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Historic Hampshire: Portsmouth, Isle of Wight & Winchester Itinerary

Last updated: 2024 Jun 14

Portsmouth Historic Exploration

Morning

Start your day with a delightful breakfast at the charming The Kings Head in Wickham. Afterward, take a private transfer to the iconic Portsmouth Historic Dockyard. Explore the maritime history at your own pace, including the HMS Victory and The Mary Rose.

Afternoon

For lunch, savor the local flavors at The Old House at Home, known for its traditional British cuisine. In the afternoon, continue your nautical journey with a visit to the Portsmouth D-Day Story to learn about the role of Portsmouth in the Second World War.

Evening

Conclude your day with a dinner at the historic The Star Inn, offering a cozy atmosphere and a menu of classic dishes. Take a leisurely walk along the Portsmouth seafront to admire the evening views.

Bedtime

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4.84
Portsmouth Historic Dockyard
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4.76
Portsmouth D-Day Story
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Isle of Wight Escape

Morning

Enjoy a hearty breakfast at The Greyhound Inn before embarking on a hovercraft flight to the Isle of Wight. Once there, visit the grand Osborne House, Queen Victoria's seaside retreat.

Afternoon

Have a royal-inspired high tea experience at Osborne House. Afterward, explore the historic Carisbrooke Castle, known for imprisoning King Charles I.

Evening

Return to Wickham for a relaxed dinner at The Bugle Inn, a traditional pub with a selection of local ales and comforting dishes.

Bedtime

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4.56
Osborne House
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4.69
Carisbrooke Castle
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Winchester Wonders

Morning

Begin your day with a leisurely breakfast at The Vineyard, a cozy spot known for its quality food. Take a private transfer to Winchester and immerse yourself in a Private Walking Tour of the city's historic sites.

Afternoon

For lunch, enjoy a culinary experience at the renowned Restaurant 1873 in Winchester. Continue your exploration with a visit to the Winchester Cathedral and the ancient Wolvesey Castle.

Evening

Indulge in a fine dining experience at The Wheatsheaf, a Michelin-starred restaurant in the heart of Winchester, before returning to Wickham for the night.

Bedtime

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Private Walking Tour
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4.81
Winchester Cathedral
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Southampton Secrets and Departure

Morning

Enjoy a relaxed morning in Wickham and have breakfast at The Bugle Inn. Take a private transfer to Southampton and join a Secrets of the Titanic Guided Walking Tour to uncover the city's maritime history.

Afternoon

Conclude your trip with a visit to the Southampton SeaCity Museum to learn more about the Titanic's fateful voyage. For a late lunch, savor the flavors of the sea at The Bugle Inn.

Evening

After your final exploration, head to Southampton Port for your onward journey, reminiscing about your historic Hampshire adventure.

Bedtime

Find amazing hotels in Wickham, England.