Why Choose a Tailor-Made Holiday to Cuba?
Date Published

WHY CHOOSE A TAILOR-MADE HOLIDAY TO CUBA?
Cuba is a place full of charm, music, and culture. It deserves more than just a one-size-fits-all tour. A tailor-made holiday is a way to explore Cuba your way. No rigid schedules, no fixed itineraries — just your dream trip, shaped around your interests.
WHAT IS A TAILOR-MADE HOLIDAY?
A tailor-made holiday is a custom trip explicitly built for you. Unlike standard tour packages, you choose where to go, how long to stay, and what to experience.
Want to spend three days in Havana, followed by a quiet beach escape? Done. Craving a week of cultural immersion and city exploration? That's easy too.
WHY CUBA IS PERFECT FOR TAILOR-MADE HOLIDAYS
Cuba offers so much variety in one place:
- Lively cities like Havana and Santiago
- Historic towns like Trinidad and Cienfuegos
- Quiet beaches like Cayo Levisa
- Nature-filled areas like Viñales
This diversity makes Cuba the perfect destination for custom travel.
FLEXIBILITY AND CUSTOMISATION
You can:
- Set your own travel pace
- Choose the towns and cities you want to explore
- Add activities like salsa classes or cigar workshops
- Skip the big resorts and stay in local guesthouses entirely
Your itinerary is entirely in your control.
CHOICE OF ACCOMMODATION
You are not limited to resorts. You can stay in:
- Boutique hotels in Old Havana.
- Casa particulares for a local feel.
- All-inclusive resorts in Varadero, Cayo Santa Maria, Cayo Largo, Guardalavaca.
LOCAL EXPERIENCES YOU WON'T FIND IN BROCHURES
- Visit a family-run cigar farm.
- Enjoy live Afro-Cuban music at a local venue
- Join a private art tour or local cultural initiatives.
These experiences make your trip feel truly authentic.
COMFORT AND SAFETY
Travel in comfort and peace of mind:
- Private transfers and personal drivers
- Local guides who speak your language
- Support throughout your journey
You're never alone on a tailor-made trip.
RESPONSIBLE TRAVEL
Tailor-made holidays help the local economy:
- Private guides/drivers locally sourced.
- You stay in locally owned accommodations.
- Eat in small, family-run restaurants.
- Take tours led by local guides.
This type of travel offers a test of the island while also allowing you to enjoy what Cuba has to offer.
WHEN TO TRAVEL TO CUBA
Best time to visit:
- December to April is dry and sunny
- May to October is greener, with fewer tourists
- Festivals and cultural events happen all year
We help you choose the best time for your plans.
SAMPLE ITINERARIES
Here are two examples:
7-Night Cultural Itinerary
- Havana: 2 nights
- Las Terrazas: 1 night
- Viñales: 3 nights
- Havana: 1 night
11-Night Multi-Centre Itinerary
- Havana: 3 nights
- Trinidad: 2 nights
- Cayo Santa Maria: 5 nights
- Havana: 1 night
These are just ideas. We help you build your version.
WORKING WITH MYCUBA.HOLIDAY
We make the planning easy:
- Personal consultation
- Full itinerary support
- Expert tips and local contacts
- Good communication before and during your trip
DIY VS TAILOR-MADE
DIY Travel:
- Takes more time to plan
- Risk of missing key spots
- Harder to organise on the ground
Tailor-Made:
- Less stress
- More personalised
- More value from expert planning
REAL TRAVEL STORIES
"Our guide knew everything from history to music. It felt like seeing Cuba through a friend's eyes." – Emily, UK.
"We loved staying in casa particulares and eating with locals. No resort could offer that." – Carlos, Spain
FREQUENTLY ASKED QUESTIONS
Q: How early should I book a tailor-made trip?
A: Two to three months in advance is ideal.
Q: Can I change plans mid-trip?
A: Yes, we are flexible and always available to help.
Q: Is this more expensive than standard packages?
A: It depends on your choices. We adjust to fit your budget.
Q: What's included in the trip?
A: Accommodation, transfers, guides, activities, and support.
Q: Do I need insurance?
A: Yes, you will need travel insurance, which we can assist you in arranging.
Q: Is a visa required?
A: Yes, however, you do not need to worry about this as we will provide the E-visa link for you to fill out your Advance Passenger Information form and have everything sorted before you travel to Cuba.
CONCLUSION
A tailor-made holiday is the best way to experience Cuba your way. Whether you're looking for music, culture, the beach, nature, or a combination of all of the above, we help you build a trip that fits you perfectly.