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Cheap Flights from Grand Rapids to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Punta Cana
Punta Cana1 stop$505
Santo Domingo
Santo Domingo1 stop$660
Montego Bay
Montego Bay1 stop$523
Oranjestad
Oranjestad1 stop$624
Nassau
Nassau1 stop$574
Kingston
Kingston2 stops$951
Simpson Bay
Simpson Bay1 stop$569
Providenciales
Providenciales1 stop$537
Bridgetown
Bridgetown2 stops$685
George Town
George Town1 stop$482
Willemstad
Willemstad2 stops$675
Puerto Plata
Puerto Plata1 stop$650
Punta Cana
Punta Cana1 stop$505
Santo Domingo
Santo Domingo1 stop$660
Montego Bay
Montego Bay1 stop$523
Oranjestad
Oranjestad1 stop$624
Nassau
Nassau1 stop$574
Kingston
Kingston2 stops$951
Simpson Bay
Simpson Bay1 stop$569
Providenciales
Providenciales1 stop$537
Bridgetown
Bridgetown2 stops$685
George Town
George Town1 stop$482
Willemstad
Willemstad2 stops$675
Puerto Plata
Puerto Plata1 stop$650
Booking Insights

KAYAK's insights & trends for Grand Rapids to Caribbean Islands flights

Get data-powered insights and trends into flights from Grand Rapids to Caribbean Islands to help you find the cheapest flights, the best time to fly and much more.

Can I save money by flying with a layover from Grand Rapids to Caribbean Islands?

No, with an average price for the route of $389, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Grand Rapids to Caribbean Islands?

The cheapest month for flights from Grand Rapids to Caribbean Islands is January, when tickets cost $581 (return) on average. On the other hand, the most expensive months are April and June, when the average cost of round-trip tickets is $756 and $753 respectively.

How far in advance should I book a flight from Grand Rapids to Caribbean Islands?

To get a below average price on the flight from Grand Rapids to Caribbean Islands, you should book around 2 weeks before departure, which saves you about 24% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 24 weeks before departure.

Good to know

Low season

September
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly and prices are also 4% lower on average.

FAQs - booking Caribbean Islands flights

  • How does KAYAK find such low prices on flights from Grand Rapids to Caribbean Islands?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Grand Rapids to Caribbean Islands.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Grand Rapids to Caribbean Islands?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Grand Rapids to Caribbean Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Grand Rapids to Caribbean Islands?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Grand Rapids to Caribbean Islands with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Grand Rapids to Caribbean Islands?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Grand Rapids to Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 4 airlines serving from Grand Rapids to Caribbean Islands

 
Need help choosing which airline to fly with from Grand Rapids to Caribbean Islands? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
SouthwestOverall score based on 4217 reviews
8.1Boarding
8.6Crew
7.4Entertainment
8.0Comfort
7.0Food
Airline reviews

Flight was delayed about 50 minutes and completely full. they did the usual demand for people to check carry-ons. they called all groups to board very fast only to stand in the gangway after having boarding passes scanned. Why don't airlines board from the back to front - since they now have assigned seats? our stewardess got drink orders confused, so she just called out "cranberry". etc.,.. I wish they wouldn't serve pretzels snacks with a powdered coating, as it sticks to your hands and they don't have wet wipes. don't want to lick my fingers after hanging out in the terminal for over an hour.

8.0 ExcellentLinda, Oct 2026
Read more Southwest reviews

Flight was delayed about 50 minutes and completely full. they did the usual demand for people to check carry-ons. they called all groups to board very fast only to stand in the gangway after having boarding passes scanned. Why don't airlines board from the back to front - since they now have assigned seats? our stewardess got drink orders confused, so she just called out "cranberry". etc.,.. I wish they wouldn't serve pretzels snacks with a powdered coating, as it sticks to your hands and they don't have wet wipes. don't want to lick my fingers after hanging out in the terminal for over an hour.

Delayed over 3 hours, extremely rough landing on all four flights. Would not recommend

Boarding, crew and inflight entertainment was great. Could have better food options for a long flight. Paid money and got a seat with extra leg space but was asked to keep my carry on under the seat in front of me which defeats the purpose of buying a extra space seat.

On time departure and arrival. Had to be the oldest plane in the SWA fleet but it got me where I needed to be.

Flight was delayed out of BWI unexpectedly / without a reason given but otherwise ok.

I got a bit sick on the flight, and was so grateful when the male flight attendant explained to me they keep the back row open for cases like mine. He took such great care of me! I was incredibly grateful.

Friendly crew. Snacks were carb-heavy. Flight was quite delaye

Fairly good - the seats seemed more comfortable on this flight. The staff out of Detroit were quite friendly. But they directed us to the wrong carousel for luggage. :(

Southwest's seats are the least comfortable I have ever sat in.

Southwest is a discount airline. I get it. You take the (usually) good pricing with the bad (cramped). But Southwest is becoming more and more like the cut-rate airlines *cough* Spirit *cough*. It used to actually be a fun experience. e.g. paying for WiFi is bad enough - having to pay for it on each leg of a flight is ridiculous. Yes, I've seen your numbers that it only "impacts a small percentage", but you and I both know that is misleading at best. While I used to try to fly SW exclusively when flying domestically, now I'll look elsewhere very frequently and price being equal (or close) I'm going to the other carriers.

