This post may contain affiliate links. This means that if you purchase something through this site I'll earn a small commission at no extra cost to you.
Searching for an affordable luxury Caribbean vacation? Here are essential tips and tricks to help you plan a luxury beach holiday on a budget.
Who doesn’t love beaches, palm trees and a never ending parade of seafood? When it comes to sky high prices, however, some of the excitement for a 5-star tropical vacation fizzles, so here are some tips and tricks for planning an affordable luxury Caribbean vacation.
My gorgeous friend, Francesca, in Cayo Ensenachos
Low season isn’t when you think
The Caribbean can be a great destination all year round, but summer isn’t always the best bargain. Summertime is when islanders, not to mention Europeans, have their holidays, so an August vacay to a 5-star Caribbean resort might not be quite the deal you were hoping for. On top of that a wealth of summer festivals can bump up prices.
Caribbean flower power
Hurricane season?
Fall hurricane season can be a great time to find cheap luxury vacations in the Caribbean, but, um, who wants to get caught in one? That said, I’ve had some stellar affordable beach holidays during September, October and November and didn’t get rained on at all.
If you’re worried, this might be a time to consider visiting an island outside the hurricane belt such as the ABC islands, Aruba, Bonaire and Curacao. Other islands outside the hurricane belt? Margarita Island (part of Venezuela) and Trinidad and Tobago.
Ahhhhh
The BEST time for an affordable luxury Caribbean vacation
In my humble opinion, December is a prime time to score some cheap luxury Caribbean deals. Just make sure you’re back before Christmas Day.
Example: My husband and I flew to Cuba on Dec 16th and returned in the early hours of Christmas Eve – if we’d left one day later our trip would have been $300 more per person, and if we could have started our vacation a day earlier we would have saved $200 more.
Green scene
The surprising high season time to score luxury Caribbean deals
January, too, often has a dip in prices. After the holiday season and before spring break there is some major travel fatigue going on. So if you want to escape the worst part of winter, check out prices just after the new year.
Pin me!
Choose the right island
If nothing but a 5-star hotel will do, but like most of us you’re on a budget, choose an affordable island. Generally Cuba (U.S. citizens excepted – for now) and the Dominican Republic are at the budget end of the spectrum for beach holidays, with Mexico and Jamaica close behind.
Travel tip: At the top end of luxury, St Bart’s and Anguilla are perennial favourites with celebrities. If a high-end island is your Caribbean dream trip look for smaller hotels or hotels not on the beach.
This could be you
When it comes to cheap Caribbean luxury, think All Inclusive
It’s true. All Inclusives can save you money by bundling air, hotel, transfers, activities, food and drink into one price – but if your image of All Inclusive resorts are bingo and booze, think again.
These days, many All Inclusive resorts have gone glam, tempting travellers with haute perks such as gourmet cuisine, elegant spas and designer cocktails.
Please don’t feed the fish
But! Beware when booking a luxury All Inclusive – is the cheapest always the best deal?
Before you press that buy button, take a closer look at what you’re paying for. When it comes to affordable luxury Caribbean vacations, the cheapest price isn’t always the best option.
Recently, I nearly booked a weeklong All Inclusive luxury vacation to the Caribbean on Expedia at an unbeatable price, then checked the flights. For that amazing price, the flights weren’t direct. If price had been more important than convenience I would have grabbed it, but for me, the direct flight trumped savings.
Iberostar Varadero
Sample affordable luxury with a Day Pass
Thanks to Michele Peterson, a beach and sun specialist over at ATasteforTravel.ca for this tip.
A Day Pass to an all-inclusive Caribbean resort costs a fraction of the $500 USD (and up) it can cost for an overnight room and you get to enjoy all the luxuries (minus a room of course) such as unlimited all-inclusive fine dining, cocktails and drinks, use of water sports equipment, swimming pools and loungers with towel service and access to some of the Caribbean’s most beautiful beaches.
Sandals Grande Antigua
When to opt for a resort Day Pass
Opt for a Day Pass if you’re on a cruise, have a long airport layover, want to check out a resort for a future stay or are staying at a cheaper resort down the road. A favourite? A Day Pass at the luxurious Sandals Grande Antigua Resort & Spa, located on Dickenson Bay. Read more at Michele’s Airport Survival Guide: Day Pass to Sandals Grande Antigua Resort.
Can you put a price on happiness? Sometimes!
When to opt for upgrades and when to save your money
Have you noticed it’s not enough to stay at a 5-star Caribbean resort anymore? So many properties now have exclusive resorts and sections within their main resort that the choices can be dizzying.
Generally speaking, upgrading brings additional perks and privileges such as free Wifi, exclusive restaurants, private beach sections, private pools, butler service and extra-luxe rooms.
The ultra luxe Grand Velas Riviera Maya
Do you need it?
Upgrades are wonderful additions to any tropical vacation. If you’re looking for affordable tropical luxury, however, either forgo the upgrade or think about booking the upgraded section of a 4-star resort rather than a 5-star.
