$103 Find Cheap Flights from Richmond to Caribbean Islands

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Richmond to Caribbean Islands departing on 2/15. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Richmond to Caribbean Islands.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Richmond to Caribbean Islands.
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Cheap Flights from Richmond to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$308
Santo Domingo
Santo Domingo1 stop$319
Montego Bay
Montego Bay1 stop$308
Oranjestad
Oranjestad1 stop$330
Nassau
Nassau1 stop$304
Kingston
Kingston1 stop$374
Simpson Bay
Simpson Bay1 stop$271
Providenciales
Providenciales1 stop$363
Port of Spain
Port of Spain2 stops$547
Bridgetown
Bridgetown1 stop$582
George Town
George Town1 stop$287
Willemstad
Willemstad1 stop$590
St. John's
St. John's1 stop$601
Puerto Plata
Puerto Plata1 stop$532
Aguadilla
Aguadilla1 stop$281
Punta Cana
Punta Cana1 stop$308
Santo Domingo
Santo Domingo1 stop$319
Montego Bay
Montego Bay1 stop$308
Oranjestad
Oranjestad1 stop$330
Nassau
Nassau1 stop$304
Kingston
Kingston1 stop$374
Simpson Bay
Simpson Bay1 stop$271
Providenciales
Providenciales1 stop$363
Port of Spain
Port of Spain2 stops$547
Bridgetown
Bridgetown1 stop$582
George Town
George Town1 stop$287
Willemstad
Willemstad1 stop$590
St. John's
St. John's1 stop$601
Puerto Plata
Puerto Plata1 stop$532
Aguadilla
Aguadilla1 stop$281

Book Cheap Richmond to Caribbean Islands Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Richmond to Caribbean Islands that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Richmond to Caribbean Islands

Fri, Jan 30 - Sat, Feb 7
Multiple Airlines Logo
12:50 pm - 9:47 am
RIC
-
SJU
19h 57m
1 stop
Multiple Airlines Logo
11:49 am - 10:04 pm
SJU
-
RIC
11h 15m
2 stops
$241Multiple Airlines
Mon, Feb 2 - Thu, Feb 5
Spirit Airlines Logo
8:17 am - 4:22 pm
RIC
-
SJU
31h 05m
3 stops
Spirit Airlines Logo
6:00 am - 11:55 am
SJU
-
RIC
6h 55m
1 stop
$243Spirit Airlines
Sun, Feb 1 - Thu, Feb 5
United Airlines Logo
8:00 am - 10:22 pm
RIC
-
SJU
13h 22m
2 stops
United Airlines Logo
2:15 pm - 8:28 pm
SJU
-
RIC
7h 13m
1 stop
$246United Airlines
Sat, Mar 21 - Tue, Mar 24
JetBlue Logo
7:30 am - 2:09 pm
RIC
-
SJU
6h 39m
1 stop
JetBlue Logo
3:19 pm - 11:18 pm
SJU
-
RIC
7h 59m
1 stop
$247JetBlue
Tue, Feb 17 - Fri, Feb 20
American Airlines Logo
6:15 am - 2:16 pm
RIC
-
SXM
7h 01m
1 stop
American Airlines Logo
5:01 pm - 9:33 am
SXM
-
RIC
17h 32m
1 stop
$271American Airlines
Thu, Feb 19 - Tue, Feb 24
American Airlines Logo
5:01 pm - 12:29 pm
RIC
-
SXM
18h 28m
2 stops
American Airlines Logo
3:17 pm - 9:50 am
SXM
-
RIC
19h 33m
2 stops
$276American Airlines
Tue, Feb 3 - Sat, Feb 7
United Airlines Logo
6:00 am - 1:50 pm
RIC
-
SXM
6h 50m
1 stop
United Airlines Logo
5:00 pm - 11:14 pm
SXM
-
RIC
7h 14m
1 stop
$285United Airlines
Mon, Feb 23 - Sat, Feb 28
JetBlue Logo
6:25 am - 4:59 pm
RIC
-
NAS
10h 34m
1 stop
JetBlue Logo
5:32 pm - 10:57 pm
NAS
-
RIC
5h 25m
1 stop
$304JetBlue
Fri, Feb 27 - Thu, Mar 5
Delta Logo
7:00 am - 5:02 pm
RIC
-
NAS
10h 02m
1 stop
Delta Logo
6:27 pm - 12:27 am
NAS
-
RIC
6h 00m
1 stop
$318Delta
Tue, Feb 24 - Tue, Mar 3
Delta Logo
5:40 am - 12:53 pm
RIC
-
MBJ
7h 13m
1 stop
Delta Logo
2:19 pm - 9:08 pm
MBJ
-
RIC
6h 49m
1 stop
$332Delta
Booking Insights

KAYAK's insights & trends for Richmond to Caribbean Islands flights

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

What is the cheapest Richmond to Caribbean Islands flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Caribbean Islands from Richmond found in the last 72 hours was to San Juan, at $245 round-trip. The most popular route is from Richmond (RIC) to San Juan Luis Munoz Marin Intl Airport (SJU), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $245.

