Isle of Wight Vacations & Trips from $1,234

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Top destinations in Isle of Wight

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Ryde

Ryde

The Latest Isle of Wight Vacation Packages

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

Little Robin Gate

2.5 out of 5
per person
Sep 9 - Sep 13
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Southampton (SOU)
10/10 Exceptional! (20 reviews)
Our second visit to Little Robin Gate and it did not disappoint. Such a warm welcome from David and Pumpkin. The accommodation is superb and immaculately clean. Opted for the jacuzzi room which was an excellent way to relax after a busy day. David thinks of everything and the little touches for dogs and humans alike we’re greatly appreciated. Communication throughout was friendly and informative. Would highly recommend to anyone travelling to Bournemouth with or without a fury friend.

Reviewed on Jul 26, 2025

Best Western Chilworth Manor Hotel

Best Western Chilworth Manor Hotel

3 out of 5
per person
Sep 9 - Sep 19
found 23 hours ago
Roundtrip non-stop flight included
Los Angeles (QLA) to Southampton (SOU)
8/10 Very Good! (946 reviews)
I was greeted warmly by a male receptionist. It was late as I had been to a concert at Romsey Abbey. Parking was difficult close to the hotel but found spaces in The Club area. My room was ok but needed a bit of modernising. Bathroom was more modern but had shower curtain rather than a screen. I personally prefer a walk in shower to a shower over the bath. The room was so hot. The window did open but still hot. A notice said keep bathroom door closed when using. I didn’t do that as I realised I couldn’t turn the door knob so if I had pushed the door closed I wouldn’t have been able to open it again! Breakfast was very good and the staff were very friendly.

Reviewed on Jul 21, 2025

room2 Southampton Hometel

room2 Southampton Hometel

4 out of 5
Southampton City Centre
per person
Sep 9 - Sep 19
found 23 hours ago
Roundtrip non-stop flight included
Los Angeles (QLA) to Southampton (SOU)
9.4/10 Exceptional! (1,026 reviews)
We had three family rooms so each family unit had their own space. Kids loved the loft beds!

Reviewed on Jul 31, 2025

The Madison

The Madison

3 out of 5
Banister's Park
per person
Sep 9 - Sep 19
found 23 hours ago
Roundtrip non-stop flight included
Los Angeles (QLA) to Southampton (SOU)
9.4/10 Exceptional! (25 reviews)
I loved that the rooms were self-catering. This was very handy and helpful - it meant I could get a few things from the shops to cook or put in the fridge rather than always eating out or getting takeaway. The room was also very attractive and comfortable. The only thing I didn't like was that the front door slams every time someone comes in and out and I was right next to it. Sometimes the slamming would be continuous for quite a while. They really need to fix this.

Reviewed on May 5, 2025

Ennios Boutique Hotel Rooms

Ennios Boutique Hotel Rooms

5 out of 5
Southampton City Centre
per person
Sep 9 - Sep 19
found 23 hours ago
Roundtrip non-stop flight included
Los Angeles (QLA) to Southampton (SOU)
9.4/10 Exceptional! (219 reviews)
A nice, clean, simple hotel with a fabulous staff! Everyone was so welcoming and helpful, they made you feel at home. The breakfast and dinner were also lovely. A perfect stop before a cruise.

Reviewed on Jul 31, 2025

Best Places to Vacation in Isle of Wight

1. Find your perfect Ryde vacation

Ryde, England is a perfect destination for outdoor enthusiasts seeking a relaxing yet adventurous vacation. With its friendly locals, beautiful marina, and convenient ferry access to nearby islands, Ryde offers a unique experience. The stunning sea views and opportunities for water activities make it an ideal place for adventure seekers. For those on a budget, there are plenty of affordable options including bars and restaurants. History buffs will enjoy exploring Ryde Castle, adding a touch of culture to their vacation. Whether you're looking for a peaceful getaway or an action-packed adventure, Ryde has something for everyone.

  • The peak season is from June to August
  • The off-peak season is from October to December
  • Travelers tend to stay 3 days in Ryde

2. Create memories in Sandown with a vacation package

Sandown, located in England's United Kingdom, offers a charming atmosphere perfect for outdoor vacations. With its friendly locals, beautiful beaches, and nearby islands, it's an ideal destination for relaxation and exploration. Golf enthusiasts can enjoy the scenic golf courses, while those seeking a bit of pampering can indulge in spa treatments. Swimming in the crystal-clear sea is a must, and art lovers will appreciate the local galleries. Coffee lovers can savor a cup of their favorite brew while enjoying the stunning coastal views. Excursions to nearby attractions and activities like aquariums and zoos are popular among travelers.

