Cheap Vacations in Road Town

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Road Town vacations

Price found within the past 48 hours. Click for updated prices.
Fort Burt Hotel

Fort Burt Hotel

3.5 out of 5
Waterfront
Price was $1,554, price is now $1,325 per person
$1,325
per person
Mar 5 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Tortola (EIS)
Nanny Cay Resort and Marina

Nanny Cay Resort and Marina

3 out of 5
Price was $3,068, price is now $2,404 per person
$2,404
per person
Mar 5 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Tortola (EIS)
MyALL Tortola

MyALL Tortola

4 out of 5
Save 100% on your flight
Price was $9,537, price is now $7,919 per person
$7,919
per person
Mar 5 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Tortola (EIS)
M&M Cooper Bay - The Cooper Bay Villas

M&M Cooper Bay - The Cooper Bay Villas

4 out of 5
Save 100% on your flight
Price was $6,778, price is now $5,690 per person
$5,690
per person
Mar 5 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Tortola (EIS)
Mini Cooper - The Cooper Bay Villas

Mini Cooper - The Cooper Bay Villas

3.5 out of 5
Price was $4,507, price is now $3,854 per person
$3,854
per person
Mar 5 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Tortola (EIS)
Village Cay Hotel and Marina

Village Cay Hotel and Marina

3.5 out of 5
Wickhams Cay 1
Price was $1,661, price is now $1,435 per person
$1,435
per person
Mar 5 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Tortola (EIS)

4-night Road Town vacations

Price found within the past 48 hours. Click for updated prices.
Fort Burt Hotel

Fort Burt Hotel

3.5 out of 5
Price was $1,561, price is now $1,407 per person
$1,407
per person
Feb 24 - Feb 28
found 15 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Tortola (EIS)
Scrub Island Resort, Spa & Marina

Scrub Island Resort, Spa & Marina

5 out of 5
Price was $3,065, price is now $2,227 per person
$2,227
per person
Feb 24 - Feb 28
found 15 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Tortola (EIS)
Coconut Tree Villa

Coconut Tree Villa

3.5 out of 5
Price was $2,702, price is now $2,051 per person
$2,051
per person
Feb 24 - Feb 28
found 15 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Tortola (EIS)
Peter Island Resort

Peter Island Resort

4.5 out of 5
Price was $5,390, price is now $4,294 per person
$4,294
per person
Feb 24 - Feb 28
found 15 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Tortola (EIS)
Saba Rock Resort

Saba Rock Resort

3.5 out of 5
Price was $2,940, price is now $2,455 per person
$2,455
per person
Feb 24 - Feb 28
found 15 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Tortola (EIS)
Cane Garden Bay Beach Hotel

Cane Garden Bay Beach Hotel

3.5 out of 5
Price was $2,065, price is now $1,767 per person
$1,767
per person
Feb 24 - Feb 28
found 15 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Tortola (EIS)
The Aerial, BVI

The Aerial, BVI

4 out of 5
Price was $4,199, price is now $3,613 per person
$3,613
per person
Feb 24 - Feb 28
found 15 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Tortola (EIS)
Long Bay Beach Resort

Long Bay Beach Resort

4.5 out of 5
Price was $3,051, price is now $2,686 per person
$2,686
per person
Feb 24 - Feb 28
found 15 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Tortola (EIS)
Rosewood Little Dix Bay

Rosewood Little Dix Bay

5 out of 5
Price was $8,225, price is now $7,418 per person
$7,418
per person
Feb 24 - Feb 28
found 15 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Tortola (EIS)
Dream Yacht Charter Private Crewed Yacht

Dream Yacht Charter Private Crewed Yacht

4 out of 5
Price was $10,073, price is now $9,197 per person
$9,197
per person
Feb 24 - Feb 28
found 15 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Tortola (EIS)
Coconut Breeze Villas

Coconut Breeze Villas

2.5 out of 5
Price was $1,587, price is now $1,476 per person
$1,476
per person
Feb 24 - Feb 28
found 15 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Tortola (EIS)
The Lighthouse Villas

