14 days in England Itinerary

14 days in England Itinerary

Created using Inspirock England visit planner

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Route & dates

14 days in England Itinerary

Start: Chicago
Fly + train:  13​h
1
Portsmouth
— 2 nights
Drive:  1​h 45​min
2
Weymouth
— 2 nights
Drive:  3​h 15​min
3
St Ives
— 2 nights
Drive:  2​h 15​min
4
Torquay
— 1 night
Drive:  6​h
5
Scarborough
— 2 nights
train:  3​h 15​min
6
London
— 3 nights
Fly:  12​h
End: Chicago

2
nights
Portsmouth

Portsmouth ©
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. Eschew the tourist crowds and head to Portsmouth Historic Dockyard and The Mary Rose Museum. Explore Portsmouth's surroundings by going to Wight Karting (in Ryde), Paultons Park (in Romsey) and Osborne House (in East Cowes). It doesn't end there: admire the striking features of Salisbury Cathedral and Magna Carta.

To see other places to visit, reviews, ratings, and other tourist information, read Portsmouth trip itinerary builder tool .

Chicago, USA to Portsmouth is an approximately 13-hour combination of flight and train. You can also fly; or do a combination of train and flight. The time zone changes from Central Standard Time (CST) to Greenwich Mean Time (GMT), which is usually a 6 hour difference. Traveling from Chicago in June, expect Portsmouth to be a bit cooler, temps between 66°F and 51°F. Finish up your sightseeing early on the 4th (Thu) so you can go by car to Weymouth.

Things to do in Portsmouth

Historic Sites Theme Parks Museums

Side Trips

Salisbury Cathedral and Magna Carta, Paultons Park, Wight Karting, Osborne House
Find places to stay Jun 1 — 4:
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Osborne House ©
Osborne House
Portsmouth Historic Dockyard ©
Portsmouth Historic Dockyard
The Mary Rose Museum ©
The Mary Rose Museum

2
nights
Weymouth

Weymouth ©
Weymouth is a seaside town in Dorset, England, situated on a sheltered bay at the mouth of the River Wey on the English Channel coast. Start off your visit on the 5th (Fri): kick back and relax at Weymouth Beach and then look for all kinds of wild species at Monkey World. Keep things going the next day: take in the dramatic natural features at Lulworth Cove, cool off at Dorset Adventure Park, and then step into the grandiose world of Corfe Castle.

To see ratings, reviews, more things to do, and other tourist information, use the Weymouth attractions planner .

Traveling by car from Portsmouth to Weymouth takes 2 hours. Alternatively, you can take a train; or do a combination of bus and train. Finish up your sightseeing early on the 6th (Sat) so you can go by car to St Ives.

Things to do in Weymouth

Parks Wildlife Beaches

Side Trips

Corfe Castle, Lulworth Cove, Monkey World
Find places to stay Jun 4 — 6:
Highlights from your plan
Dorset Adventure Park ©
Dorset Adventure Park
Weymouth Beach ©
Weymouth Beach
Monkey World ©
Monkey World

2
nights
St Ives

St Ives ©
St Ives is a seaside town, civil parish and port in Cornwall. Kick off your visit on the 7th (Sun): take in nature's colorful creations at Trebah Garden, kick back and relax at Fistral Beach Bar, and then kick back and relax at Porthminster Beach. Get ready for a full day of sightseeing on the 8th (Mon): don't miss a visit to National Trust - Lizard Point and Kynance Cove and then step off the mainland to explore St. Michael's Mount.

For reviews, other places to visit, and other tourist information, refer to the St Ives journey planner.

Traveling by car from Weymouth to St Ives takes 3.5 hours. Alternatively, you can take a bus; or take a train. In June, daily temperatures in St Ives can reach 62°F, while at night they dip to 52°F. Finish your sightseeing early on the 8th (Mon) to allow enough time to drive to Torquay.

Things to do in St Ives

Parks Beaches Outdoors

Side Trips

St. Michael's Mount, Fistral Beach Bar, National Trust - Lizard Point and Kynance Cove, Trebah Garden
Find places to stay Jun 6 — 8:
Highlights from your plan
St. Michael's Mount ©
St. Michael's Mount
Porthminster Beach ©
Porthminster Beach

1
night
Torquay

Torquay ©
Torquay is a seaside town in Devon, England, part of the unitary authority area of Torbay. Start off your visit on the 9th (Tue): find something for the whole family at Babbacombe Model Village, then walk around Cockington Court, and then explore the activities along Brixham Harbour.

To see where to stay, maps, ratings, and tourist information, read Torquay tour itinerary maker app .

Getting from St Ives to Torquay by car takes about 2.5 hours. Other options: take a train; or take a bus. Wrap up your sightseeing on the 9th (Tue) to allow time to drive to Scarborough.

Things to do in Torquay

Parks Nature Theme Parks

Side Trip

Brixham Harbour
Find places to stay Jun 8 — 9:
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Brixham Harbour ©
Brixham Harbour
Cockington Court ©
Cockington Court
Babbacombe Model Village ©
Babbacombe Model Village

2
nights
Scarborough

Scarborough ©
Scarborough is a town on the North Sea coast of North Yorkshire, England. On the 10th (Wed), brush up on your military savvy at Eden Camp Modern History Theme Museum, then appreciate the extensive heritage of 199 Steps, then take in the spiritual surroundings of Whitby Abbey, and finally don't miss a visit to Whitby Harbour. Get ready for a full day of sightseeing on the 11th (Thu): walk around Peasholm Park, look for all kinds of wild species at RSPB Bempton Cliffs, and then enjoy the sand and surf at Filey Beach.

To find more things to do, reviews, and other tourist information, you can read our Scarborough visit planning app .

Traveling by car from Torquay to Scarborough takes 6 hours. Alternatively, you can do a combination of flight and train; or do a combination of train and flight. In June, daily temperatures in Scarborough can reach 64°F, while at night they dip to 50°F. Finish up your sightseeing early on the 11th (Thu) so you can catch the train to London.

Things to do in Scarborough

Parks Wildlife Historic Sites

Side Trips

Whitby, Eden Camp Modern History Theme Museum, Filey Beach, RSPB Bempton Cliffs
Find places to stay Jun 9 — 11:
Highlights from your plan
Peasholm Park ©
Peasholm Park
RSPB Bempton Cliffs ©
RSPB Bempton Cliffs
Filey Beach ©
Filey Beach

3
nights
London

London ©
Vibrant and noisy, London is one of the world’s leading cities, an international capital of culture, education, fashion, music, finance, trade, and politics.
London is known for museums, nightlife, historic sites, shopping, and parks. Your plan includes some of its best attractions: enjoy breathtaking views from Coca-Cola London Eye, pause for some serene contemplation at St. Paul's Cathedral, contemplate the long history of Tower of London, and don't miss a visit to Big Ben.

To find traveler tips, other places to visit, and other tourist information, you can read our London road trip planner.

Traveling by train from Scarborough to London takes 3.5 hours. Alternatively, you can drive; or do a combination of train, bus, and flight. In June, plan for daily highs up to 68°F, and evening lows to 52°F. Wrap up your sightseeing on the 14th (Sun) to allow time to travel back home.

Things to do in London

Museums Historic Sites Nightlife
Find places to stay Jun 11 — 14:
Highlights from your plan
Coca-Cola London Eye ©
Coca-Cola London Eye
National Gallery ©
National Gallery
Tower of London ©
Tower of London

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