Getting Around in the Caribbean

yacht charter

If you’re a traveller looking for crystal blue waters, year-round sunshine, and exotic islands, the Caribbean is a must-see on your travel list! However a common problem that many travelers run into is transportation. The Caribbean is essentially a ton of small and big islands clumped in the ocean. It’s too far to swim/kayak over to the next island yet is close enough for a short flight.

Unlike bigger cities and densely populated areas, there is a general lack of public transportation. It’s not as simple as hopping onto a train to the next town as one can easily do in Europe. So what are the ways travelers can island hop in the Caribbean? This guide will show you how!


Inter-island Travel


The most convenient (and likely expensive) way of visiting the Caribbean islands is to fly from airport to airport. There is generally a well-connected network of flights going from island to island using inter-island airlines. Most airlines landing and taking off are likely airlines you’ve never heard of and will likely be planes on the smaller and more cramped side. By small and cramped, I mean a 10-seater airplane with no AC and no luggage allowed on you while on the plane. Your carry-ons and check-in luggage are instead used to balance the weight of the plane and make sure it is well distributed. It is a very different flying experience from the commercial Boeing 747s most travelers are used to and ever so slightly more adventurous!

As the Caribbean inter-island airlines will be less known, searching for flights can be a bit of a challenge and it is far easier to search for flight prices through airline comparison sites such as Google Flights, Priceline, Kayak, etc. If booked ahead of time, inter-island flights can be as low as $100 or less for a one-way.



A very popular option for those wanting to see several islands and not put in the effort to plan an itinerary is to take a cruise to the Caribbean. Cruises commonly start in Florida and last around 7 to 10 days. The perks of taking this route of transportation is that room and board is taken cared of. Cruise ships make several stops on the islands in the Caribbean depending on the route.


Yacht Charter

This could possibly be the most expensive and lavish way to tour the Caribbean. Yes, rent a yacht! The Caribbean has many ports available for yacht charters and rental companies generally offer services to make trips easier such as a skipper to drive the boat and a hostess to prepare the boat and cook meals. An obvious con for traveling via private yacht is the price but there are a lot of pros to consider for what you’re paying. Private yachts give travelers much more freedom since you can chart your own course and pick your own islands to visit. The atmosphere is also more intimate as you’ll be spending a lot of time on the water with the crew. You can also remove your hotel budget if you’re sleeping on the boat and put that money elsewhere. If carefully planned, a yacht charter can break even compared to paying about $100-150/night for a hotel in the Caribbean. yacht charter


The larger and more densely populated islands in the Caribbean will have ferry services going between islands. In most cases ferries tend to be cheaper than flying and yacht rentals. If planning on extensively using ferries as a main point of transportation, I would recommend exploring the Bahamas, US Virgin Islands, or British Virgin Islands as the ferry is the most popular form of transportation (meaning they will come more frequently and give you better flexibility in travel). Here are some commonly travelled routes via ferry in the Caribbean:

Guadeloupe – St Lucia

St. Thomas – Tortola

St. Maarten – Anguilla

Trinidad – Tobago

St. Lucia – Martinique

To get more info about specific ferry companies serving the islands on your itinerary, do a Google search of the island. There are many ferry companies (think 50+ companies which is why I’m not listing them on here) and each one has a limited number of routes.


Within Island Travel


Rental Car

Within the island, the most convenient way of travel is going to be via rental car. This is especially helpful if your travels are going to be in a rather densely populated island with multiple cities such as St. Maarten. Most large rental car companies such as Enterprise, Dollar, Alamo, etc.  have a presence in the Caribbean islands but there are also smaller companies you may not have heard of. Make sure to check around to compare and get the best pricing.



Although frequency and availability will largely vary by island, traveling by bus is another way to get around on an island. It is also a very cost efficient for those traveling on a budget and allows travelers to get a more authentic experience riding along with the locals. If planning to travel via bus, make sure to keep the following in mind:

  • Some islands have buses and others will not at all. Do your research beforehand!
  • Bus service will generally range from 50 cents to $3 USD per person.
  • Buses tend to run from 6am to 8pm Monday to Saturday. Sundays are either going to be very limited or offer no service at all.
  • Buses might not pass through resort areas so be mindful of the bus stops.
  • Bus drivers can pick a traveler up randomly on the side of the road. Just make sure to wave it down to let the driver know!
  • Reliability varies a lot. Plan ahead.


I personally would not recommend this option but will put it out there as an option to consider. I found the locals in the Caribbean to be very friendly and open to helping travelers so hitchhiking to get around is a possibility.

In general, island hopping in the Caribbean can add up due to the limited transportation infrastructure. The fact that the Caribbean heavily caters to luxury travelers does not help either. However if you’re considering a trip on the budget-friendly side, try visiting fewer islands and instead, visit the larger ones which will still offer a wide range of activities and not break the bank. Jamaica and the Dominican Republic are perhaps the two most inexpensive destinations in the Caribbean.


