The Quarter Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
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Top The Quarter vacation deals
- Edwards Guesthouse
Sept 5 - Sept 9Edwards Guesthouse + Flight
Sandy Ground4 nights2.5 star property9.0/10 - Wonderful (125 reviews)"Staff was very helpful and kind. The photos online are incredibly incredibly misleading with regard to the look and feel of the location, as well as the actual hotel. Two power interruptions over the course of the two days of being there, the second off for several hours, and that came the day of checkout which meant I couldn’t make breakfast or warm up any food for my son before we traveled. That was quite frustrating for me. However, the room was spacious, with plenty of room to move around."Reviewed July 15, 2026Roundtrip • Toronto (YTO) - The Valley (AXA)YYZ - AXA • 3 stops AXA - YYZ • 3 stopsCA $2,513CA $2,407found 19 hours agoper traveller - Aurora Anguilla Resort & Golf Club
Oct 18 - Oct 22Aurora Anguilla Resort & Golf Club + Flight
Rendezvous Bay4 nights5.0 star property9.6/10 - Exceptional (202 reviews)"Asian restaurant hostess was rude."Reviewed July 16, 2026Roundtrip • Montreal (YMQ) - The Valley (AXA)YUL - AXA • 3 stops AXA - YUL • 3 stopsCA $6,482CA $5,257found 14 hours agoper traveller - 6 BR Villa On Crocus Bay With Pool Concierge
Oct 18 - Oct 226 BR Villa On Crocus Bay With Pool Concierge + Flight
The Valley4 nights2.0 star propertyRoundtrip • Montreal (YMQ) - The Valley (AXA)YUL - AXA • 3 stops AXA - YUL • 3 stopsCA $9,461CA $8,756found 14 hours agoper traveller - 6 BR Villa With Concierge Amenities Pool
Oct 18 - Oct 226 BR Villa With Concierge Amenities Pool + Flight
The Valley4 nights2.0 star propertyRoundtrip • Montreal (YMQ) - The Valley (AXA)YUL - AXA • 3 stops AXA - YUL • 3 stopsCA $9,461CA $8,756found 14 hours agoper traveller - Genesis Residences
Sept 5 - Sept 9Genesis Residences + Flight
Cove Bay4 nights2.5 star property9.8/10 - Exceptional (8 reviews)"Our stay at Genesis Residence in Anguilla was absolutely wonderful! The property was beautiful, clean, comfortable, and in an excellent location with easy access to some of the island’s best beaches, restaurants, and attractions. What truly made our experience exceptional was the staff. Geraldine was incredibly friendly, attentive, and genuinely committed to making sure we had everything we needed. The warm hospitality made us feel right at home from the moment we arrived. If you’re looking..."Reviewed July 24, 2026Roundtrip • Toronto (YTO) - The Valley (AXA)YYZ - AXA • 3 stops AXA - YYZ • 3 stopsCA $3,214CA $3,057found 19 hours agoper traveller
What to do in The Quarter
St Maarten Beach hopping tour (Oreint beach and Maho beach combo)
See the Planes Adventure on Orient Beach
Mambo Catamaran Cruise to Rendezvous Bay Anguilla with Lunch
The Quarter Hotel Deals
Zemi Beach House, LXR Hotels & Resorts
Zemi Beach House, LXR Hotels & Resorts
Anguilla Great House Beach Resort
Anguilla Great House Beach Resort
Aurora Anguilla Resort & Golf Club
Aurora Anguilla Resort & Golf ClubFrequently Asked Questions
How much does a The Quarter vacation package cost?
You can pick up a vacation package to this top destination from CA $2,407 on Expedia. However, how much your vacation to The Quarter costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to The Quarter?
If you'd like to snag a cheap The Quarter vacation package, consider visiting in June, August and September. You'll usually find lower rates on accommodations and flights during these months — perfect for budget-conscious travellers.
How many days is enough for The Quarter?
Dedicate around 3 days for your The Quarter vacation if you want to immerse yourself in everything that makes this place special. Wander around key neighbourhoods, including Sandy Ground and Sandy Hill. Then head to the top attractions such as Little Bay and Scrub Island. With a well-organized itinerary, you'll be kept busy with room for some downtime too. Want to travel beyond The Quarter? Consider squeezing in a day trip or two.
How to find the best The Quarter package deals?
Use Expedia's handy filters to help you find some tempting The Quarter package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or look for The Quarter package deals in the off-peak season. Play around with 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 The Quarter vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and stays individually. Better still, you can tailor your The Quarter escape to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to The Quarter?
If you have your The Quarter travel dates locked in, book early to grab some awesome deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for jetting off on a whim.
How to plan a trip to The Quarter?
- Pick the best time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to go to The Quarter.
- Set your budget: Consider costs such as flights, food and transportation when working out how much to save for your trip to The Quarter. Then, pick a property that fits your budget, whether that's an economical stay or a more upscale getaway.
- Decide how long to go away for: Now that you're more familiar with The Quarter, you can figure out the perfect length of your vacation. Put together a draft itinerary and give yourself enough time to get through everything on your must-do list.
- Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a customized The Quarter vacation package.