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Ultimate 5-Day Portsmouth and Isle of Wight Adventure

Ultimate 5-Day Portsmouth and Isle of Wight Adventure Itinerary

Last updated: 2024 Jun 14

Historic Portsmouth and High Tea Delights

Morning
Begin your journey with a visit to the iconic Portsmouth Historic Dockyard, where you can explore historic ships, including the HMS Victory. Afterward, enjoy a delightful morning tea experience at the Portsmouth Spinnaker Tower, with "High Tea in the Clouds" offering panoramic views of the city and harbor.
Afternoon
For lunch, head to The Bridge Tavern, a charming riverside pub with a great selection of local dishes. Spend your afternoon at the The D-Day Story, gaining insights into the pivotal role Portsmouth played in the Normandy landings.
Evening
Dine at Cosy Club, a quirky restaurant housed in a former bank building, offering a relaxed and stylish atmosphere. Afterward, take a leisurely stroll through the historic streets of Old Portsmouth, soaking in the maritime heritage and perhaps joining the Portsmouth Treasure Hunt Outdoor Quest for some evening entertainment.
Bedtime
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Visit Portsmouth Historic Dockyard in Portsmouth

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Royal Residences and Island History

Morning
Catch the Portsmouth Hovercraft Flight to the Isle of Wight for a royal start to the day. Visit Osborne House, the former summer residence of Queen Victoria, and explore the stunning grounds and opulent interiors.
Afternoon
Enjoy a traditional pub lunch at The Wellington in the village of Ventnor. Post-lunch, immerse yourself in history at Carisbrooke Castle, where King Charles I was held captive, and don't miss the friendly donkeys in the castle's well house.
Evening
Return to Portsmouth and savor the evening at The Florence Arms Gastro Pub & Restaurant, known for its excellent food and welcoming ambiance. Cap off the night with a relaxed drink at The Southsea Village, a local favorite with a laid-back vibe.
Bedtime
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Maritime Heritage and Modern Elegance

Morning
Explore the Mary Rose Museum, a fascinating display of Henry VIII's flagship and its recovered artifacts. For breakfast, start your day at abarbistro, a contemporary eatery offering a range of morning delights.
Afternoon
Have a fulfilling lunch at King Street Tavern, known for its hearty British cuisine. Spend your afternoon soaring above the city at the Portsmouth Spinnaker Tower, taking in the panoramic views and learning about the local landmarks with the interactive Sky Garden.
Evening
Dine at The Isambard Kingdom Brunel - JD Wetherspoon, a historic venue named after the famous engineer. Enjoy a mix of classic and modern dishes in a setting that pays homage to the industrial revolution. After dinner, take a serene walk along the Southsea promenade, enjoying the sea breeze and the evening lights.
Bedtime
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Southampton's Seafaring Legacy and Guided Strolls

Morning
Begin your day with a transfer from Portsmouth to Southampton and take a Private Southampton Walking Tour to get acquainted with the city's history and hidden gems. For breakfast, enjoy the offerings at Gin and Olive Southsea, known for its relaxed atmosphere and quality food.
Afternoon
After the tour, have a leisurely lunch at Maya, an Indian restaurant with a modern twist. Then, delve into the maritime history of Southampton with a visit to the Secrets of the Titanic Guided Walking Tour, where you'll learn about the city's connections to the famous ship.
Evening
For dinner, head to The Ship & Castle, a waterfront restaurant offering a range of dishes to suit all tastes. Afterward, take a self-guided smartphone heritage walk with the Southampton Quirky self-guided smartphone heritage walks, allowing you to explore at your own pace and discover the city's unique stories.
Bedtime
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Final Day Explorations and Culinary Delights

Morning
Start with a hearty breakfast at The Guildhall Village, a cozy spot with a variety of morning options. Then, visit the Portsmouth Historic Dockyard Ultimate Explorer Ticket to catch any attractions you might have missed on the first day, or revisit your favorites.
Afternoon
Enjoy a relaxed lunch at Becketts Southsea, a restaurant known for its fresh and seasonal menu. Afterward, take a leisurely Portsmouth Old Portsmouth Historical Walking Tour to discover the city's hidden historical gems and architectural wonders.
Evening
Conclude your trip with a memorable dinner at The Dolphin, one of the oldest and most iconic pubs in Portsmouth, offering a range of traditional and contemporary dishes. Raise a glass to a fantastic journey and reminisce about the highlights of your time in this historic maritime city.
Bedtime
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