
Treasures of Cuba
Duration: 15 days / 14 nights
  • Style: Guided Small Group Adventure Tour
  • Location: Havana
€1,503 pp
Highlights:
  • Tour UNESCO World Heritage listed Trinidad
  • Explore Cuba’s most famous beaches
  • Learn to salsa like a local
  • Tour Old Havana in a vintage car
  • Walking tour of Santiago de Cuba
  • Overnight stay in Sierra Maestra National Park
Ultimate Caribbean
Ultimate Caribbean
Duration: 13 days / 12 nights
  • Style: Cruise Holiday
  • Location: Fort Lauderdale
€1,985 pp
Highlights:
  • Explore Fort Lauderdale’s myriad of waterways
  • Discover the spectacular coastlines of five Caribbean islands
  • Sun-kissed days at sea for ultimate relaxation
Yucatan Discovery
Yucatan Discovery
Duration: 5 days / 4 nights
  • Style: Private Tour
  • Location: Cancun
€1,999 pp
Highlights:
  • Experience the sacred and awe-inspiring site of Chichén Itzá
  • Explore the beautiful buildings and ornate friezes of Uxmal and Kabah
  • Visit the world’s largest breeding grounds of pink flamingos


Antigua

Antigua

Barbados

Barbados

British Virgin Islands

British Virgin Islands

Cayman Islands

Cayman Islands

Cuba

Cuba

Dominican Republic

Dominican Republic

Grenada

Grenada

Jamaica

Jamaica

Mexico

Mexico

Saint Lucia

Saint Lucia

St Kitts And Nevis

St Kitts And Nevis

St Vincent and The Grenadines

St Vincent and The Grenadines

The Bahamas

The Bahamas

Speak to a Travel Expert
work

Work for Trailfinders

Speak to a Travel Expert

We believe booking online is no substitute for one-on-one service. Between them our expert travel consultants have travelled to over 96% of the world's countries. As a result the service and advice they offer is second to none.

headset_mic

Submit an Enquiry

Request a quote or appointment about this holiday and we call you back at a time that suits you

Order a brochure

For inspiration on how to include any of these destinations in a tailormade holiday order your copy of Trailfinders brochure
Order a brochure

Tales from the Trail

Top tips and travel inspiration from the Trailfinders team
Trailfinders - Unrivalled care and protection
Trailfinders - Unrivalled care and protection
Trailfinders - Unrivalled care and protection

Your travel plans on the go

Viewtrail phone example
  • View your up-to-date travel plans
  • Book online & manage your account
  • Flight details including baggage & seating
  • Update your contact information
  • Check visa & travel health requirements
  • Access to E-Vouchers
  • Trip Hub
Watch ViewTrail in Action viewtrail
ViewTrail - Your travel plans on the go

Additional Features in the App:

  • 365/24/7 emergency contact quick links
  • Location related features
  • Offline access to your travel plans
ViewTrail
Google Play Apple App Store

Tales from the Trail

Top tips and travel inspiration from the Trailfinders team

Discover More ...
Order a Brochure

Our full range of 2024 - brochures and the latest edition of the Trailfinder magazine are out now - get ahead of the rest and start planning your next escape.

Order Now
Get In Touch
Contact Us
TF"s Bulletin
Brochures
Call Us
Visit Us
cookie

The Trailfinders website uses cookies. Click here to manage your preferences.

ie.tours.menu.the-caribbean