Isle of Wight Vacations & Trips 2026 from CA $1,644

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Top vacation destinations in Isle of Wight

A coastal town with a sandy beach, houses, and a cliff overlooking the sea.

Top Isle of Wight Vacation Deals

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

Central Point by House of Fisher

CA $1,644

per person

Sep 19 - Sep 30

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Southampton (SOU)

9/10 Wonderful! (51 reviews)

Spacious apartment with well equipped kitchen: dishwasher and washing machine (incl tumbler), iron + board, hand-vacuum, hairdryer, airer, nice toiletries, good TV, comfy bed. Very thoughtful touches: tabs for dishwasher/washing machine, salt & pepper, utensils. Location conveniently close to Festival shopping centre etc. Downside: FRI+SAT very noisy from pub garden opposite showing sports games, music until 3am. SUN ok. Monday 5:45am glass recycling pick-up followed by street cleaning machine (came by 5 times - also on Tuesday). Blackout blinds or curtains would be good. I would stay again. The feel was good.

Reviewed on Jun 5, 2026

Solstice House by House of Fisher

Rushmoor District

CA $1,869

per person

Sep 19 - Sep 30

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Southampton (SOU)

9.4/10 Exceptional! (21 reviews)

Excellent. Would like to stay in the future

Reviewed on Sep 12, 2025

HQ Aparthotel Farnborough

Rushmoor District

CA $1,898

per person

Sep 19 - Sep 30

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Southampton (SOU)

9/10 Wonderful! (466 reviews)

The Winchfield Inn

CA $1,680

per person

Sep 19 - Sep 30

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Southampton (SOU)

9/10 Wonderful! (139 reviews)

Reviewed on Jul 27, 2026

Things to do in Isle of Wight

The Isle of Wight is perfect for outdoor enthusiasts seeking adventure and stunning scenery. Enjoy a variety of activities such as hiking along scenic trails, exploring recreational areas, and taking boat trips around the island. Coastal walks offer breathtaking views, while numerous leisure activities ensure there's something for everyone. Whether you're looking for exhilarating outdoor adventures or relaxing outings, the Isle of Wight has it all for a memorable vacation experience.

Shopping

Discover the unique offerings at House of Chilli in the Isle of Wight, where you can find an array of spicy sauces and gourmet gifts. For a more extensive shopping experience, explore local markets and charming boutiques that showcase the island's artisanal crafts and souvenirs.

Recreation

At Seaclose Park, enjoy serene walks amidst lush greenery, perfect for relaxation and rejuvenation. Experience cultural performances at Shanklin Theatre, where entertainment meets romance. For a touch of luxury, the Royal London Yacht Club offers an exclusive atmosphere, ideal for unwinding after a day of exploration.

Adventure

The Isle of Wight Coastal Footpath offers breathtaking views as you hike along scenic trails, immersing yourself in nature. For thrill-seekers, Butterfly Paragliding provides an exhilarating experience soaring above stunning landscapes. Explore the Bembridge Trail for a refreshing outdoor adventure amidst picturesque scenery.

Nightlife

The Isle of Wight offers a vibrant nightlife with beachside bars and live music venues. Visit The Cow on the West Wight for locally sourced food and a great atmosphere. For dancing, check out Club 40 in Ryde, featuring DJs and themed nights that keep the energy high.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Isle of Wight

The Isle of Wight is a perfect destination for outdoor enthusiasts, offering a blend of adventure and stunning scenery. With its beautiful beaches, historic churches, and nature reserves, there's plenty to explore for those seeking cultural and outdoor experiences. Whether you’re lounging on the shore or hiking through picturesque landscapes, the Isle of Wight promises memorable activities for every type of traveler.

Rylstone Gardens: Experience the serene beauty of Rylstone Gardens, a private oasis in the Isle of Wight. With its friendly atmosphere, it's the perfect spot for leisurely strolls among vibrant flowers and lush greenery, making it an ideal retreat for relaxation.
Peter Pan's Funfair & Amusements: Enjoy a day filled with excitement at Peter Pan's Funfair & Amusements. This family-friendly amusement park offers outdoor adventures with thrilling rides and games that will delight visitors of all ages, ensuring a memorable day of fun.
Osborne House: Step into history at Osborne House, the former royal residence of Queen Victoria. Immerse yourself in culture as you explore its opulent rooms and stunning gardens, offering a glimpse into royal life and Victorian architecture.