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

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $328, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Richmond to Caribbean Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Richmond to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Richmond to Caribbean Islands is October, when tickets cost $322 (return) on average. On the other hand, the most expensive months are December and July, when the average cost of round-trip tickets is $491 and $475 respectively.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Richmond to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Richmond to Caribbean Islands, you should book around 2 weeks before departure, which saves you about 11% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 10 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$103
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 12% increase in price.
Flight from Richmond to San Juan

FAQs - booking Caribbean Islands flights

  • How does KAYAK find such low prices on flights from Richmond 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 Richmond to Caribbean Islands.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Richmond 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 Richmond 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 Richmond 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 Richmond 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 Richmond to Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Caribbean Islands?

    The cheapest time of day to fly to Caribbean Islands is generally in the afternoon, when round-trip flights cost $423 on average. The most expensive time of day to fly to Caribbean Islands is generally in the morning, which is peak travel time and where the average cost of a ticket is $1,627.

Reviews of the top 5 airlines serving from Richmond to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Richmond to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Richmond 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
DeltaOverall score based on 8066 reviews
8.5Crew
7.8Entertainment
7.2Food
8.1Boarding
7.9Comfort
Airline reviews

No in flight service, no explanation - FC got service, C+ did not, unsure about Economy. No turbulence to speak of, so I guess another way to cut cost, or promote health and well being of Delta employees? Also, boarding in MEM combined zones, and with overhead space already full on both flights after Zone 2/ Diamond, presents a huge challenge to find a space for a bag. Delta, other than point A to B, is no longer reasonable to fly - very poor experiences, not even taking into account the chastising at the gate and rude crews, across the board.

4.0 OkayUros, Jan 2026
MEM - ATL
Read more Delta reviews

No in flight service, no explanation - FC got service, C+ did not, unsure about Economy. No turbulence to speak of, so I guess another way to cut cost, or promote health and well being of Delta employees? Also, boarding in MEM combined zones, and with overhead space already full on both flights after Zone 2/ Diamond, presents a huge challenge to find a space for a bag. Delta, other than point A to B, is no longer reasonable to fly - very poor experiences, not even taking into account the chastising at the gate and rude crews, across the board.

It would have been better if the flight wasn't delayed by 2.5 hours

Delta’s staff is unmatched. From the gate agents, to the pilots, to the flight attendants… all top of the industry.

Delta flight Delay for ,more that two hours i.e original flight was 6.30 PM and it starts at 8.45 PM, When we connect Delta team for meal vouchers as it is late arrival in designation,But we did not get it as per delta policy , which is not good for mid night arrival,

Inexperienced boarding crew allowed too many bags on to a full flight and delayed takeoff causing a missed connection and unplanned overnight stay. There was a hotel at the airport but Delta would not pay for it offering only to shuttle me to an area hotel. Never even offerred so much as an apology by anyone working for Delta.

Staff was great! Kind and cordial! Middle seat row 28 seat B has a hump in it. Trays were getting stuck when putting down and up. Good flight

Departure was delayed resulting in me missing my connection. Delta did not autimatically find me another flight.

The seats weren’t reclining even though it wasn’t as exit seat

It was good because we traveled without luggage, carry on only.

I usually get upgraded so my experience is usually amazing. I did not get upgraded this time - which was fine - but the wifi had issues, the monitors were going in & out, & (though not Delta's fault) one of the gentlemen next to me desperately needed a shower.

Food should be changed in menu Many muslims travels in this airlime they need to add one Halal meal

Delayed, toilets did not flush, pilot parked to far away from Gate

Was happy we finally got upgraded in 1st class. The seat getting old. The cushiness need some improvement.

Yet another flight in which beverage and snack service was skipped. Other that that, firmly mediocre. Landed early, to gate late due to congestion at the gates. Airline's fault or airports fault: unknown.

Ineffective communication with United resulted in lost baggage. Their Baggage Tracing counter at MUC was shut down from 11:00-14:15 on my arrival. Undertrained, underinformed staff had me Running all over MUC to find someone to help me to no avail. Staff was rude, unhelpful, and unable to effectively use the systems they did have operational. They refused to contact United in any way or provide any accommodation or other resources while I waited for my luggage. This has destroyed my downstream itinerary. If they had even the slightest visibility I may have been able to reschedule/plan, but again, their staff provided nothing, and did nothing more than their website, which doesn’t even work on a standard phone browser. Miserable failure at all levels that weren’t associated with the operation of the aircraft.

Miserable. They moved my seat, but canceled the next leg of my flight. I resolved the issue at my transfer, but that resulted in lost luggage that has taken days off my schedule with no resolution. Worse, they fail to interface effectively with Lufthansa, forcing me to bounce between two equally useless help desks. The apps are unable to handle the situation, the bag dropped off the tracker, and while the call centers are polite, they do not provide written information to assist with cross-airline communication.

left on time, reasonable boarding process arrived early luggage came out quickly

I like flying first class, and United has a nice one

Teeny tiny bathrooms, crew was not realistic about when we'd arrive.

