Cheap Round Trip Flights

Promo Code

Boston (BOS)to

Nantucket (ACK)
07/05/2026 - 07/09/2026
Fares From
$358
Viewed: 6 hours ago
Round-trip
Economy

Nantucket (ACK)to

Boston (BOS)
07/02/2026 - 07/05/2026
Fares From
$358
Viewed: 1 day ago
Round-trip
Economy

Boston (BOS)to

Martha's Vineyard (MVY)
07/08/2026 - 07/10/2026
Fares From
$428
Viewed: 1 day ago
Round-trip
Economy

Saint Thomas (STT)to

San Juan (SJU)
06/24/2026 - 07/01/2026
Fares From
$318
Viewed: 5 hours ago
Round-trip
Economy

San Juan (SJU)to

Saint Thomas (STT)
07/15/2026 - 07/15/2026
Fares From
$298
Viewed: 1 day ago
Round-trip
Economy

Martha's Vineyard (MVY)to

Boston (BOS)
07/24/2026 - 07/28/2026
Fares From
$448
Viewed: 13 hours ago
Round-trip
Economy

Islip, Long Island (ISP)to

Boston (BOS)
06/26/2026 - 06/30/2026
Fares From
$499
Viewed: 1 day ago
Round-trip
Economy

Boston (BOS)to

Islip, Long Island (ISP)
09/28/2026 - 10/02/2026
Fares From
$499
Viewed: 1 day ago
Round-trip
Economy

Saint Croix (STX)to

San Juan (SJU)
08/25/2026 - 09/01/2026
Fares From
$378
Viewed: 1 day ago
Round-trip
Economy

San Juan (SJU)to

Saint Croix (STX)
10/20/2026 - 11/19/2026
Fares From
$358
Viewed: 1 day ago
Round-trip
Economy

Boston (BOS)to

Bar Harbor (BHB)
10/25/2026 - 11/01/2026
Fares From
$268
Viewed: 1 day ago
Round-trip
Economy

Boston (BOS)to

Rockland, ME (RKD)
06/22/2026 - 06/26/2026
Fares From
$194
Viewed: 5 hours ago
Round-trip
Economy