  • The peak season is from June to August
  • The off-peak season is from October to December
  • Travelers tend to stay 5 days in Sandown

3. Book your ideal Ventnor with a vacation package

Ventnor, located in England's United Kingdom, offers a delightful outdoor vacation experience. With its stunning gardens, natural parks, and nearby islands, the region is a paradise for nature lovers. The town also boasts a rich cultural scene, allowing visitors to immerse themselves in local traditions and heritage. The beautiful beach and golf courses provide opportunities for relaxation and recreation, while the sea offers thrilling adventures. Ventnor is a charming small town filled with historical monuments, making it a perfect destination for those seeking a blend of natural beauty and cultural exploration.

  • Travelers tend to stay 3 days in Ventnor

4. Discover Newport with our vacation deals

Newport, England offers a unique outdoor vacation experience with its stunning geography. Situated on an island, visitors can explore magnificent castles, monuments, and historical landmarks. The city's proximity to the sea allows for enjoyable activities such as windsurfing, while the friendly locals and vibrant culture add to the overall atmosphere. Newport is also known for its beautiful gardens, perfect for relaxation and rejuvenation. After a day of outdoor adventures, visitors can unwind at a local bar and immerse themselves in the lively atmosphere. Whether you're seeking history, nature, or a taste of local culture, Newport has it all.

  • The peak season is from June to August
  • The off-peak season is from October to December
  • Travelers tend to stay 3 days in Newport

6. Plan your dream getaway to Seaview

Seaview in England's United Kingdom offers a delightful outdoor vacation experience. With its stunning geography, including islands, a beautiful sea, and lush forests, it's the perfect destination for boating enthusiasts and beach lovers. The luxurious and romantic atmosphere is ideal for those seeking a tranquil getaway. Explore the local bars and gardens, and immerse yourself in the breathtaking scenery. Seaview is a haven for travelers looking for destination activities and a wide range of things to do. Whether you're seeking adventure or relaxation, Seaview has something for everyone.

  • The peak season is from June to August
  • The off-peak season is from October to December

5. Escape to Bembridge with a vacation package

Bembridge is a charming coastal town in England's Isle of Wight, offering a perfect outdoor vacation experience. With its beautiful beaches and sunny weather, visitors can enjoy various outdoor activities like boating and exploring the surrounding islands. The town also boasts a rich historical heritage, with historical landmarks and museums showcasing its cultural significance. Bembridge is known for its peaceful and relaxing atmosphere, making it an ideal destination for those seeking a break from city life. The town's gardens and scenic coastal landscapes add to its appeal, providing a serene environment for nature lovers.

  • Travelers tend to stay 4 days in Bembridge

Find the Best Isle of Wight Vacation Packages

Things to do in Isle of Wight

The Isle of Wight is perfect for outdoor enthusiasts, offering stunning scenery and thrilling adventures. Enjoy hiking trails, access to beautiful recreational areas, and coastal walks. Don't miss the chance to camp under the stars and explore nearby attractions. With affordable adventure options and unique experiences like the Wild West Showdown, there's something for everyone on this picturesque island.

Shopping

On the Isle of Wight, visit the House of Chilli for unique gifts and gourmet products. Explore local boutiques in charming towns for handmade jewelry and crafts, perfect for souvenirs to take home.

Recreation

At Seaclose Park, enjoy serene walks and open spaces perfect for relaxation. Shanklin Theatre offers cultural entertainment and family-friendly performances, enhancing your wellness experience. For a touch of luxury, indulge in the Royal London Yacht Club, where you can unwind in a sophisticated atmosphere while enjoying stunning views.

Adventure

Experience the thrill of the Isle of Wight Coastal Footpath, where hiking unveils breathtaking scenery. For an adrenaline rush, try Butterfly Paragliding, soaring high above the stunning landscape. Explore the Bembridge Trail for a refreshing outdoor adventure, surrounded by the island's natural beauty.

Nightlife

The Isle of Wight offers a vibrant nightlife, particularly in Newport and Cowes. Enjoy lively pubs, stylish bars, and dance clubs, with venues like The Quay Arts and The Waterfront hosting live music and events that keep the atmosphere buzzing well into the night.

*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 perfect for outdoor enthusiasts and adventure seekers, offering stunning beaches, charming churches, and beautiful nature reserves. Explore the area's rich culture and enjoy various outdoor experiences. Don't miss out on planning your Isle of Wight holiday to discover all the exciting attractions and activities this scenic destination has to offer.