Check-in, boarding and the flight from Phoenix to Houston was quick and easy. The flight from Houston to Shreveport was delayed 5 hours. It was frustrating but I think United handled it the best they could.

The seat cushions were very worn so they were extremely uncomfortable.

Delayed, no updates, had a rewards number but was not working

The seats from lax to DFW was so tight that I could not move my legs . No WiFi and had to pay . Not a good selection of entertainment

AA should improve their in air internet & entertainment options. Seems unreasonable to charge $20/hr and should have some form of free connections. The entertainment options are also pretty limited, movies are outdated and the series only show 3-5 episodes.

The professionals have excellent customer service, the seats don´t have enough space.

We were upgraded to First Class and it was a great flight

Amazing I love American. I’ll never fly anyone else if I can help it.

I love American. I’ll never fly anyone else if I can help it.

Flight delay and multiple gate changes including a change near boarding time to another terminal, which in DFW is a pain. Pre-boarding delay and also a further delay on the ground after boarding. About an hour and a half total delay.

On the plus side, crew was attentive, drinks were cold, and in-flight entertainment selection was better than some other airlines. On the negative aide, Plane was delayed almost an hour, either no announcements from the gate crew. Biscoff cookies are gross, appreciate airlines that give a choice. Also, crew had no personality or enthusiasm at all.

Horribly rude check in at airport, worst in 25 years of flying. All over a simple issue they could have googled to resolve.

First time flying with JetBlue and never again. I went to the counter to request meet and assist because I'm 74 and my wife is 79. I walk with a cane and my wife is handicapped and has her own wheel chair. I told the agent that my wife and luggage was at the entrance door. The ticketing agent said to me that they don't offer meet and assist. I need to bring them our luggage and then go back and get my wife in order to get my boarding pass. As I went back to get my luggage a Southwest agent along with a TSA agent recognized the situation and came over and took my wife and luggage to the JetBlue ticketing counter alongside the line and told the JetBlue agent to issue to take our luggage as soon as they could.

Flight was fine, price was good but food onboard was abysmal. I was on there for breakfast and lunch and dinner 845am EST to 845pm GMT and all I got was a yoghurt parfait, fruit and a piece of cake. Later snacks included an ice-cream brownie and a pizza twist. I was hungry by the time I landed and the airport amenities were closed. Not happy.

1) No pilot available for 1 hour 2) no room for most passengers careyon in overhead—-> stowed below 3) when we landed we had to wait 45 min. Before docking at gate as gate was not ready

Good. No issues except a slight delay. Crew came in late.

Not a pleasant experience, service was poor. Didn't like it

It was good. I prefer JB over other airlines.I just wish we had headphones for the films, but other than that - good.

The ride share experience in JFK is terrible. After traveling on a flight, then you need to take a subway to the last stop to get an uber or lyft. Unacceptable. Bad job JetBlue for permitting JFK and Port Authority to do this to your passengers.

Checking In on JetBlue site was impossible. It hung up on REAL ID. Even my Global Entry did not help. Luckily, on Kayak site it was a breeze. Entire flight the temperature was COLD! Otherwise the crew was great!

The flight was two hours late due to a computer fault and resulting maintenance. Nothing was offered as compensation beyond bottles of water during the time we were deplaned and waiting in the terminal.

I know Spirit gets a lot of criticism, but I've taken three flights recently and all were very good, and tremendous value. On my most recent one, they randomly assigned me to a very comfortable exit row seat! The flight was on time and the boarding process was smooth, and the crew was friendly. No complaints!

My experience with spirit was horrible I had to spend a extra $100 to check in my bag when I already purchased my ticket even when I got to my gate to get my seat the attendant didnt say anything until I was boarding the plane..also to make matters worst I been flying from Florida to New york and Florida to Atlanta often this was my 4th trip to Atlanta with the same bag and never had this problem till yesterday so im extremely upset and I wasnt even giving a reason for the change the attendant just gave a attitude and wouldn't answer me at all

Paid for wifi the day before but wifi was unavailable on flight.

Flight was not on time and it was very annoying flight. Keep changing gates.

Liked early boarding for disabled customers. Seat comfort could have been better, would have appreciated an empty seat between my wife and I since I suffer from arthritis, neuropathy, and spinal stenosis. Also aisle seat armrest was immobile and this made it difficult to get into and out of my seat during the flight

The flights were very uncomfortable the seats don't have much leg room at all and they are pretty hard as well.

It was delayed but the landing was the smoothest in a while that I’ve had.

Second time in 3 days I walked off the plane late. This time - almost an hour.

Everything went well. The flight was slightly delayed however we landed on time.

I've flown two Spirit flights recently - boarding for one was somewhat chaotic, with the board listing the wrong flight and causing much confusion; boarding for the other was very smooth and easy. My seat (for which I did not pay extra) was a bit narrow and without great legroom, but it was fine for a NY-Florida trip and was more than worth the low price I paid. The crew was friendly and one flight landed early and the other was only very slightly delayed. All in all a very good experience.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports