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Dreaming of the Caribbean? How to get there even on a tight budget!

Woman in a red dress and sunglasses walking on a sandy beach between the palm trees

Updated on February 26th, 2025

The Caribbean has been home to some of my most memorable travel experiences, the start of some important friendships and will always hold a very fond place in my heart.

But with all those stunning white sand beaches and all-inclusive resorts you would be forgiven for thinking that the archipelago is a place of dream holidays and exclusively for the wealthier members of society. However, I am a firm believer that if you think a little outside the box, it can be accessible to you even on a tight budget. With the right planning and insider tips, you can enjoy a sun-soaked adventure without breaking the bank!

So, this week, as official hurricane season is due to end in a month’s time we’ll explore the best ways to travel the Caribbean on a budget—from affordable islands to cost-saving tips and experiences that won’t compromise the fun.

Choose Budget-Friendly Caribbean Destinations
Not all Caribbean islands are created equal when it comes to cost. Here are some of the most budget-friendly destinations that offer beautiful beaches, rich culture, and unforgettable experiences—without the hefty price tag:

The Dominican Republic: With its affordable all-inclusive resorts and plenty of local guesthouses, the Dominican Republic is a great option for budget-conscious travellers. Head to areas like Punta Cana or Puerto Plata for cheaper accommodation and fantastic beach experiences. When I began my five-month odyssey in the Caribbean back in 2018, I chose this as my start and end point as flights were considerably cheaper due to the high volume of package holiday makers heading there from the UK.

Puerto Rico: Since Puerto Rico is a U.S. territory, flights from the mainland are often more affordable. You won’t need a passport if you’re a U.S. citizen, and you’ll find plenty of free or low-cost activities like exploring the cobblestone streets of Old San Juan or hiking in El Yunque Rainforest.

Jamaica: Known for its vibrant culture, stunning beaches, and all-inclusive resorts, Jamaica offers plenty of affordable options. Stick to local restaurants and public beaches to save on food and activities. Destinations like Montego Bay and Negril cater to budget travellers with affordable accommodation and transportation.

Cuba: While travel to Cuba may require a little more planning, it’s one of the most affordable Caribbean islands. You’ll find low-cost homestays (casas particulares) and delicious meals for under UK£8 (US$10).Havana and Trinidad offer rich history, culture, and beautiful beaches—all on a shoestring budget.

How to Save Money on Flights
Airfares can be one of the biggest expenses, but there are ways to keep costs down:

Book Early: The earlier you book, the more likely you are to snag a good deal. Keep an eye on fare comparison websites like Skyscanner or Jacks Flight Club to monitor prices.

Travel During Off-Peak Times: If you can be flexible with your travel dates, aim to visit the Caribbean during the low season (May to November). Not only will flights be cheaper, but you’ll also find discounted hotel rates.

Use Budget Airlines: Consider flying with budget airlines that service the Caribbean, such as JetBlue or Spirit from the US or Tui from the UK. They often offer great deals if you’re willing to travel light and stick to carry-on luggage.

Budget-Friendly Accommodation Options
Luxury resorts aren’t the only way to enjoy the Caribbean. These affordable alternatives will help stretch your budget further:

Guesthouses and Hostels: Many Caribbean islands offer locally run guesthouses and hostels that are both affordable and charming. You’ll get a more authentic experience, staying with locals who can guide you to the best spots off the beaten path.

All-Inclusive Resorts: Surprisingly, all-inclusive resorts can be a great budget option if you find the right deal. Look for promotions or package deals that include food, drinks, and activities, allowing you to keep your costs controlled and predictable.

Vacation Rentals: Platforms like Airbnb and VRBO offer fantastic vacation rentals where you can rent an entire home or apartment for a fraction of the cost of a hotel. This is a great option if you’re traveling with friends or prefer having a kitchen to prepare your own meals.

Housesitting: Although rare, if you are a member of sites like Trusted Housesitters, you may be lucky to see an opportunity arise such as this one in the Cayman Islands.

Eat Like a Local
Dining out at resorts or touristy restaurants can add up quickly, but you can save a lot by eating like the locals:

Street Food: Many Caribbean islands have delicious and affordable street food. Try jerk chicken in Jamaica, empanadas in Puerto Rico, or tostones in the Dominican Republic—all for just a few dollars.

Local Markets: Visit local food markets to stock up on fresh fruits, veggies, and snacks. In places like Cuba or Puerto Rico, you can find incredible deals on local produce, and it’s a great way to immerse yourself in the culture.

