Guana Island Vacations from $2,934

Book a Hotel + Flight or Car together to unlock savings

Your Guana Island Vacation

Lock in a Guana Island vacation package and prepare to experience the highlights of this city. Consider staying in the neighborhood of Wickhams Cay 1, which is good for views, dining and shopping. Eager to get out and explore? Long Bay Beach, Trellis Bay Beach and Marina Cay Beach are just a few of the most popular places to visit during your trip to Guana Island. Don't put off your visit to this city any longer. Your perfect Guana Island vacation is just a few clicks away with Expedia.

The Latest Guana Island vacation packages

Price found within the past 48 hours. Click for updated prices.
Rosewood Little Dix Bay

Rosewood Little Dix Bay

5 out of 5
Price was $3,752, price is now $2,934 per person
$2,934
per person
Nov 6 - Nov 9
found 18 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Tortola (EIS)
9.2/10 Wonderful! (92 reviews)
The property and rooms are amazing, the restaurants, bars were top shelf. our butler was extremely attentive and helpful. Highly recommended.

Reviewed on Apr 28, 2025

Bitter End Yacht Club

Bitter End Yacht Club

3.5 out of 5
Save 100% on your flight
Price was $5,872, price is now $4,286 per person
$4,286
per person
Nov 18 - Nov 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tortola (EIS)
9/10 Wonderful! (46 reviews)
it was amazing; the spot the beaches, the staff, the wifi and the activities are out of this world.

Reviewed on Jul 12, 2017

Oil Nut Bay

Oil Nut Bay

4 out of 5
Price was $4,692, price is now $3,693 per person
$3,693
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tortola (EIS)
10/10 Exceptional! (1 review)
The Aerial, BVI

The Aerial, BVI

4 out of 5
Save 100% on your flight
Price was $5,581, price is now $4,424 per person
$4,424
per person
Nov 30 - Dec 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tortola (EIS)
9.6/10 Exceptional! (4 reviews)
Our stay at the Aerial BVI was exceptional. The property is breathtaking, the staff is so kind and cater to your every need. The island has such a special purpose and meaning behind it bad we were so happy to experience it. We took advantage of the horseback riding, spa treatments, night glass bottom kayak ride. The food was all farm to table and healthy and the beach was beautiful. I can’t say enough about the room design and the stunning ocean views. This property is one of a kind and a rare gem. Every detail is so thought out and the focus is on healing and wellness which I love. We will definitely be back and have already told all of our loved ones.

Reviewed on Jul 9, 2024

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 $7,997, price is now $6,506 per person
$6,506
per person
Nov 18 - Nov 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tortola (EIS)
No reviews
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Guana Island Hotel Deals

Village Cay Hotel and Marina

Village Cay Hotel and Marina

3.5 out of 5
Nibbs St, Road Town, Tortola
Fully refundableReserve now, pay when you stay
$160 nightly
The price is $175 total per night from Sep 14 to Sep 15
$175 total
Sep 14 - Sep 15
Total with taxes and fees
Village Cay Hotel and Marina
Nanny Cay Resort and Marina

Nanny Cay Resort and Marina

3 out of 5
Nanny Cay, Road Town, NA
$189 nightly
The price is $206 total per night from Sep 13 to Sep 14
$206 total
Sep 13 - Sep 14
Total with taxes and fees
Nanny Cay Resort and Marina
Sebastian's on the Beach

Sebastian's on the Beach

3 out of 5
Apple Bay, West End, Tortola
Fully refundableReserve now, pay when you stay
$104 nightly
The price is $113 total per night from Sep 13 to Sep 14
$113 total
Sep 13 - Sep 14
Total with taxes and fees
Sebastian's on the Beach
See all 444 properties in Guana Island
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.

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Frequently asked questions

How much does a Guana Island vacation package cost?
You'll find cheap prices from $2,934 on Expedia for your Guana Island break. However, a range of factors like the hotel choice, length of stay and season will influence how much your vacation to Guana Island costs.
What are the cheapest months to go to Guana Island?
You can typically find lower rates and greater availability in January, May and September. Browse our cheap Guana Island vacation packages and you could get some great off-season discounts.
How many days is enough for Guana Island?
With a well-organized travel plan, you can easily visit the top Guana Island sights in a few days. But if you want to venture off the beaten track or go on day trips, consider booking your Guana Island vacation for longer.
How to find the best Guana Island package deals?
Use Expedia's filter tool to find some terrific Guana Island package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or browse for Guana Island package deals in the low season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Guana Island vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and hotels individually. Better still, you can personalize your Guana Island escape to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Guana Island?
If you're considering a spontaneous Guana Island adventure, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can find awesome deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Guana Island vacation packages?
Your Guana Island break is meant to be an escape from your daily routine, not a reason for money-related stress. So to allow you more flexibility, we've teamed up with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.