Price it out: An upgraded section in a 4-star can be cheaper than the regular section at a 5-star – and you’ll still get that exclusive feel.
Travel tip: Resorts that aren’t full will sometimes offer special deals on upgrades once you arrive, such as 6 nights for the price of 5. Sadly, there’s no guarantee.
Happy travels!
It’s your vacation – make it work for you
Ultimately, it’s your holiday. Whether your idea of affordable luxury Caribbean style means Bulgari toiletries in your spacious villa with a private pool, or simply a comfy king bed, balcony with a view and a beach lounger by the pool, set your budget beforehand then choose the vacation that best suits you.
Read more: Head to my Caribbean page to read more Caribbean travel blog posts.
Lesley Peterson says
January 26, 2016 at 9:45 pmGreat tips (and dream-worthy pics), Carol! Good to know that some islands are outside the hurricane belt. That’s really need-to-know information in the fall.
Hanna says
January 26, 2016 at 8:27 amIt looks really beautiful! Usually I’m not focused on luxury travels but I wouldn’t mind staying in place like that :)
Vicky and Buddy says
January 25, 2016 at 7:22 pmWhat a great tip to try a Day Pass! I had no idea those even existed. For those on a budget, they seem like the perfect compromise. :)
Rosemary says
January 24, 2016 at 2:43 pmLove the day pass idea to “test out” different places. The pictures are beautiful and the resorts all look amazing! Thanks for sharing the great tips on affordable luxury travel.
Carol Perehudoff says
January 24, 2016 at 9:26 amYes, I have a number of Caribbean travel blog posts. There’s a link to my Caribbean travel page at the bottom of the article, Trisha.
Trisha Velarmino says
January 23, 2016 at 11:13 pmSummer season in that side of the world starts in December so I totally agree that January can be really expensive. However, like what you said, choosing the right island and crafting the trip according to your preference is still the best idea! Do you have a post about the islands you visited?
Carol Perehudoff says
January 23, 2016 at 10:12 pmYes, the Caribbean has beauty in spades, Melanie.
Brianna says
January 23, 2016 at 9:20 pmI’d never known about the day passes before, what a fabulous idea!
Melanie says
January 23, 2016 at 9:18 pmNever heard of the daypass! That’s a great idea. Any of these islands sounds like a dream! Must be so beautiful there.
Carol Perehudoff says
January 23, 2016 at 6:20 pmMy first trip to the Caribbean was to Barbados, Christopher, and it was gorgeous.
Christopher says
January 23, 2016 at 6:19 pmWhen I think of the Caribbean I think of Barbados, where my parents are from and it makes me want to go back to the beautiful beaches, weather, food and family…thanks ;)
Carol Perehudoff says
January 23, 2016 at 3:18 pmAgreed, Jackie. The Day Pass idea is a great tip – thanks or Michele.
Jackie Sills-Dellegrazie says
January 23, 2016 at 2:08 pmNever knew about day passes! That is an amazing tip to learn about. I can definitely see taking advantage of one of those. We don’t usually do all-inclusives but the few times we have, it’s so important to know what it includes. Sometimes it can seem like a great price and then you arrive and realize some essentials are not included!
Carol Perehudoff says
January 23, 2016 at 12:51 pmOh, have a great trip in Mexico, Carol
Carol Perehudoff says
January 23, 2016 at 12:51 pmI agree, Megan. I’m going to make more use of resort Day Passes.
Carol Perehudoff says
January 23, 2016 at 12:50 pmYes, even one day of luxury is sometimes nice, Hitch.
carolcolborn says
January 23, 2016 at 12:26 pmGreat tips! I will now look at early March for Cuba, Jamaica, and the Dominican Republic. Mexico is already covered! Thanks.
Megan says
January 23, 2016 at 11:51 amSome great tips. I had a great trip to Puerto Rico in November and we got some amazing deals for the trip and the weather was amazing. I didn’t know about the day pass option, that would actually be perfect for me. I don’t like doing all-inclusive for a whole trip but one lazy day at a resort is normally on my itinerary.
Hitch-Hikers Handbook says
January 23, 2016 at 11:20 amWe are not really luxury travellers, but the Day Pass sounds like an interesting option. You can have a snaky peak into all those all-inclusive resorts without having to pay for the room.
Lelde says
January 21, 2016 at 5:49 pmBut dont go if you are pregnant because Zika virus is an imminent threat resulting in tragic outcomes for babies.
Carol Perehudoff says
January 21, 2016 at 1:14 pmOh, I’m going to try that out in Thailand, Janice. I did it at a luxe hotel in New Delhi a few times. Such a great and decadent way to spend a hot afternoon.
Janice & George (@SandInSuitcase) says
January 21, 2016 at 12:56 pmThose day passes at a luxury beachfront hotel sound like a great idea :-). You can often get them elsewhere in the world too – like Thailand. Though often the luxury hotels won’t advertise them (they don’t want TOO many people who are non-paying guests frolicking the paying overnight guests). Great tips here!