Cook Your Own Meals: If you’re staying in a vacation rental or guesthouse with a kitchen, take advantage of it! Preparing a few of your own meals is a great way to save on food costs while still enjoying the flavours of the Caribbean.

Free and Affordable Activities
You don’t need to spend a fortune to have fun in the Caribbean. Here are some of the best low-cost or free activities to enjoy:

Beach Days: The best part about the Caribbean? The beaches are free! Spend your days soaking up the sun, swimming in the crystal-clear waters, or walking along the shoreline—all without spending a penny. Even the ones which look like they are exclusively attached to resorts, mostly are free for any member of the public to enjoy (although you may need to forgo the sunbeds which are usually reserved for guests).

Explore Nature: Many islands have national parks or hiking trails that are either free or charge a small entrance fee. Visit places like the El Yunque Rainforest in Puerto Rico or the Blue Mountains in Jamaica for stunning views and outdoor adventures.

Cultural Experiences: Explore local towns and cities for free cultural experiences. Wander the streets of Old Havana, visit local art galleries, or attend a free festival or music event. The Caribbean is rich with culture, and much of it is accessible at little to no cost.

Transportation on a Budget
Once you’ve arrived, getting around doesn’t have to be expensive:

Public Transportation: Use local buses or shared taxis (like the guaguas in the Dominican Republic) to get around. It’s often very affordable and a fun way to experience the local way of life.

Walk or Bike: Many towns and cities in the Caribbean are very walkable, and some islands offer bike rentals at a low cost. This is a great way to explore at your own pace while saving money on transportation. Click HERE to see more of my experiences in the saddle on a cycle ride around Viñales in Cuba.

Traveling to the Caribbean on a budget is absolutely possible with a little planning and flexibility. Whether you’re dreaming of relaxing on a beautiful beach, exploring vibrant cultures, or indulging in local cuisine, you can do it all without breaking the bank.

If travelling is something you would like to do more of but are struggling knowing where to start, especially if finances are tight, then get your name on the list for my upcoming Find Your Way Course: The Ultimate Guide to Starting Your Travel Journey. In it there are loads of tips about travelling ANYWHERE on a budget as well as advice on everything you need to start your journey. CLICK HERE to be first to hear and pick up a deal on the course if that helps you too.  

So, what do you think? Have you travelled to the Caribbean and what has been your experience of budget travel within the region? I’d love to hear your thoughts and any additional tips you would add. Hit reply to this email to let me know or connect via your social method of choice (FacebookInstagramYouTubePinterestThreads or LinkedIn) to get any answers to your questions.

This week over on YouTube, I am back walking and you can join me in reflective mood on Day 3 of my Camino de Santiago pilgrimage along the beautiful Portuguese Coastal Route. This week’s journey takes us from the historic city of Pontevedra to the thermal town of Caldas de Reis, covering another stretch of the last 100 kilometres. Experience the serene paths through lush forests, charming villages, and the rich cultural heritage of Galicia. Whether you’re planning your own Camino or just curious about this legendary pilgrimage, this video offers a glimpse into the unique beauty and challenges of the Camino de Santiago. Follow along via THIS LINK for tips, highlights, and personal reflections as we continue this unforgettable journey!

Did you find this email useful? If so, why not forward it to a friend?

Until next time, 

Safe Travels

Sue x

This newsletter may contain affiliate links. By using these, Sue Where Why What may receive a small commission for which I say thank you, but you will not pay any extra charges for this. My opinions remain my own.

Woman in a red dress and sunglasses walking on a sandy beach between the palm trees

Blog – Your Ultimate Guide to Visiting The Caribean on a Budget 

A Blonde woman in sunglasses standing next to a red vintage car

Blog – Havana Salsa Lessons, Learning About Dance and Embracing Life in Cuba 

YouTube Cover image of a woman dressed in hiking gear walking in the rain holding 3 fingers up

Video – Camino Santiago Portugal Day 3 Walking from Pontevedra to Caldas de Reis on the Coastal Route

🏠 For accommodation, I use Booking.com. They have their Genius loyalty scheme which is easy to progress through the levels for better discounts and inclusions.

🚍  For tours and activities, my preferred supplier is Get Your Guide

🗺️ For multi day or week tours, check out G Adventures. I used them for trips in Costa Rica, Peru, and Galapagos.

🤞 I would never leave home without travel insurance. With Safety Wing you can take out an annual policy and pay monthly. This takes the hassle out of having to remember for us regular travellers.

🛫 For cheap flights, check out Skyscanner or join Jacks Flight Club which scans the internet for error fares (UK only).

🧳 For luggage storage on your travels, I recommend the service by Bounce.

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