
Flight Deals from Boston to Caribbean from $303
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... and +100s more
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Top Deals on flights from Boston to Panama City
Boston, US (BOS) - Panama City, PA (PTY)

Oct 31
Oct 31

Nov 7
Nov 7
as low as
$644
Boston, US (BOS) - Panama City, PA (PTY)

Oct 21
Oct 21

Oct 28
Oct 29
as low as
$644
Boston, US (BOS) - Panama City, PA (PTY)

Oct 22
Oct 22

Oct 28
Oct 28
as low as
$644
Boston, US (BOS) - Panama City, PA (PTY)

Oct 29
Oct 29

Nov 3
Nov 3
as low as
$644
Boston, US (BOS) - Panama City, PA (PTY)

Oct 20
Oct 20

Oct 27
Oct 28
as low as
$648
Boston, US (BOS) - Panama City, PA (PTY)

Oct 20
Oct 20

Oct 27
Oct 27
as low as
$648
Boston, US (BOS) - Panama City, PA (PTY)

Oct 27
Oct 27

Nov 4
Nov 5
as low as
$648
Boston, US (BOS) - Panama City, PA (PTY)

Oct 29
Oct 29

Nov 3
Nov 3
as low as
$648
Boston, US (BOS) - Panama City, PA (PTY)

Oct 28
Oct 29

Nov 5
Nov 6
as low as
$710
Boston, US (BOS) - Panama City, PA (PTY)

Oct 20
Oct 20

Oct 27
Oct 28
as low as
$719
Boston, US (BOS) - Panama City, PA (PTY)

Oct 22
Oct 22

Oct 28
Oct 29
as low as
$768
Boston, US (BOS) - Panama City, PA (PTY)

Oct 20
Oct 20

Oct 27
Oct 28
as low as
$768
Top Deals on flights from Boston to San Salvador
Boston, US (BOS) - San Salvador, SV (SAL)

Sep 24
Sep 25

Sep 28
Sep 28
as low as
$411
Boston, US (BOS) - San Salvador, SV (SAL)

Jul 20
Jul 20

Jul 25
Jul 25
as low as
$452
Boston, US (BOS) - San Salvador, SV (SAL)

Nov 14
Nov 14

Nov 25
Nov 25
as low as
$549
Boston, US (BOS) - San Salvador, SV (SAL)

Nov 11
Nov 11

Nov 25
Nov 25
as low as
$589
Boston, US (BOS) - San Salvador, SV (SAL)

May 16
May 17

May 17
May 18
as low as
$646
Top Deals on flights from Boston to Bridgetown
Boston, US (BOS) - Bridgetown, BB (BGI)

Nov 14
Nov 14

Nov 25
Nov 26
as low as
$303
Boston, US (BOS) - Bridgetown, BB (BGI)

Sep 12
Sep 13

Sep 19
Sep 20
as low as
$424
Boston, US (BOS) - Bridgetown, BB (BGI)

May 20
May 20

Jun 30
Jul 1
as low as
$522
Boston, US (BOS) - Bridgetown, BB (BGI)

Nov 11
Nov 12

Nov 25
Nov 26
as low as
$591
Boston, US (BOS) - Bridgetown, BB (BGI)

Nov 12
Nov 13

Nov 25
Nov 26
as low as
$631
Boston, US (BOS) - Bridgetown, BB (BGI)

Nov 16
Nov 17

Nov 23
Nov 24
as low as
$1888
Boston, US (BOS) - Bridgetown, BB (BGI)

Sep 12
Sep 13

Sep 19
Sep 20
as low as
$2009
Boston, US (BOS) - Bridgetown, BB (BGI)

Nov 11
Nov 12

Nov 25
Nov 26
as low as
$8220
Top Deals on flights from Boston to Punta Cana
Boston, US (BOS) - Punta Cana, DO (PUJ)

May 18
May 18

May 19
May 19
as low as
$308
Boston, US (BOS) - Punta Cana, DO (PUJ)

May 5
May 5

May 12
May 12
as low as
$323
Boston, US (BOS) - Punta Cana, DO (PUJ)

Jun 8
Jun 8

Jun 17
Jun 18
as low as
$323
Boston, US (BOS) - Punta Cana, DO (PUJ)

