Isle of Wight Vacation Packages

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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.

Freshwater

Freshwater

Top Isle of Wight Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Orange Grove Hotel & Gardens

Orange Grove Hotel & Gardens

CA $1,457
per person
Nov 28 - Dec 4
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Southampton (SOU)
8.4/10 Very good! (397 reviews)
King beds are actually queen beds, just in case this is important to you. Lovely room which just needed a few more details, but overall very nice. Bar staff were very friendly. Large parking area.

Reviewed on Oct 23, 2026

Four Seasons Hotel Hampshire

Four Seasons Hotel Hampshire

CA $3,763
per person
Dec 11 - Dec 16
found 12 hours ago
Roundtrip flight included
Toronto (YTO) to Southampton (SOU)
9.4/10 Exceptional! (254 reviews)
No.4 Carlton Hotel

No.4 Carlton Hotel

The Polygon
CA $2,025
per person
Nov 28 - Dec 4
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Southampton (SOU)
9.6/10 Exceptional! (169 reviews)
Harbour Hotel Southampton

Harbour Hotel Southampton

Southampton City Centre
CA $2,062
per person
Nov 28 - Dec 4
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Southampton (SOU)
9.2/10 Wonderful! (1,006 reviews)
Ennios Boutique Hotel Rooms

Ennios Boutique Hotel Rooms

Southampton City Centre
CA $1,787
per person
Nov 28 - Dec 4
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Southampton (SOU)
9.4/10 Exceptional! (302 reviews)

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

The Fig Tree Shanklin

The Fig Tree Shanklin

10 Queen's Rd Shanklin England
Fully refundableReserve now, pay when you stay
CA $211
CA $254 total
Oct 27 - Oct 28
includes taxes & fees
9.2/10 Wonderful! (110 reviews)
"Excellent staff - very friendly and nice communal bar area. For me the double bed was a bit narrow and the continental breakfast buffet a little limited but otherwise a very pleasant stay."

Reviewed on Oct 23, 2026

The Fig Tree Shanklin
Prince of Wales

Prince of Wales

York Avenue East Cowes England
Fully refundableReserve now, pay when you stay
CA $152
CA $183 total
Oct 27 - Oct 28
includes taxes & fees
8.2/10 Very good! (155 reviews)
"Booked a 3 night stay here.Great location, right opposite Osbourne House. Nice period property and room was spacious but tired in areas (shower had pieces of sealant hanging off and mould on the shower door). It would benefit from a good clean (eg dirty skirting boards, cobwebs, carpet stained). ..."

Reviewed on Oct 5, 2026

Prince of Wales
Royal Esplanade Hotel

Royal Esplanade Hotel

16 The Esplanade Ryde England
Fully refundableReserve now, pay when you stay
CA $112
CA $135 total
Nov 26 - Nov 27
includes taxes & fees
Royal Esplanade Hotel
See all 1,830 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.
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Frequently asked questions

How much does an Isle of Wight vacation package cost?
Our Isle of Wight vacation packages, which begin at just CA $1,457, 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.
Photo by Andrew Fry

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.
See properties
A green building with a white porch and a sign that reads "Beach Cafe."
Photo by Tom Leeson

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 seaside, or simply savor its lively bars.
See properties
A beach with colorful beach huts, a lighthouse, and rocky breakwaters.
Photo by Steven Barker

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 traditional building with a thatched roof, named 'Pencil Cottage,' featuring a shop and a tea garden.
Photo by Angela Newlands

Shanklin Old Village

9.0/10 (148 reviews)
Find out about the history of Shanklin when you spend time at Shanklin Old Village. Wander the beautiful beaches and seaside in this relaxing area.
See properties
A grassy field with a large sign reading "FESTIVAL" and several flags.
Photo by Tom Leeson

Seaclose Park

8.0/10 (2 reviews)
Explore the great outdoors at Seaclose Park, a lovely green space in Newport. Wander the beautiful beaches and seaside in the area.
See properties
An interior view of a large, industrial structure with a series of concrete pillars and beams, creating a geometric pattern.
Photo by Mike Campbell

Sandown Beach

8.8/10 (100 reviews)
Why not spend a carefree afternoon at Sandown Beach during your travels in Sandown? Visit the area's spas, or simply enjoy its coffeehouses.
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A medieval castle with a central tower, a wooden fence, and a pathway leading to the entrance.
Photo by Dave Jordan

Carisbrooke Castle

9.8/10 (12 reviews)
Find out about the history of Newport when you spend time at Carisbrooke Castle. Stroll along the area's beautiful beaches, or simply savor its lively bars.
See properties

Isle of Wight Zoo

8.4/10 (29 reviews)
See the exotic and native animals who live at Isle of Wight Zoo during your travels in Sandown. Wander the beautiful beaches and seaside in the area.
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What to do in Isle of Wight

Isle of Wight: Osborne Admission Ticket

Isle of Wight: Osborne Admission Ticket

CA $42
per adult
100% of travellers recommend
Isle of Wight: Osborne Admission Ticket
Portsmouth Historic Dockyard Ticket

Portsmouth Historic Dockyard Ticket

CA $87
per adult
100% of travellers recommend
Portsmouth Historic Dockyard Ticket
Bar & Club Night Pass to multiple venues in Southampton

Bar & Club Night Pass to multiple venues in Southampton

CA $9
per adult
Bar & Club Night Pass to multiple venues in Southampton
See all activities in Isle of Wight

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.