Cruz Bay Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Cruz Bay

The Westin St. John Resort Villas

The Westin St. John Resort Villas

4.5 out of 5
300B Chocolate Hole St. John
8.2/10 Very Good! (488 reviews)
"Tropical"

Reviewed on 18 May, 2026

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The Westin St. John Resort Villas
Villa Island Paradise

Villa Island Paradise

4 out of 5
St John St. John St John
The price is S$727 per night from 1 Jun to 2 Jun
S$727
1 Jun - 2 Jun
includes taxes & fees
9.6/10 Exceptional! (30 reviews)
"The property is in a great location where you could walk into Cruz Bay for shopping and restaurants. It had all the amenities that you needed."

Reviewed on 20 May, 2026

Villa Island Paradise
Wharfside Village Hotel

Wharfside Village Hotel

3 out of 5
4 Great Cruz Bay Rd St. John St John
9.8/10 Exceptional! (182 reviews)
"Great location"

Reviewed on 30 May, 2026

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Wharfside Village Hotel
See all 1,081 properties in Cruz Bay
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.

Frequently asked questions

How much does a Cruz Bay holiday package cost?
Our Cruz Bay holiday packages, which start at just , are an ideal way to save big. Select your preferred flights, hotels and rental cars to create your dream itinerary.
How do I get a cheap travel package to Cruz Bay?
One of the easiest ways to save money (and time) is to bundle your bookings with Expedia. Flights, rental cars, hotels and activities — we've got it all. Select a combination that best fits you and watch your savings stack up. Of course, a package deal is never one-size-fits-all. That's why Expedia offers over 550 airlines and 1,000,000 hotel options around the globe, which lets you customize your Cruz Bay holiday.
Where should I stay in Cruz Bay?
We recommend staying near the action. Many visitors book hotels around popular attractions, like Trunk Bay, Cinnamon Bay Beach and Honeymoon Beach.
What are the top hotels in Cruz Bay?
Secure a room at Gallows Point 8d, Luxury Oceanview Upper Premium Condo At Gallows Point Resort. It's one of this area's most in-demand properties. Another highly rated option in Cruz Bay is Nancy's Folly Villa - Fabulous Home.
How far in advance should I book my Cruz Bay holiday?
Browse Expedia to compare international airfares as soon as you know your travel dates. You can generally purchase a seat up to 12 months in advance. If you can't see your preferred air carrier, or you're booking late, don't stress. Cheap tickets to Cruz Bay occasionally appear just weeks before the date of departure.
What does an Expedia Cruz Bay travel package include?
Expedia has everything you need to organise your Cruz Bay getaway, but what goes into your package is your call. Select from a combination of flights, rental cars and hotels. Searching for some tours or experiences to keep you on the move? Once you've made your booking, you can add them too. Whatever your budget or style, there's a deal to suit your needs.
What should I know before booking a Cruz Bay travel package?
Locking in all the parts of your escape together is a great way to save. Bundle your car rentals, airfares and hotels into a neat little package. But your options don't end at hotels. Expedia has all sorts of properties, including holiday rentals like beach villas and city residences. You've got choices galore!
Can I choose my airline with a Cruz Bay Expedia holiday package?
You certainly can. We offer more than 550 partner airlines globally, so fly with the carrier that fits your budget and travelling style.
If I'm not able to travel, can I cancel my Cruz Bay holiday package?
Your situation can change in the blink of an eye, so yes, you can. You may be able to cancel or alter your Cruz Bay holiday package at no cost within 24 hours of booking. For bookings older than that, you can still cancel or make changes, but your car rental company, hotel or airline may impose a fee. Looking for more information? Have a look at our Customer Service Portal. We're here to help make sure your trip goes off without a hitch.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.