May 6
May 7

May 13
May 14
as low as
$454
Boston, US (BOS) - Punta Cana, DO (PUJ)

May 11
May 11

May 16
May 16
as low as
$473
Boston, US (BOS) - Punta Cana, DO (PUJ)

Aug 28
Aug 28

Sep 3
Sep 3
as low as
$512
Boston, US (BOS) - Punta Cana, DO (PUJ)

Aug 4
Aug 4

Aug 9
Aug 10
as low as
$527
Boston, US (BOS) - Punta Cana, DO (PUJ)

Aug 3
Aug 3

Aug 8
Aug 9
as low as
$643
Boston, US (BOS) - Punta Cana, DO (PUJ)

May 8
May 9

May 15
May 15
as low as
$645
Boston, US (BOS) - Punta Cana, DO (PUJ)

Aug 3
Aug 4

Aug 8
Aug 9
as low as
$651
Boston, US (BOS) - Punta Cana, DO (PUJ)

Jun 18
Jun 18

Jun 22
Jun 22
as low as
$661
Boston, US (BOS) - Punta Cana, DO (PUJ)

Jun 18
Jun 18

Jun 22
Jun 22
as low as
$663
Top Deals on flights from Boston to San Juan
Boston, US (BOS) - San Juan, PR (SJU)

Nov 14
Nov 14

Nov 20
Nov 20
as low as
$303
Boston, US (BOS) - San Juan, PR (SJU)

Jul 7
Jul 8

Jul 14
Jul 15
as low as
$387
Boston, US (BOS) - San Juan, PR (SJU)

May 11
May 11

May 15
May 15
as low as
$402
Boston, US (BOS) - San Juan, PR (SJU)

Jun 22
Jun 22

Jun 26
Jun 26
as low as
$427
Boston, US (BOS) - San Juan, PR (SJU)

May 28
May 28

Jun 4
Jun 4
as low as
$449
Boston, US (BOS) - San Juan, PR (SJU)

Apr 26
Apr 26

May 2
May 2
as low as
$469
Top Deals on flights from Boston to Beacon Hill
Boston, US (BOS) - Beacon Hill, SX (SXM)

Jul 28
Jul 29

Aug 3
Aug 4
as low as
$356
Boston, US (BOS) - Beacon Hill, SX (SXM)

May 12
May 12

May 21
May 21
as low as
$396
Boston, US (BOS) - Beacon Hill, SX (SXM)

Aug 29
Aug 29

Sep 5
Sep 5
as low as
$435
Boston, US (BOS) - Beacon Hill, SX (SXM)

May 23
May 23

May 30
May 31
as low as
$530
Boston, US (BOS) - Beacon Hill, SX (SXM)

Nov 12
Nov 13

Nov 25
Nov 25
as low as
$544
Boston, US (BOS) - Beacon Hill, SX (SXM)

Dec 18
Dec 18

Dec 28
Dec 28
as low as
$696
Top Deals on flights from Boston to Santo Domingo
Boston, US (BOS) - Santo Domingo, DO (SDQ)

Jun 3
Jun 3

Jun 10
Jun 10
as low as
$316
Boston, US (BOS) - Santo Domingo, DO (SDQ)

Nov 11
Nov 11

Nov 25
Nov 26
as low as
$321
Boston, US (BOS) - Santo Domingo, DO (SDQ)

Jun 3
Jun 3

Jun 10
Jun 10
as low as
$384
Boston, US (BOS) - Santo Domingo, DO (SDQ)

Jun 1
Jun 2

Jun 7
Jun 7
as low as
$434
Boston, US (BOS) - Santo Domingo, DO (SDQ)

Apr 24
Apr 25

Apr 27
Apr 27
as low as
$520
Boston, US (BOS) - Santo Domingo, DO (SDQ)

Nov 10
Nov 11

Nov 25
Nov 25
as low as
$535
Boston, US (BOS) - Santo Domingo, DO (SDQ)

Jun 3
Jun 4

Jun 10
Jun 10
as low as
$538
Boston, US (BOS) - Santo Domingo, DO (SDQ)

Aug 4
Aug 4

Aug 15
Aug 16
as low as
$639
Boston, US (BOS) - Santo Domingo, DO (SDQ)

Aug 4
Aug 4

Aug 15
Aug 16
as low as
$643
Boston, US (BOS) - Santo Domingo, DO (SDQ)