The Lighthouse Villas

3.5 out of 5
Price was $1,565, price is now $1,456 per person
$1,456
per person
Feb 24 - Feb 28
found 15 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Tortola (EIS)

5-night Road Town vacations

Price found within the past 48 hours. Click for updated prices.
Sebastian's on the Beach

Sebastian's on the Beach

3 out of 5
Price was $1,987, price is now $1,644 per person
$1,644
per person
Mar 5 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Tortola (EIS)
Scrub Island Resort, Spa & Marina

Scrub Island Resort, Spa & Marina

5 out of 5
Price was $2,927, price is now $1,982 per person
$1,982
per person
Mar 5 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Tortola (EIS)
Coconut Tree Villa

Coconut Tree Villa

3.5 out of 5
Price was $2,990, price is now $2,206 per person
$2,206
per person
Mar 5 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Tortola (EIS)
Bitter End Yacht Club

Bitter End Yacht Club

3.5 out of 5
Save 100% on your flight
Price was $6,083, price is now $4,604 per person
$4,604
per person
Mar 5 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Tortola (EIS)
Saba Rock Resort

Saba Rock Resort

3.5 out of 5
Save 100% on your flight
Price was $5,882, price is now $4,460 per person
$4,460
per person
Mar 5 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Tortola (EIS)
Peter Island Resort

Peter Island Resort

4.5 out of 5
Save 100% on your flight
Price was $6,341, price is now $4,863 per person
$4,863
per person
Mar 5 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Tortola (EIS)
Nanny Cay Resort and Marina

Nanny Cay Resort and Marina

3 out of 5
Price was $3,068, price is now $2,404 per person
$2,404
per person
Mar 5 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Tortola (EIS)
Cane Garden Bay Beach Hotel

Cane Garden Bay Beach Hotel

3.5 out of 5
Price was $2,184, price is now $1,761 per person
$1,761
per person
Mar 5 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Tortola (EIS)
The Aerial, BVI

The Aerial, BVI

4 out of 5
Save 100% on your flight
Price was $6,005, price is now $4,884 per person
$4,884
per person
Mar 5 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Tortola (EIS)
Sugar Mill hotel

Sugar Mill hotel

4 out of 5
Price was $2,533, price is now $2,064 per person
$2,064
per person
Mar 5 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Tortola (EIS)
MyALL Tortola

MyALL Tortola

4 out of 5
Save 100% on your flight
Price was $9,537, price is now $7,919 per person
$7,919
per person
Mar 5 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Tortola (EIS)
M&M Cooper Bay - The Cooper Bay Villas

M&M Cooper Bay - The Cooper Bay Villas

4 out of 5
Save 100% on your flight
Price was $6,778, price is now $5,690 per person
$5,690
per person
Mar 5 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Tortola (EIS)

6-7 night Road Town vacations

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 $2,379, price is now $1,886 per person
$1,886
per person
Mar 8 - Mar 14
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tortola (EIS)
Scrub Island Resort, Spa & Marina

Scrub Island Resort, Spa & Marina

5 out of 5
Price was $4,062, price is now $2,927 per person
$2,927
per person
Mar 8 - Mar 14
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tortola (EIS)
Bitter End Yacht Club

Bitter End Yacht Club

3.5 out of 5
Save 100% on your flight
Price was $7,840, price is now $5,772 per person
$5,772
per person
Mar 8 - Mar 14
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tortola (EIS)
Coconut Tree Villa

Coconut Tree Villa

3.5 out of 5
Price was $3,202, price is now $2,507 per person
$2,507
per person
Mar 8 - Mar 14
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tortola (EIS)
Saba Rock Resort

Saba Rock Resort

3.5 out of 5
Save 100% on your flight
Price was $8,465, price is now $6,639 per person
$6,639
per person
Mar 8 - Mar 14
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tortola (EIS)
Peter Island Resort

Peter Island Resort

4.5 out of 5
Price was $7,748, price is now $6,198 per person
$6,198
per person
Mar 8 - Mar 14
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tortola (EIS)
MyALL Tortola

MyALL Tortola

4 out of 5
Save 100% on your flight
Price was $11,529, price is now $9,780 per person
$9,780
per person
Mar 8 - Mar 14
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tortola (EIS)
Nanny Cay Resort and Marina

Nanny Cay Resort and Marina

3 out of 5
Price was $2,634, price is now $2,254 per person
$2,254
per person
Mar 8 - Mar 14
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tortola (EIS)
M&M Cooper Bay - The Cooper Bay Villas

M&M Cooper Bay - The Cooper Bay Villas

4 out of 5
Price was $8,325, price is now $7,148 per person
$7,148
per person
Mar 8 - Mar 14
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tortola (EIS)
The Aerial, BVI

The Aerial, BVI

4 out of 5
Price was $5,989, price is now $5,188 per person
$5,188
per person
Mar 8 - Mar 14
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tortola (EIS)
Sugar Mill hotel

Sugar Mill hotel

4 out of 5
Price was $3,194, price is now $2,772 per person
$2,772
per person
Mar 8 - Mar 14
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tortola (EIS)
Mini Cooper - The Cooper Bay Villas

Mini Cooper - The Cooper Bay Villas

3.5 out of 5
Price was $5,687, price is now $4,980 per person
$4,980
per person
Mar 8 - Mar 14
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tortola (EIS)

Flight deals to Road Town

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

Sun, Mar 29 - Thu, Apr 2
SJU
San Juan
EIS
Tortola
$303 Roundtrip, found 3 days ago
$303
Roundtrip
found 3 days ago
Select interCaribbean Airways flight, departing Sun, Mar 29 from San Juan to Tortola, returning Thu, Apr 2, priced at $303 found 3 days ago
Wed, Jun 3 - Wed, Jun 17
YYZ
Toronto
EIS
Tortola
$567 Roundtrip, found 6 days ago
$567
Roundtrip
found 6 days ago
Select American Airlines flight, departing Wed, Jun 3 from Toronto to Tortola, returning Wed, Jun 17, priced at $567 found 6 days ago
Wed, Apr 29 - Fri, May 8
MIA
Miami
EIS
Tortola
$648 Roundtrip, found 6 days ago
$648
Roundtrip
found 6 days ago
Select American Airlines flight, departing Wed, Apr 29 from Miami to Tortola, returning Fri, May 8, priced at $648 found 6 days ago

Top rated hotels for your Road Town vacation

Village Cay Hotel and Marina

Village Cay Hotel and Marina

3.5 out of 5
Nibbs St Road Town Tortola
Free Cancellation
Reserve now, pay when you stay
0.43 mi from city center
$190 nightly
The price is $207 total per night
$207 total
Jan 18 - Jan 19
Total with taxes and fees
With a stay at Village Cay Hotel and Marina in Road Town (Wickhams Cay 1), you'll be within a 10-minute walk of Tortola Cruise Ship Port and Main Street.
Pool
Parking included
Nanny Cay Resort and Marina

Nanny Cay Resort and Marina

3 out of 5
Nanny Cay Road Town NA
2.24 mi from city center
$196 nightly
The price is $214 total per night
$214 total
Jan 19 - Jan 20
Total with taxes and fees
With a stay at Nanny Cay Resort and Marina in Road Town, you'll be on the beach, within a 10-minute drive of Tortola Cruise Ship Port and Nanny Cay.
Pool
Spa
Maria's By the Sea Hotel

Maria's By the Sea Hotel

3.5 out of 5
Road Town Road Town Tortola
0.55 mi from city center
$275 nightly
The price is $300 total per night
$300 total
Jan 18 - Jan 19
Total with taxes and fees
With a stay at Maria's By the Sea Hotel in Road Town (Wickhams Cay 1), you'll be within a 10-minute walk of Tortola Cruise Ship Port and Virgin Islands Folk Museum.
Pool
Free WiFi
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.