Luxury Vacations in Bermuda 2026

Photo by Jocey Hurt

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Flight and Luxury hotel deals in Bermuda

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

Kingsmill Resort

Kingsmill

CA $1,231

per person

Nov 13 - Nov 17

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Richmond (RIC)

8.6/10 Excellent! (1,006 reviews)

We only stayed 1 night and did not really have the chance to utilize the amenities but would love to come back for a longer stay. The condo we stayed in was great and the resort overall looks beautiful.

Reviewed on Oct 12, 2026

The Commonwealth

Downtown Richmond

CA $1,308

per person

Dec 6 - Dec 11

found 24 hours ago

Roundtrip non-stop flight included

Vancouver (YVR) to Richmond (RIC)

8.8/10 Excellent! (1,407 reviews)

Everything and Everybody was AWESOME!!!

Reviewed on Oct 12, 2026

Williamsburg Inn, an official Colonial Williamsburg Hotel

Colonial Williamsburg

Save 100% on your flight

CA $2,712

per person

Dec 26 - Jan 2

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Richmond (RIC)

9.8/10 Exceptional! (411 reviews)

The Berkeley Richmond, Outset Collection by Hilton

Downtown Richmond

CA $1,806

per person

Dec 27 - Jan 2

found 1 day ago

Roundtrip flight included

Edmonton (YEG) to Richmond (RIC)

8.8/10 Excellent! (1,351 reviews)

Highly recommended

Reviewed on Oct 12, 2026

Graduate by Hilton Richmond

Downtown Richmond

CA $1,766

per person

Dec 27 - Jan 2

found 1 day ago

Roundtrip flight included

Edmonton (YEG) to Richmond (RIC)

8.4/10 Very good! (1,486 reviews)

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5* Luxury holidays in Bermuda

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

Williamsburg Inn, an official Colonial Williamsburg Hotel

Colonial Williamsburg

Save 100% on your flight

CA $2,712

per person

Dec 26 - Jan 2

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Richmond (RIC)

9.8/10 Exceptional! (411 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Bermuda

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4 Night Luxury holidays in Bermuda

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

Rochambeau Roadside Inn

CA $1,153

per person

Nov 13 - Nov 17

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Richmond (RIC)

9.8/10 Exceptional! (36 reviews)

Kingsmill Resort

Kingsmill

CA $1,201

per person

Dec 29 - Jan 2

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Richmond (RIC)

8.6/10 Excellent! (1,006 reviews)

Reviewed on Oct 12, 2026

King’s Creek Resort by Spinnaker

CA $1,160

per person

Dec 29 - Jan 2

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Richmond (RIC)

9/10 Wonderful! (301 reviews)

The property was very clean. The staff were very friendly, professional and helpful. The villa was clean, spacious and very relaxing. Great stay! Will be returning.

Reviewed on Oct 13, 2026

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What are some benefits when booking luxury Bermuda vacations?

When you book a luxury Bermuda vacation, you get to enjoy some of the best amenities and special features available. Luxury vacation options often feature spa facilities right in your accommodation, along with room service and an on-site restaurant. The quality of the bedding and even the water pressure tends to be better, so it's the perfect solution for travellers looking to put their feet up and relax.

How can I find all-inclusive luxury vacations in Bermuda?

If you're looking for something luxurious in Bermuda, all you have to do is take advantage of our search filters. You can implement a filter to only show 5-star accommodations as well as some amenities you may be interested in, like spa facilities and hot tubs. When you opt for an all-inclusive package, you can enjoy luxury alongside a potential discount for booking your accommodation and flight together.

Can I book a cheap luxury vacation?

While luxury vacations tend to be on the more costly end of the spectrum, ranging from CA $1,153, there are a few methods you can try to lower the price as much as possible. When booking a flight and accommodation together, you can enjoy savings of up to 10. After implementing filters for luxury features, you can also sort by price to list the cheapest luxury packages first.

Are there luxury spa vacations?

Yes, luxury spa vacations are available and quite popular in Bermuda. When you book one of these experiences, it's easier than ever to relax, unwind and recharge in between excursions. Either way, you can easily find spa vacations by implementing the spa filter in your search.

What should I look for in a luxury family vacation in Bermuda?

When booking something for the whole family, it's important to consider exactly what kind of experience your family will want.Luxury packages make it easy to keep everyone happy with creature comforts. Kids especially enjoy features like pools, a delicious breakfast and plenty of space. Suites tend to offer your family members a bit more privacy and comfort compared to simple rooms throughout Bermuda.

Can I book last-minute luxury vacations?

Yes, last-minute bookings are often available in Bermuda. All you have to do is enter your travel dates to see what's available. Sometimes, you'll even find additional discounts for booking last-minute, as accommodations are desperate to fill their last remaining spaces.

What can help me find the best luxury vacation deals in Bermuda?

You can use a few strategies to find the best deals on luxury vacation packages. Consider travelling during the off-season to take advantage of the typically lower overall prices. Additionally, staying in the less popular parts of Bermuda or travelling to more obscure destinations altogether can often lead to lower prices.

Can I book a luxury vacation that is fully refundable?

Yes, fully refundable reservations are sometimes available on luxury vacation packages in Bermuda. You can implement a filter for it specifically or check out the policy section on any one of your search results. It should clearly state what's necessary to qualify for a fully refundable booking.

Why should I book my luxury vacation with Expedia?

When you book with Expedia, you can enjoy a one-stop shop for all your travel planning needs. We offer accommodations as well as flights, and you may even be able to enjoy discounts by booking them together. Of course, Expedia Rewards members will find even more discounts and earn points that can be put toward discounts on future bookings.