Tips to save on your trip to Isle of Wight

Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Isle of Wight.
Consider traveling to Isle of Wight during the low season (January to February and November) for more affordable options.
Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Isle of Wight Hotel Deals

Royal Esplanade Hotel

16 The Esplanade Ryde England

Fully refundableReserve now, pay when you stay

CA $176

CA $212 total

Sep 4 - Sep 5

includes taxes & fees

8/10 Very good! (1,002 reviews)

"It was very hot and they forgot to put a fan in my room but when ask one was supplied, the doors on the outside keep banging when other guests coming or going and the noise from some bikes rasing on the street below my window kept me up a long time during the night but the staff in the restaurant ..."

Reviewed on Aug 4, 2026

The Birdham Hotel & Restaurant

1 Steyne Rd Bembridge England

Fully refundableReserve now, pay when you stay

CA $159

CA $190 total

Sep 2 - Sep 3

includes taxes & fees

9.4/10 Exceptional! (107 reviews)

"Lovely Hotel , very clean and fab room but could of done with a bigger room with our Grandson.! Staff were excellent, helpful and friendly and the breakfast was tasty and plentiful. A tiny fridge would be helpful in the room but over all we had a lovely stay at the Birdham. What a lovely part of ..."

Reviewed on Aug 1, 2026

Channel View Hotel

4-8 Royal Street Sandown England

CA $71

CA $85 total

Sep 10 - Sep 11

includes taxes & fees

See all 1,986 properties in Isle of Wight

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 an Isle of Wight vacation package cost?

Our Isle of Wight vacation packages, which begin at just CA $1,644, are the best way to save big. Select your favorite hotels, flights and rental car to create a customized escape.

How do I get a cheap travel package to Isle of Wight?

Think of all the thrilling things you could do in Isle of Wight with a wad of extra cash in your pocket. Watch your savings stack up when you bundle your flights, hotels and other bookings into an Isle of Wight vacation package. You have plenty of choice when it comes to booking with Expedia too. In fact, you can choose from more than 550 airlines and 1,000,000 hotel options across the globe. Whether you're heading off with the entire family or traveling solo, planning a trip to Isle of Wight is better with a package.

How far in advance should I book my Isle of Wight vacation?

Earlier is always better. Air carriers generally release flight tickets nearly 12 months in advance, and this is an excellent opportunity to pick up some rock-bottom prices. Boss just told you to take some vacation time next month? Don't fret. Expedia are never short on fantastic bargains to help you have the getaway of your dreams, at a price you can afford.

What does an Expedia Isle of Wight travel package include?

Rental cars, hotels and flights — we have them covered. With Expedia, you can create your Isle of Wight travel package just the way you want. All you have to do is decide just what you need. Once you've made your booking, you can add on extras like activities and experiences. The more you bundle, the bigger the savings!

What should I know before booking an Isle of Wight travel package?

We already have low prices. However, you'll snap up even more bargains if you book your hotels, flights and car rentals together. With an Expedia travel package, you'll get transparent pricing and a huge range of choice.

Can I choose my airline with an Isle of Wight Expedia vacation package?

You can, and with more than 550 airlines to select from all over the world, you have loads of choice. Search the available options and find out which airline fits your budget and needs.

If I'm not able to travel, can I cancel my Isle of Wight vacation package?

Whether it's your flight or hotel, yes, you can cancel or amend it. Locked in your Isle of Wight vacation package in the last 24 hours? You may be able to make changes or cancellations at no cost. For bookings made more than 24 hours ago, you may be charged a fee by your hotel, airline or car rental company. For further information, take a look at our Customer Service Portal. We're here to help you each step of the way.

Stay near popular Isle of Wight attractions

A beach with a wooden walkway, pebbles, and a distant cliff.

Shanklin Beach

9.0/10 (206 reviews)

Why not spend a carefree afternoon at Shanklin Beach during your travels in Shanklin? Wander the seaside and picturesque gardens in this quaint area.

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A beach with colorful beach huts, a lighthouse, and rocky breakwaters.

Ventnor Beach

9.0/10 (37 reviews)

If a restful vacation is part of your travel plans, Ventnor Beach might be the perfect place to seek out during your trip to Ventnor. Wander the gardens and seaside in this quaint area.

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A green building with a white porch and a sign that reads "Beach Cafe."

Osborne House

9.6/10 (76 reviews)

Find out about the history of East Cowes when you take a trip to Osborne House. Stroll along the area's waterfront, or simply savor its top-notch restaurants.

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