Cheap flights To The Settlement (EIS) from $123

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Cheap Flights to The Settlement from $123 One Way, $306 Round Trip

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Fri, Nov 13 - Sun, Nov 22
SJU
Luis Munoz Marin Intl.
EIS
Terrance B. Lettsome Intl.
$306 Roundtrip, just found
$306
Roundtrip
just found
Select interCaribbean Airways flight, departing Fri, Nov 13 from Luis Munoz Marin Intl. to Terrance B. Lettsome Intl., returning Sun, Nov 22, priced at $306 just found
Sun, Apr 19 - Wed, Apr 22
SJU
Luis Munoz Marin Intl.
EIS
Terrance B. Lettsome Intl.
$311 Roundtrip, just found
$311
Roundtrip
just found
Select interCaribbean Airways flight, departing Sun, Apr 19 from Luis Munoz Marin Intl. to Terrance B. Lettsome Intl., returning Wed, Apr 22, priced at $311 just found
Fri, Nov 13 - Sun, Nov 22
SJU
Luis Munoz Marin Intl.
EIS
Terrance B. Lettsome Intl.
$316 Roundtrip, just found
$316
Roundtrip
just found
Select interCaribbean Airways flight, departing Fri, Nov 13 from Luis Munoz Marin Intl. to Terrance B. Lettsome Intl., returning Sun, Nov 22, priced at $316 just found
Sat, Apr 11 - Thu, Apr 16
FLL
Fort Lauderdale - Hollywood Intl.
EIS
Terrance B. Lettsome Intl.
$608 Roundtrip, found 4 days ago
$608
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Sat, Apr 11 from Fort Lauderdale - Hollywood Intl. to Terrance B. Lettsome Intl., returning Thu, Apr 16, priced at $608 found 4 days ago
Thu, Mar 26 - Fri, Mar 27
SJU
Luis Munoz Marin Intl.
EIS
Terrance B. Lettsome Intl.
$609 Roundtrip, found 1 day ago
$609
Roundtrip
found 1 day ago
Select Cape Air flight, departing Thu, Mar 26 from Luis Munoz Marin Intl. to Terrance B. Lettsome Intl., returning Fri, Mar 27, priced at $609 found 1 day ago
Sun, Apr 26 - Mon, May 4
SJU
Luis Munoz Marin Intl.
EIS
Terrance B. Lettsome Intl.
$659 Roundtrip, found 4 days ago
$659
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Sun, Apr 26 from Luis Munoz Marin Intl. to Terrance B. Lettsome Intl., returning Mon, May 4, priced at $659 found 4 days ago
Mon, Mar 23 - Sun, Mar 29
SJU
Luis Munoz Marin Intl.
EIS
Terrance B. Lettsome Intl.
$679 Roundtrip, just found
$679
Roundtrip
just found
Select Tradewind Aviation flight, departing Mon, Mar 23 from Luis Munoz Marin Intl. to Terrance B. Lettsome Intl., returning Sun, Mar 29, priced at $679 just found
Wed, May 13 - Wed, May 27
DFW
Dallas-Fort Worth Intl.
EIS
Terrance B. Lettsome Intl.
$688 Roundtrip, found 6 days ago
$688
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Wed, May 13 from Dallas-Fort Worth Intl. to Terrance B. Lettsome Intl., returning Wed, May 27, priced at $688 found 6 days ago
Fri, Mar 27 - Mon, Mar 30
SJU
Luis Munoz Marin Intl.
VIJ
Virgin Gorda
$715 Roundtrip, found 2 days ago
$715
Roundtrip
found 2 days ago
Select Cape Air flight, departing Fri, Mar 27 from Luis Munoz Marin Intl. to Virgin Gorda, returning Mon, Mar 30, priced at $715 found 2 days ago
Thu, Apr 23 - Wed, Apr 29
JFK
John F. Kennedy Intl.
EIS
Terrance B. Lettsome Intl.
$725 Roundtrip, found 12 hours ago
$725
Roundtrip
found 12 hours ago
Select Caribbean Airlines flight, departing Thu, Apr 23 from John F. Kennedy Intl. to Terrance B. Lettsome Intl., returning Wed, Apr 29, priced at $725 found 12 hours ago

The Settlement Flight Information

Traveling To
The Settlement
Destination Airport IATA Code
EIS
Number of Airlines Serving
Airlines
interCaribbean Airways, Cape Air, JetBlue Airways, Tradewind Aviation, Caribbean Airlines
Flight Price
$306
Earliest Departing Flight
Latest Departing Flight

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The Settlement economy flight packages

Price found within the past 48 hours. Click for updated prices.
Scrub Island Resort, Spa & Marina
5.0-star property

Scrub Island Resort, Spa & Marina

Apr 16 - Apr 21

5 night stay

Boston (BOS) to Tortola (EIS)

Delta • Non-stop • Coach

Tortola (EIS) to Boston (BOS)

American Airlines • Non-stop • Coach
Price was $3,152, price is now $2,586 per person
$2,586
per person
found 1 day ago
Bitter End Yacht Club
3.5-star property

Bitter End Yacht Club

Apr 16 - Apr 21

5 night stay

Boston (BOS) to Tortola (EIS)

Delta • Non-stop • Coach

Tortola (EIS) to Boston (BOS)

American Airlines • Non-stop • Coach
Price was $7,671, price is now $5,238 per person
$5,238
per person
found 1 day ago
Saba Rock Resort
3.5-star property

Saba Rock Resort

Apr 16 - Apr 21

5 night stay

Boston (BOS) to Tortola (EIS)

Delta • Non-stop • Coach

Tortola (EIS) to Boston (BOS)

American Airlines • Non-stop • Coach
Price was $6,266, price is now $4,939 per person
$4,939
per person
found 1 day ago
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The Settlement first class flight packages

Price found within the past 48 hours. Click for updated prices.
Scrub Island Resort, Spa & Marina
5.0-star property

Scrub Island Resort, Spa & Marina

9.2/10 Wonderful! (182 reviews)

Apr 23 - Apr 27

4 night stay

Boston (BOS) to Tortola (EIS)

United • FirstClass

Tortola (EIS) to Boston (BOS)

Cape Air • FirstClass
Price was $5,003, price is now $4,492 per person
$4,492
per person
found 1 day ago
Very nice location with excellent resort!

Reviewed on Nov 9, 2025

Rosewood Little Dix Bay
5.0-star property

Rosewood Little Dix Bay

9.2/10 Wonderful! (99 reviews)

Apr 23 - Apr 27

4 night stay

Boston (BOS) to Tortola (EIS)

United • FirstClass

Tortola (EIS) to Boston (BOS)

Cape Air • FirstClass
Price was $18,238, price is now $15,679 per person
$15,679
per person
found 1 day ago
The property is beautiful and the rooms are lovely but I was unprepared for the excessive markups on everything from a bottle of water ($10.00) to a group yoga class (65.00).

Reviewed on Feb 12, 2022

The Aerial, BVI
4.0-star property

The Aerial, BVI

9.6/10 Exceptional! (4 reviews)

Apr 23 - Apr 27

4 night stay

Boston (BOS) to Tortola (EIS)

United • FirstClass

Tortola (EIS) to Boston (BOS)

Cape Air • FirstClass
Price was $6,330, price is now $5,780 per person
$5,780
per person
found 1 day ago
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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.