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Road Town Vacation Packages

Build your package with 2 more options

Road Town Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Coconut Breeze Villas

Coconut Breeze Villas

2.5 out of 5
Price was $1,866, price is now $1,506 per person
$1,506
per person
Dec 23 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tortola (EIS)
Stay at this aparthotel in Cane Garden Bay. Enjoy free WiFi, free parking, and 5 beach bars. Popular attractions Tortola Cruise Ship Port and Cane Garden Bay Beach are located nearby.
Scrub Island Resort, Spa & Marina

Scrub Island Resort, Spa & Marina

5 out of 5
Save 100% on your flight
Price was $5,249, price is now $3,379 per person
$3,379
per person
Dec 23 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tortola (EIS)
Stay at this 5-star 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.
The Aerial, BVI

The Aerial, BVI

4 out of 5
Save 100% on your flight
Price was $4,703, price is now $3,046 per person
$3,046
per person
Jan 12 - Jan 17
found 17 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tortola (EIS)
Stay at this 4-star 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.
Oil Nut Bay

Oil Nut Bay

4 out of 5
Save 100% on your flight
Price was $10,796, price is now $7,111 per person
$7,111
per person
Jan 12 - Jan 17
found 17 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tortola (EIS)
Stay at this 4-star beach resort in Virgin Gorda. Enjoy free WiFi, free parking, and 4 outdoor pools. Popular attractions Oil Nut Bay Beach and Bitter End Gardens are located nearby.
Saba Rock Resort

Saba Rock Resort

3.5 out of 5
Save 100% on your flight
Price was $5,364, price is now $4,003 per person
$4,003
per person
Dec 23 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tortola (EIS)
Stay at this 3.5-star 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.
Bitter End Yacht Club

Bitter End Yacht Club

3.5 out of 5
Save 100% on your flight
Price was $8,449, price is now $6,429 per person
$6,429
per person
Nov 18 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tortola (EIS)
Stay at this 3.5-star 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.
Sugar Mill hotel

Sugar Mill hotel

4 out of 5
Price was $2,230, price is now $1,782 per person
$1,782
per person
Jan 12 - Jan 17
found 17 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tortola (EIS)
Stay at this 4-star 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 North Shore Shell Museum are located nearby.
Rosewood Little Dix Bay

Rosewood Little Dix Bay

5 out of 5
Save 100% on your flight
Price was $5,842, price is now $4,718 per person
$4,718
per person
Jan 12 - Jan 17
found 17 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tortola (EIS)
Stay at this 5-star 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.

Road Town Vacation Packages 3-4 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 $1,037, price is now $820 per person
$820
per person
Nov 24 - Nov 27
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Tortola (EIS)
The Aerial, BVI

The Aerial, BVI

4 out of 5
Save 100% on your flight
Price was $3,854, price is now $2,672 per person
$2,672
per person
Dec 1 - Dec 5
found 23 hours ago
Roundtrip flight included
San Juan (SJU) to Tortola (EIS)
Scrub Island Resort, Spa & Marina

Scrub Island Resort, Spa & Marina

5 out of 5
Save 100% on your flight
Price was $1,286, price is now $913 per person
$913
per person
Nov 24 - Nov 27
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Tortola (EIS)
Saba Rock Resort

Saba Rock Resort

3.5 out of 5
Save 100% on your flight
Price was $1,576, price is now $1,254 per person
$1,254
per person
Nov 24 - Nov 27
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Tortola (EIS)

Road Town Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Aerial, BVI

The Aerial, BVI

4 out of 5
Save 100% on your flight
Price was $4,703, price is now $3,046 per person
$3,046
per person
Jan 12 - Jan 17
found 17 hours 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
Save 100% on your flight
Price was $5,249, price is now $3,379 per person
$3,379
per person
Dec 23 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tortola (EIS)
Oil Nut Bay

Oil Nut Bay

4 out of 5
Save 100% on your flight
Price was $10,796, price is now $7,111 per person
$7,111
per person
Jan 12 - Jan 17
found 17 hours 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 $5,364, price is now $4,003 per person
$4,003
per person
Dec 23 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tortola (EIS)

Top Flight Deals

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

Caribbean Airlines
Sun, Oct 26 - Wed, Oct 29
SJU
Luis Munoz Marin Intl.
EIS
Terrance B. Lettsome Intl.
$258 Roundtrip, found 2 days ago
$258
Roundtrip
found 2 days ago
Select Caribbean Airlines flight, departing Sun, Oct 26 from Luis Munoz Marin Intl. to Terrance B. Lettsome Intl., returning Wed, Oct 29, priced at $258 found 2 days ago
JetBlue Airways
Mon, Nov 3 - Fri, Nov 14
JFK
John F. Kennedy Intl.
EIS
Terrance B. Lettsome Intl.
$648 Roundtrip, found 19 hours ago
$648
Roundtrip
found 19 hours ago
Select JetBlue Airways flight, departing Mon, Nov 3 from John F. Kennedy Intl. to Terrance B. Lettsome Intl., returning Fri, Nov 14, priced at $648 found 19 hours ago
American Airlines
Tue, Mar 10 - Tue, Mar 17
BOS
Logan Intl.
EIS
Terrance B. Lettsome Intl.
$694 Roundtrip, found 2 days ago
$694
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Mar 10 from Logan Intl. to Terrance B. Lettsome Intl., returning Tue, Mar 17, priced at $694 found 2 days ago
United
Mon, Nov 3 - Sat, Nov 15
EWR
Newark Liberty Intl. Airport
EIS
Terrance B. Lettsome Intl.
$720 Roundtrip, found 5 days ago
$720
Roundtrip
found 5 days ago
Select United flight, departing Mon, Nov 3 from Newark Liberty Intl. Airport to Terrance B. Lettsome Intl., returning Sat, Nov 15, priced at $720 found 5 days ago