Flights from Boston to Simpson Bay

Cheapest flights from Boston

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Jan 17 - Sat, Jan 31

BOS

Logan Intl.

SXM

Princess Juliana Intl.

$447 Roundtrip, found 1 day ago

$447

Roundtrip

found 1 day ago

Select Delta flight, departing Sat, Jan 17 from Logan Intl. to Princess Juliana Intl., returning Sat, Jan 31, priced at $447 found 1 day ago

Sat, Jan 17 - Sat, Jan 31

BOS

Logan Intl.

SXM

Princess Juliana Intl.

$466 Roundtrip, found 1 day ago

$466

Roundtrip

found 1 day ago

Select United flight, departing Sat, Jan 17 from Logan Intl. to Princess Juliana Intl., returning Sat, Jan 31, priced at $466 found 1 day ago

Sat, Jan 17 - Sat, Jan 31

BOS

Logan Intl.

SXM

Princess Juliana Intl.

$472 Roundtrip, found 1 day ago

$472

Roundtrip

found 1 day ago

Select United flight, departing Sat, Jan 17 from Logan Intl. to Princess Juliana Intl., returning Sat, Jan 31, priced at $472 found 1 day ago

Sat, Jan 17 - Sat, Jan 31

BOS

Logan Intl.

SXM

Princess Juliana Intl.

$478 Roundtrip, found 1 day ago

$478

Roundtrip

found 1 day ago

Select United flight, departing Sat, Jan 17 from Logan Intl. to Princess Juliana Intl., returning Sat, Jan 31, priced at $478 found 1 day ago

Sat, Jan 17 - Sat, Jan 31

BOS

Logan Intl.

SXM

Princess Juliana Intl.

$489 Roundtrip, found 1 day ago

$489

Roundtrip

found 1 day ago

Select United flight, departing Sat, Jan 17 from Logan Intl. to Princess Juliana Intl., returning Sat, Jan 31, priced at $489 found 1 day ago

Sat, Jan 17 - Sat, Jan 31

BOS

Logan Intl.

SXM

Princess Juliana Intl.

$495 Roundtrip, found 1 day ago

$495

Roundtrip

found 1 day ago

Select United flight, departing Sat, Jan 17 from Logan Intl. to Princess Juliana Intl., returning Sat, Jan 31, priced at $495 found 1 day ago

Sat, Jan 17 - Sat, Jan 31

BOS

Logan Intl.

SXM

Princess Juliana Intl.

$495 Roundtrip, found 1 day ago

$495

Roundtrip

found 1 day ago

Select Delta flight, departing Sat, Jan 17 from Logan Intl. to Princess Juliana Intl., returning Sat, Jan 31, priced at $495 found 1 day ago

Sat, Jan 17 - Sat, Jan 31

BOS

Logan Intl.

SXM

Princess Juliana Intl.

$496 Roundtrip, found 1 day ago

$496

Roundtrip

found 1 day ago

Select American Airlines flight, departing Sat, Jan 17 from Logan Intl. to Princess Juliana Intl., returning Sat, Jan 31, priced at $496 found 1 day ago

Sat, Jan 17 - Sat, Jan 31

BOS

Logan Intl.

SXM

Princess Juliana Intl.

$498 Roundtrip, found 1 day ago

$498

Roundtrip

found 1 day ago

Select Delta flight, departing Sat, Jan 17 from Logan Intl. to Princess Juliana Intl., returning Sat, Jan 31, priced at $498 found 1 day ago

Sat, Jan 17 - Sat, Jan 31

BOS

Logan Intl.

SXM

Princess Juliana Intl.

$501 Roundtrip, found 1 day ago

$501

Roundtrip

found 1 day ago

Select United flight, departing Sat, Jan 17 from Logan Intl. to Princess Juliana Intl., returning Sat, Jan 31, priced at $501 found 1 day ago

Sat, Jan 17 - Sat, Jan 31

BOS

Logan Intl.

SXM

Princess Juliana Intl.

$513 Roundtrip, found 1 day ago

$513

Roundtrip

found 1 day ago

Select American Airlines flight, departing Sat, Jan 17 from Logan Intl. to Princess Juliana Intl., returning Sat, Jan 31, priced at $513 found 1 day ago

Sat, Jan 17 - Sat, Jan 31

BOS

Logan Intl.

SXM

Princess Juliana Intl.

$516 Roundtrip, found 1 day ago

$516

Roundtrip

found 1 day ago

Select United flight, departing Sat, Jan 17 from Logan Intl. to Princess Juliana Intl., returning Sat, Jan 31, priced at $516 found 1 day ago

Sat, Jan 17 - Sat, Jan 31

BOS

Logan Intl.

SXM

Princess Juliana Intl.

$521 Roundtrip, found 1 day ago

$521

Roundtrip

found 1 day ago

Select United flight, departing Sat, Jan 17 from Logan Intl. to Princess Juliana Intl., returning Sat, Jan 31, priced at $521 found 1 day ago

Sat, Jan 17 - Sat, Jan 31

BOS

Logan Intl.

SXM

Princess Juliana Intl.

$527 Roundtrip, found 1 day ago

$527

Roundtrip

found 1 day ago

Select United flight, departing Sat, Jan 17 from Logan Intl. to Princess Juliana Intl., returning Sat, Jan 31, priced at $527 found 1 day ago

Sat, Jan 17 - Sat, Jan 31

BOS

Logan Intl.

SXM

Princess Juliana Intl.

$528 Roundtrip, found 1 day ago

$528

Roundtrip

found 1 day ago

Select American Airlines flight, departing Sat, Jan 17 from Logan Intl. to Princess Juliana Intl., returning Sat, Jan 31, priced at $528 found 1 day ago

Sat, Jan 17 - Sat, Jan 31

BOS

Logan Intl.

SXM

Princess Juliana Intl.

$532 Roundtrip, found 1 day ago

$532

Roundtrip

found 1 day ago

Select American Airlines flight, departing Sat, Jan 17 from Logan Intl. to Princess Juliana Intl., returning Sat, Jan 31, priced at $532 found 1 day ago

Sat, Jan 17 - Sat, Jan 31

BOS

Logan Intl.

SXM

Princess Juliana Intl.

$572 Roundtrip, found 1 day ago

$572

Roundtrip

found 1 day ago

Select Air Canada flight, departing Sat, Jan 17 from Logan Intl. to Princess Juliana Intl., returning Sat, Jan 31, priced at $572 found 1 day ago

Sat, Jan 17 - Sat, Jan 31

BOS

Logan Intl.

SXM

Princess Juliana Intl.

$652 Roundtrip, found 1 day ago

$652

Roundtrip

found 1 day ago

Select JetBlue Airways flight, departing Sat, Jan 17 from Logan Intl. to Princess Juliana Intl., returning Sat, Jan 31, priced at $652 found 1 day ago

Sat, Jan 17 - Sat, Jan 31

BOS

Logan Intl.

SXM

Princess Juliana Intl.

$656 Roundtrip, found 1 day ago

$656

Roundtrip

found 1 day ago

Select United flight, departing Sat, Jan 17 from Logan Intl. to Princess Juliana Intl., returning Sat, Jan 31, priced at $656 found 1 day ago

Sat, Jan 17 - Sat, Jan 31

BOS

Logan Intl.

SXM

Princess Juliana Intl.

$1,089 Roundtrip, found 1 day ago

$1,089

Roundtrip

found 1 day ago

Select JetBlue Airways flight, departing Sat, Jan 17 from Logan Intl. to Princess Juliana Intl., returning Sat, Jan 31, priced at $1,089 found 1 day ago