14 days in South East England Itinerary

14 days in South East England Itinerary

Created using Inspirock South East England trip itinerary planner

Make it your trip
Fly
1
Portsmouth
— 3 nights
Drive
2
Brighton and Hove
— 3 nights
Drive
3
Canterbury
— 2 nights
Drive
4
Milton Keynes
— 2 nights
Drive
5
Windsor
— 3 nights
Fly

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Portsmouth

— 3 nights
Portsmouth is a port city and unitary authority in the ceremonial English county of Hampshire and is located south-west of London and south-east of Southampton. Explore the numerous day-trip ideas around Portsmouth: Beaulieu National Motor Museum (in Beaulieu), Winchester (Hospital of St Cross & Winchester Cathedral) and Paultons Park (in Romsey). There's much more to do: see the interesting displays at The Mary Rose, brush up on your military savvy at Portsmouth Historic Dockyard, race across the water with a speed boat tour, and learn about wildlife with up-close encounters at Hawk Conservancy Trust.

To see traveler tips, more things to do, reviews, and more tourist information, read Portsmouth trip site.

Newcastle upon Tyne to Portsmouth is an approximately 3-hour flight. You can also take a train; or drive. In July, plan for daily highs up to 25°C, and evening lows to 14°C. Finish your sightseeing early on the 4th (Mon) so you can drive to Brighton and Hove.

Things to do in Portsmouth

Parks · Museums · Zoos & Aquariums · Outdoors

Side Trips

Find places to stay Jul 1 — 4:

Brighton and Hove

— 3 nights

London-by-the-Sea

The vibrant seaside resort of Brighton and Hove features a lively nightclub scene and an abundance of cultural sites sure to keep you entertained for days.
Venture out of the city with trips to East Sussex Falconry (in Herstmonceux) and Beachy Head (in Eastbourne). There's lots more to do: look for gifts at Gustamps, admire the natural beauty at Driftwood Garden East Sussex, indulge in some culinary diversions at Brighton Food Tours, and take a leisurely stroll along Brighton Palace Pier.

For photos, more things to do, reviews, and other tourist information, you can read our Brighton and Hove itinerary planner.

You can drive from Portsmouth to Brighton and Hove in 1.5 hours. Another option is to take a train. July in Brighton and Hove sees daily highs of 24°C and lows of 15°C at night. Wrap up your sightseeing on the 7th (Thu) early enough to drive to Canterbury.

Things to do in Brighton and Hove

Parks · Wildlife · Wineries · Shopping

Side Trips

Find places to stay Jul 4 — 7:

Canterbury

— 2 nights
Canterbury is a historic English cathedral city and UNESCO World Heritage Site, which lies at the heart of the City of Canterbury, a local government district of Kent, England. Start off your visit on the 8th (Fri): pause for some serene contemplation at Canterbury Cathedral, step into the grandiose world of Dover Castle, and then take a tour by water with Boat Tours & Water Sports. On your second day here, tour the pleasant surroundings at The Hawking Centre and then make a trip to Leeds Castle.

To find where to stay, ratings, photos, and other tourist information, go to the Canterbury day trip planner.

Traveling by car from Brighton and Hove to Canterbury takes 2 hours. Alternatively, you can take a train; or do a combination of bus and train. Finish your sightseeing early on the 9th (Sat) to allow enough time to drive to Milton Keynes.

Things to do in Canterbury

Historic Sites · Parks · Wildlife · Outdoors

Side Trips

Find places to stay Jul 7 — 9:

Milton Keynes

— 2 nights
Milton Keynes, locally abbreviated to MK, is a large town in the Borough of Milton Keynes, Buckinghamshire, of which it is the administrative centre. On the 10th (Sun), stroll through Upton House & Gardens, steep yourself in history at Blenheim Palace, examine the collection at Ashmolean Museum of Art and Archaeology, then brush up on your knowledge of spirits at The Oxford Artisan Distillery, and finally take in the spiritual surroundings of Magdalen College. Here are some ideas for day two: steep yourself in history at Bletchley Park and then go for a walk through Campbell Park.

To see where to stay, traveler tips, and other tourist information, read Milton Keynes journey planner.

Getting from Canterbury to Milton Keynes by car takes about 2.5 hours. Other options: take a train; or do a combination of bus and train. In July in Milton Keynes, expect temperatures between 26°C during the day and 18°C at night. Finish up your sightseeing early on the 11th (Mon) so you can go by car to Windsor.

Things to do in Milton Keynes

Historic Sites · Parks · Museums · Breweries & Distilleries

Side Trips

Find places to stay Jul 9 — 11:

Windsor

— 3 nights
Windsor is a historic market town and unparished area in the Royal Borough of Windsor and Maidenhead in Berkshire, England. Explore the numerous day-trip ideas around Windsor: Chessington World of Adventures Resort (in Chessington) and Hampton Court Palace (in East Molesey). The adventure continues: explore the historical opulence of Windsor Castle, find something for the whole family at LEGOLAND Windsor Resort, get outside with Outdoor Activities, and paddle through the water with a kayaking and canoeing tour.

To find out how to plan a trip to Windsor, use our trip itinerary maker.

Traveling by car from Milton Keynes to Windsor takes 1.5 hours. Alternatively, you can take a train; or take a train. In July, plan for daily highs up to 28°C, and evening lows to 17°C. Finish up your sightseeing early on the 14th (Thu) so you can catch the flight back home.

Things to do in Windsor

Historic Sites · Theme Parks · Parks · Outdoors

Side Trips

Find places to stay Jul 11 — 14: