Search Deals on
The Settlement Vacation Packages

Build your package with 2 more options

The Settlement Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Cane Garden Bay Beach Hotel

Cane Garden Bay Beach Hotel

3.5 out of 5
Price was $2,093, price is now $1,717 per person
$1,717
per person
May 31 - Jun 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tortola (EIS)
Book a stay at this beach hotel in Cane Garden Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Tortola Cruise Ship Port and Cane Garden Bay Beach are located nearby.
Saba Rock Resort

Saba Rock Resort

3.5 out of 5
Save 100% on your flight
Price was $4,920, price is now $3,853 per person
$3,853
per person
May 2 - May 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tortola (EIS)
Stay at this resort in Saba Rock. Enjoy free WiFi, 2 restaurants, and a marina. Popular attractions Bitter End Gardens and Prickly Pear National Park are located nearby.
Sugar Mill hotel

Sugar Mill hotel

4 out of 5
Price was $2,296, price is now $1,860 per person
$1,860
per person
May 31 - Jun 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tortola (EIS)
Book a stay at this beach hotel in West End. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Tortola Cruise Ship Port and Great Carrot Bay are located nearby.
Bitter End Yacht Club

Bitter End Yacht Club

3.5 out of 5
Save 100% on your flight
Price was $6,462, price is now $5,262 per person
$5,262
per person
May 9 - May 13
found 1 day ago
Roundtrip flight included
Omaha (OMA) to Tortola (EIS)
Book a stay at this beach hotel in Virgin Gorda. Enjoy 2 restaurants, a beach locale, and a marina. Popular attractions Bitter End Gardens and Prickly Pear National Park are located nearby.
The Aerial, BVI

The Aerial, BVI

4 out of 5
Save 100% on your flight
Price was $4,951, price is now $4,055 per person
$4,055
per person
May 31 - Jun 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tortola (EIS)
Book a stay at this beach resort in East End. Enjoy free WiFi, a full-service spa, and a private beach. Popular attractions Tortola Cruise Ship Port and Buck Island are located nearby.
Long Bay Beach Resort

Long Bay Beach Resort

4.5 out of 5
Price was $2,585, price is now $2,124 per person
$2,124
per person
May 31 - Jun 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tortola (EIS)
Book a stay at this luxury hotel in West End. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Tortola Cruise Ship Port and Virgin Islands National Park are located nearby.
Scrub Island Resort, Spa & Marina

Scrub Island Resort, Spa & Marina

5 out of 5
Price was $2,715, price is now $2,248 per person
$2,248
per person
May 31 - Jun 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tortola (EIS)
Book a stay at this luxury hotel in Scrub Island. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Marina Cay Beach and Cam Bay Beach are located nearby.
Rosewood Little Dix Bay

Rosewood Little Dix Bay

5 out of 5
Save 100% on your flight
Price was $9,364, price is now $7,768 per person
$7,768
per person
May 2 - May 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tortola (EIS)
Book a stay at this luxury hotel in Virgin Gorda. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Little Dix Bay Beach and Virgin Gorda Harbor are located nearby.

The Settlement Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Coconut Tree Villa

Coconut Tree Villa

3.5 out of 5
Price was $1,695, price is now $1,375 per person
$1,375
per person
May 1 - May 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tortola (EIS)
Bitter End Yacht Club

Bitter End Yacht Club

3.5 out of 5
Save 100% on your flight
Price was $6,462, price is now $5,262 per person
$5,262
per person
May 9 - May 13
found 1 day ago
Roundtrip flight included
Omaha (OMA) to Tortola (EIS)
Saba Rock Resort

Saba Rock Resort

3.5 out of 5
Price was $2,913, price is now $2,417 per person
$2,417
per person
May 1 - May 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tortola (EIS)
Scrub Island Resort, Spa & Marina

Scrub Island Resort, Spa & Marina

5 out of 5
Price was $1,885, price is now $1,587 per person
$1,587
per person
May 1 - May 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tortola (EIS)

The Settlement Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Cane Garden Bay Beach Hotel

Cane Garden Bay Beach Hotel

3.5 out of 5
Price was $2,093, price is now $1,717 per person
$1,717
per person
May 31 - Jun 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tortola (EIS)
Saba Rock Resort

Saba Rock Resort

3.5 out of 5
Save 100% on your flight
Price was $4,920, price is now $3,853 per person
$3,853
per person
May 2 - May 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tortola (EIS)
Sugar Mill hotel

Sugar Mill hotel

4 out of 5
Price was $2,296, price is now $1,860 per person
$1,860
per person
May 31 - Jun 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tortola (EIS)
The Aerial, BVI

The Aerial, BVI

4 out of 5
Save 100% on your flight
Price was $4,951, price is now $4,055 per person
$4,055
per person
May 31 - Jun 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tortola (EIS)