The main issue was the quantity of the drink. The hostess gave only half cup full of the soft drink. I was thirsty and was expecting full glass like every other time.

attendents were rude and the boarding was disjointed and poor

The trip to Harrisburg from Detroit was extremely uncomfortable because of heat

Great quik boarding, friendly gate agent and crew. Let early

We sat at the gate for over 30 minutes, with no indication as to why

All was fine. Small plane so no food or entertainment.

Very aggressive at the boarding area of only allowing one person passed a line/ sign

Delayed 7 hours Crew and employees were nice Extra long flight but at least we got in

I love how the flight crews are now saying what the weather will be like, when we can expect to be able to get up and use the restrooms etc. I have to say also that our flight crews this trip were incredible - fast and courteous - and somehow managed to do the service even on these short flights with a few bumps. The only reason for an ok rating on entertainment was because these short flights are on planes without seatback displays but that's ok because I just download shows on my iPhone beforehand.

No wheel chair as requested at Atlanta arrival on first flight.

It was good flight was smooth, little cold on the plane but other wise good.

I need to note that this flight experience was generally fine but the boarding situation was absolutely a mess and there wasn’t any actual priority boarding. I rated the experience poorly because I’m am genuinely so frustrated with the crew on United taking the baggage space in first class. This flight it didn’t happen, but the last few flights (when I ironically don’t get an opportunity to provide feedback) have been spoiled because upon entering the first class cabin as one of the first few seated passengers, the overhead bins are full and ‘crew’’ tags are on the bags of those taking space. I don’t intend to infer some sort of a class or caste system but it’s absolutely ridiculous that the crew takes the overhead storage above and beyond their most loyal and lucrative customers. They should not even have economy space IMO. And I’ve gotten grief when I’ve noted to the crew the ridiculousness of the notion that the crew (who are the last off the plane) should have priority over flyers who pay. I hope you find a way to convey this message to United because it’s happening with increasing frequency and I intend to find a way to expose the specific crew members who are doing this on a flight by flight basis. (And I have a day job)

Great flight and crew. Need more legroom and DO NOT allow seats to recline.

This flight is a quick way to get to Chicago, but a bit expensive.

We got delayed three hours and nobody thought to have the bathroom fixed while we were sitting waiting to board? took a full hour to have maintenance come and check it off. Had to shut the bathroom down twice so that the pilots could go to the bathroom. Everyone missed their connections.

Not good - outbound flight was delayed and missed my connection even though I got to the gate after running through the airport - the agent would not let me on because the door was closed (flight had not left). There was no notification from United - overall experience was very disappointing. Additionally, I was downgraded from first class to coach on the alternative flight

I liked that the flight was nonstop from ORD to CIU for $200 round trip.

Some sort of compensation for missing work because of a cancelled flight that was United’s fault

I was told we'd have a hot breakfast option in first class, so I chose not get a hot breakfast. It was a very strange meal, but the fresh fruit was very good quality. Service was excellent from ORD to ELP. No service from MBS to ORD, not even water. However, when flying American from FNT to ORD, which is a shorter flight, they at least pass out snacks and offer water.

Staff friendly and app worked really well. Modest delays were frustrating

The flight from Chicago to Orlando was delayed inordinately. My whole journey from Lansing to MCO took 9.5 hours is just annoying and frustrating. We can understand the delays may be beyond their control, but overall the journey was so much waiting until reached to MCO. This is NOT the first time for me - but at least 80% of the time in this route. I barely remember reaching places on time.

I sat in seat 22D near the back right of the plane. My phone battery was getting low, so I plugged my charger into the power outlets below the seats in front of me. They did not work. When I asked the flight attendant whether this was the case for the whole plane he said, "No. It's only this one. It hasn't worked for months". This should be noted to whomever services this plane so that maintenance can fix this for future passengers. I was on Flight AA5614 from Grand Rapids to Philadelphia on Wednesday, September 23, 2026.

The passenger in front of of me reclined their seat back all the way the entire flight. Their headrest was in my face the entire flight! I barely had room for the little plastic cup of water to fit on my tray table; can you make the seats and space between the rows any smaller??? You can’t even get up to use the restroom! Worst flight I’ve had in a very long time!

I was on a small regional flight from Detroit to Philadelphia. When we landed the outside cruise needed to turn something off with the engine, which took quite a long time. Then, when they allowed us to get off the plane it was outside. They took their time, unloading all the luggage and waited till they unloaded all the luggage before they brought it over to us. It was 9 o’clock at night freezing cold out, and there was no proactive hustle to try to get people their luggage. It was really one of the worst experiences I think I’ve ever had with American until a manager came over. I don’t think they were going to even consider pulling the luggage over to the people that had been waiting outside for at least 10 minutes in the freezing cold.

They should have allowed for extra time to de-ice the plane before boarding passengers. This delayed us about 10-15 mins after we boarded. Overall experience was fine. Crew was friendly and on top of everything. We didn’t have any issues during the flight.

Everything was excellent. I loved my flight Thank you so much 😊

I wish the indicator on the side of each row was easier to decipher regarding which seat was the window, middle and row seat. Otherwise, no complains.

Turbulence was bad and flight attendants gossiped about going to the bar and dating. Could have better awareness.

First of all the check in was terrible . No customer service treated us like we are lucky to fly on American . And kayak never notified us of flight changes , I think we got a text at 3 in the morning before our flight . Charges for seats and luggage ! Really flying is just plain stressful .

Mas información, nos quedamos parado en el avión media hora

More options for your flight to Caribbean Islands

Complete your trip to Caribbean Islands with a hotel stay or car rental