  • Osborne House: A stunning royal residence, Osborne House was designed by Prince Albert for Queen Victoria. Its Italianate architecture and beautiful gardens offer a glimpse into royal life, with opulent rooms and fascinating exhibits. Enjoy the breathtaking views of the Solent from the terrace.
  • Cowes Harbour: This vibrant harbor is famous for its sailing events and charming beach scenery. Stroll along the waterfront to admire yachts and enjoy delightful seaside cafes. Cowes Harbour is perfect for relaxing or taking a boat ride to soak in the coastal beauty.
  • Shanklin Old Village: Step back in time in this picturesque village known for its charming thatched cottages and historic architecture. Wander through quaint streets filled with shops, cafes, and gardens, experiencing the rich culture and heritage of the Isle of Wight.

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 during the off-peak season (typically January to February and November) for more affordable package holidays to Isle of Wight.
  • 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 Broadway Park Hotel

The Broadway Park Hotel

3.5 out of 5
Melville Street, Sandown, England
Fully refundableReserve now, pay when you stay
$76 nightly
The price is $92 total per night from Aug 31 to Sep 1
$92 total
Aug 31 - Sep 1
Total includes taxes and fees
7.2/10 Good! (453 reviews)
"Really enjoyed our stay here. The staff couldn't do enough to make our stay excellent. That hotel has a lot of history and may appear dated. But the rooms have everything you need. I would use this hotel next time I Stay in IOW."

Reviewed on Jul 29, 2025

The Broadway Park Hotel
The Q Hotel

The Q Hotel

3 out of 5
12 Queens Road, Shanklin, England
Fully refundableReserve now, pay when you stay
8.2/10 Very Good! (135 reviews)
"Only spent a night after a late arrival, so not much time to experience the place fully, but the night and breakfast I had were truly excellent."

Reviewed on Jul 29, 2025

Get rates
The Q Hotel
Royal Esplanade Hotel

Royal Esplanade Hotel

3.5 out of 5
16 The Esplanade, Isle of Wight, Ryde, England
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $141 total per night from Sep 1 to Sep 2
$141 total
Sep 1 - Sep 2
Total includes taxes and fees
8/10 Very Good! (1,002 reviews)
"Excellent Isle of Wight vibes in Ryde"

Reviewed on Jul 29, 2025

Royal Esplanade Hotel
See all 1,731 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?
From as low as $1,234. Yes, you read that right. Our Isle of Wight packages are a simple way to make your budget last longer. Combine your favorite hotels, flights and rental car and get out and explore this fabulous destination.
How do I get a cheap travel package to Isle of Wight?
Simply by bundling. Hotels, rental cars and flights — combine whatever you need into an Isle of Wight vacation package and save. Score even more discounts when you include extras such as sightseeing tours to your booking. But that's not the only good part. You have the flexibility to put together your vacation your way. We offer more than 550 airlines and 1,000,000 hotel options all over the world, so that everyone has a chance to travel and fulfill those vacation dreams.
How far in advance should I book my Isle of Wight vacation?
It can be tricky to know when is the perfect time to book your vacation to Isle of Wight. But typically the earlier you book, the better the prices. Sometimes, you can secure your flights and hotels nearly a year prior to departure. If you're thinking of a last-minute getaway, no need to worry! There are fabulous deals popping up on Expedia all the time.
What does an Expedia Isle of Wight travel package include?
With Expedia, you can select a combination of car rentals, flights and hotels to create your perfect Isle of Wight package. Once you've made your booking, you can add on the fun things like activities and tours. Don't forget — the more you bundle, the more you stand to save!
What should I know before booking an Isle of Wight travel package?
Locking in all the parts of your escape together is a great way to save. Combine your airfares, rental cars and hotels into a neat little package. But hotels aren't your only option. Expedia features all types of properties, including vacation rentals like oceanfront condos and serviced residences. The list goes on!
Can I choose my airline with an Isle of Wight Expedia vacation package?
Yes — that's one of the best things about an Expedia vacation package. You get to decide. We have more than 550 airline partners globally, so you have lots of choice when putting together your Isle of Wight adventure.
Does Expedia offer Book Now, Pay Later Isle of Wight vacation packages?
Thanks to our proud partnership with online lender Affirm, you can Book Now, Pay Later. You can tailor your trip with Expedia packages, so why not customize your payment arrangement too?
If I'm not able to travel, can I cancel my Isle of Wight vacation package?
Whether it's your flight or hotel, you can cancel or alter it. Booked your Isle of Wight vacation package in the last 24 hours? You may be able to make changes or cancellations for free. For older bookings, you may incur a fee from your hotel, airline or car rental company. For more details, take a look at our Customer Service Portal. We're here to help you every step of the way.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.