Aug 1
Aug 1

Aug 13
Aug 13
as low as
$723
Boston, US (BOS) - Santo Domingo, DO (SDQ)

Aug 4
Aug 5

Aug 15
Aug 16
as low as
$864
Boston, US (BOS) - Santo Domingo, DO (SDQ)

Dec 17
Dec 17

Jan 1
Jan 2
as low as
$876
Top Deals on flights from Boston to Curacao Island
Boston, US (BOS) - Curacao Island, CW (CUR)

Nov 11
Nov 11

Nov 25
Nov 26
as low as
$429
Boston, US (BOS) - Curacao Island, CW (CUR)

May 26
May 27

May 28
May 28
as low as
$437
Boston, US (BOS) - Curacao Island, CW (CUR)

Sep 5
Sep 5

Sep 12
Sep 13
as low as
$478
Boston, US (BOS) - Curacao Island, CW (CUR)

Nov 14
Nov 15

Nov 25
Nov 25
as low as
$489
Boston, US (BOS) - Curacao Island, CW (CUR)

Nov 10
Nov 11

Nov 25
Nov 26
as low as
$541
Boston, US (BOS) - Curacao Island, CW (CUR)

Nov 11
Nov 11

Nov 25
Nov 26
as low as
$628
Boston, US (BOS) - Curacao Island, CW (CUR)

Nov 11
Nov 12

Nov 25
Nov 26
as low as
$955
Boston, US (BOS) - Curacao Island, CW (CUR)

Nov 11
Nov 11

Nov 25
Nov 26
as low as
$1070
Boston, US (BOS) - Curacao Island, CW (CUR)

Nov 11
Nov 11

Nov 25
Nov 26
as low as
$1286
Top Deals on flights from Boston to San Jose
Boston, US (BOS) - San Jose, CR (SJO)

May 18
May 18

May 29
May 29
as low as
$318
Boston, US (BOS) - San Jose, CR (SJO)

Jun 1
Jun 2

Jun 24
Jun 24
as low as
$365
Boston, US (BOS) - San Jose, CR (SJO)

Nov 11
Nov 11

Nov 25
Nov 25
as low as
$366
Boston, US (BOS) - San Jose, CR (SJO)

Aug 17
Aug 18

Aug 24
Aug 25
as low as
$412
Boston, US (BOS) - San Jose, CR (SJO)

Nov 11
Nov 11

Nov 25
Nov 25
as low as
$426
Boston, US (BOS) - San Jose, CR (SJO)

Aug 17
Aug 17

Aug 24
Aug 25
as low as
$430
Boston, US (BOS) - San Jose, CR (SJO)

Nov 11
Nov 11

Nov 25
Nov 25
as low as
$520
Boston, US (BOS) - San Jose, CR (SJO)

Aug 21
Aug 21

Aug 29
Aug 29
as low as
$1035
Top Deals on flights from Boston to Montego Bay
Boston, US (BOS) - Montego Bay, JM (MBJ)

May 30
May 30

Jun 6
Jun 7
as low as
$406
Boston, US (BOS) - Montego Bay, JM (MBJ)

Aug 10
Aug 11

Aug 17
Aug 18
as low as
$447
Boston, US (BOS) - Montego Bay, JM (MBJ)

May 30
May 31

Jun 6
Jun 6
as low as
$459
Boston, US (BOS) - Montego Bay, JM (MBJ)

May 30
May 31

Jun 6
Jun 7
as low as
$502
Boston, US (BOS) - Montego Bay, JM (MBJ)

May 30
May 30

Jun 6
Jun 7
as low as
$528
Boston, US (BOS) - Montego Bay, JM (MBJ)

Jun 11
Jun 11

Jun 18
Jun 18
as low as
$577
Boston, US (BOS) - Montego Bay, JM (MBJ)

Nov 11
Nov 12

Nov 25
Nov 25
as low as
$625
Boston, US (BOS) - Montego Bay, JM (MBJ)

May 22
May 23

May 25
May 26
as low as
$1662
Good to Know
Essential information to help you plan your flight from Boston to Caribbean
Flights to Caribbean
- Flights
- Caribbean
- Flights
- North America
- United States
- Massachusetts
- Boston