About the Author: Cathy Ries is a luxury travel blogger. She aims to show the world how to work 60+ hours a week and travel the world in style as cost-efficiently as possible. Follow her adventures, hotel reviews, and travel tips on The Trekking Cat

Traveler. Dreamer. Cat lover. Wondering around the world with my backpack and my camera. Contributing to make the world a better place.


  1. Every time I read a travel blog my next holiday destination of choice changes! The Dominican Republic sounds like an absolute dream and who knew that there were so many ways to get around? Gorgeous Images! Thank you so much for sharing

    I’m really looking forward to your future posts! ^_^

  2. Thanks for sharing this Joanne, especially about the hitchhiking, my daughter and grandson are about to go out to St Vincent again, and I’ll be showing her this article so she can see how she can do more in the Caribbean

  3. Well, wouldn’t hiring a yacht just be a dream! It would be really pricey but i bet it’s an experience to remember! I think i would personally do the cruise, never been on a plane so i’m not sure how I would like it!

  4. Great tips for travelling to Caribbean. It’s a lovely place from the pictures, and it must be the same in real life. The blue waters is definitely something I adore.

  5. Imagine hiring your own yacht how beautiful would that be? I have always wanted to go to the Caribbean and its transport sounds similar to Madeira whose buses are variable in their reliability.

  6. Been wanting to explore the islands within the Caribbean. Its in my travel wish list; a cruise with my boys – best I guess as they love to island hop.

  7. Great tips! We went to St. Maarten for our honeymoon and hopped over to a few different smaller islands. Once by plane to Saba and then to two other smaller islands via Sailing! It was amazing!

  8. I would not hitchhike myself either. The Caribbean, a place I never been to. I would love to go there. By cruise or plane, both works for me. The blue colors and the amazing nature with good weather would be ideal!

  9. Thank you for sharing this! This is one of my dream destinations! If I have money, I’d choose cruises. Oh, how much i would love to visit this place. Also, it reminds me of the movie Pirates in the Carribean. Lol.

  10. Nice guide for the Caribbean. They’re a bit far from Europe, but I want definitely make a round: Jamaica, Dominican, Cuba. Great photos. It looks like an amazing trip.

  11. I’ve only visited Jamaica in the Caribbean. That’s where my mom is from . I know we looked into a boat to Cuba and it wasnt too expensive, but we never pulled the trigger. Beyond that, I’ve never considered going to any other islands from Jamaica. I will keep these ideas in mind next time we go!

  12. Oh my gosh , how stunning is all this ? I love that Yacht , I could picture myself for a week on that 🙂 That old car is cool . What a fantastic experience , getting a bit jealous here ! Great post , thanks a lot for sharing

  13. This is going to sound funny, I have heard of the Caribbean a famous place and all, it is only now I realized that it is a series of islands that I thought was accessible by ships, except for one flight to the capital… 🙂

  14. I will take the cruise, if ever I will be touring the Caribbean. If I will spend money, I might as well take time and enjoy the place. BTW, I liked the photo of the car, cute, haha!

  15. I also heard about the Carribean before, but I didn’t know that they were group of islands. All I know is that there was a cruise. Haha! This is a very helpful post for those planning to travel there because all transportation options were covered.

  16. I have a thing for beaches an islands. The Dominican Republican has been one of my top destination, so pretty there. The ferries are actually fun to travel. Thanks for sharing you travel experiences.

  17. Oh the lovely blue waters and sunshine in the Carribean! I guess the easiest way and what I would prefer is flying. Yacht would be nice too, but one can only dream. It’s great that you offered all the possible options in this post, as people have different preferences.

  18. Visiting the Caribbean is one of my dreams! I would love to take a cruise there. I think this is the easiest way to visit a lot of islands, without having to worry about transportation or where to stay. Should I decide to become more adventurous, I will follow your instructions and I will visit one of the low-budget islands, since I don’t have deep pockets – unless I win the lottery, then I will rent a yacht! 🙂 Thank you for all the valuable information! <3

  19. I’ve always wanted to visit the Caribbean since I know that the beaches there are wonderful. When I travel, I usually go by plane, but the cruise sounds really interesting! My aunt and uncle went to the Caribbean a few years back and they went on a cruise and loved it!! They say it’s a fulfilling experience that a typical airplane ride couldn’t give.

  20. I’m from the Caribbean, but I’ve only ever been to 2 countries there. I’d love to explore more places, and I’d probably choose the cruise method just because room and board are included.

  21. I will just charter a yacht! Lol! I can see how traveling through the islands is a bit more complicated than the mainland. I definitely wouldn’t try hitch hiking..that is just far too scary for me.

  22. I lived in FL for years and would fly to random islands all the time!!!! We would also go on cruises because of the resident discount! Definitely miss the travel part of living in FL!

  23. I just had a tour of the Caribbean at the comfort of my desk. Your photos are so lovely and they make me wanna do a style shoot there. This is one of the reasons why i ask God to make me rich. haha


  24. I love Cruising and Caribbean would be the best destination for it! It’s on my bucket list since so many years. All your pictures are amazing!

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