cool shore excursions®
Top activities
Top landmarks
Trip ideas
Nearby places
  • Tours by category
  • Tours by accessibility
  • Tours by feature
  • Tours by time
  • Tours by the numbers
  • Top attractions
  • Southampton travel guides
  • Southampton travel calendar
  • Tours in nearby places
  • Explore South East England tours
Language $Currency
Port schedule
Login / Sign up
Bookings
Bookings
Wallet
$0.00
Wishlists
Wishlists
Cool Rewards Rewards
Gift cards
Profile
Help Center
Language
Log out
Start your search
Change your search
Place or activity
Select Dates
You booked this experience
You're departing on
Google Calendar
Apple Calendar
Microsoft Outlook
Make your trip unforgettable

Discover Winchester and Southampton medieval cities on a private tour

Southampton, England
Book online or call us

from $519.63 per person

Lowest Price Guarantee
Discover Winchester and Southampton medieval cities on a private tour Image 1
Discover Winchester and Southampton medieval cities on a private tour Image 2
Discover Winchester and Southampton medieval cities on a private tour Image 3
Discover Winchester and Southampton medieval cities on a private tour Image 4
Discover Winchester and Southampton medieval cities on a private tour Image 5
6 hours (approx.)
Hotel pickup offered
Mobile ticket
Offered in: English
Instant confirmation

Overview

A perfect cathedral city on the side of the hilly South Downs National Park, Winchester is England's ancient capital and old residence of King Alfred the Great. The city combines the freshness of the neighboring countryside with the best of city life. Explore picturesque Winchester and be guided through its medieval streets. But first, take a walking tour of medieval Southampton.

Meet your guide at the Cruise Port or at your hotel in Southampton and start with a walking tour of the city.
Walk through the streets of Southampton, stopping at certain buildings of interest.
Drive to Winchester about 25 minutes and start Upper Winchester walking tour.
After the tour, the guide will drive you back to Southampton Cruise Port or to your hotel.

What's Included

  • All fees and taxes
  • Pick up and drop off
  • Transportation by air-conditioned vehicle
  • Food and drinks (own expense)
See 2 moreSee 1 more

Meeting and Pickup

Pickup point

What To Expect

Book Online

Our secure website provides real-time availability, instant confirmation.
Read more

Safe & secure Easy breezy Hassle‑free

Bargate

The Bargate is a Grade I listed medieval gatehouse in the city centre of Southampton, England. Constructed in Norman times as part of the Southampton town walls, it was the main gateway to the city. The building is a scheduled monument, which has served as a temporary exhibition and event space for Southampton Solent University since 2012.
Read more

15 minutes Admission Ticket Free

Canute's Palace

Canute's Palace in Southampton, England, is the name given to the ruins of a Norman merchant's house dating from the late twelfth century. Despite its name, the building has no connection with Canute the Great, nor was it a palace.
Read more

20 minutes Admission Ticket Free

God's House Tower

God's House Tower is a late 13th century gatehouse into the old town of Southampton, England. It stands at the south-east corner of the town walls and permitted access to the town from the Platform and Town Quay. It is now an arts and heritage venue, and has previously served as the town gaol and housed the Museum of Archaeology. The building is Grade I listed and a scheduled ancient monument.
Read more

15 minutes Admission Ticket Free

Holyrood Church (Stop BE)

Holyrood Church was one of the original five churches serving the old walled town of Southampton, England. Built in 1320, the church was destroyed by enemy bombing during the blitz in November 1940. In 1957 the shell of the church was dedicated as a memorial to the sailors of the Merchant Navy. It is a Grade II* listed building.
Read more

20 minutes Admission Ticket Free

Medieval Merchant's House

The Medieval Merchant's House is a restored late-13th-century building in Southampton, Hampshire, England. Built in about 1290 by John Fortin, a prosperous merchant, the house survived many centuries of domestic and commercial use largely intact. German bomb damage in 1940 revealed the medieval interior of the house, and in the 1980s it was restored to resemble its initial appearance and placed in the care of English Heritage, to be run as a tourist attraction.
Read more

15 minutes Admission Ticket Free

Saint Mary's Church

St. Mary's Church, Southampton is a Church of England parish church and the largest church in the port city of Southampton on the south coast of England. This is the mother church to this former county town with its forerunners spanning back to the first Saxon settlements of the 7th century, including a major collegiate church of the European Middle Ages dedicated to the same patron saint.
Read more

20 minutes Admission Ticket Free

SeaCity Museum

The SeaCity Museum is a museum in Southampton, England, which opened on 10 April 2012 to mark the centenary of RMS Titanic's departure from the city. It is housed within a part of the Grade II* listed civic center building which previously housed the magistrates' court and police station.
Read more

20 minutes Admission Ticket Free

Southampton City Art Gallery

The Southampton City Art Gallery is an art gallery in Southampton, southern England. It is located in the Civic Centre on Commercial Road. The gallery opened in 1939 with much of the initial funding from the gallery coming from two bequests one from Robert Chipperfield and another from Frederick William Smith. The gallery was damaged during World War II and repairing this damaged delayed its reopening until 1946.
Read more

15 minutes Admission Ticket Free

Southampton Town Walls

Southampton's town walls are a sequence of defensive structures built around the town in southern England. Although earlier Roman and Anglo-Saxon settlements around Southampton had been fortified with walls or ditches, the later walls originate with the move of the town to the current site in the 10th century.
Read more

15 minutes Admission Ticket Free

St Joseph's Church

St Joseph's Church is a Roman Catholic parish church in Southampton, Hampshire. It is situated on Bugle Street, in the center of the city, north of Town Quay. The church chancel was designed by Augustus Pugin and built in 1843. It was the first Catholic church founded in Southampton after the Reformation. It was the pro-cathedral of the Diocese of Portsmouth in 1882. It is a Grade II listed building.
Read more

20 minutes Admission Ticket Free

St Michael's Church

St. Michael the Archangel Church is the oldest building still in use in the city of Southampton, England, having been founded in 1070, and is the only church still active of the five originally in the medieval walled town. The church is a Grade I Listed building.
Read more

20 minutes Admission Ticket Free

Titanic Engineer Officers Memorial

The Titanic Engineers' Memorial is a memorial in East Park, Southampton, United Kingdom, to the engineers who died in the Titanic disaster on 15 April 1912. The bronze and granite memorial was originally unveiled by Sir Archibald Denny, president of the Institute of Marine Engineers on 22 April 1914. The event was attended by an estimated 100,000 Southampton residents.
Read more

15 minutes Admission Ticket Free

Tudor House and Garden

Tudor House and Garden is a historic building, museum, tourist attraction, and Grade I listed building in Southampton, England. Established as Southampton's first museum in 1912, the house was closed for nine years between 2002 and 2011 during an extensive renovation. The house is located in Bugle Street, opposite St. Michael's Square, in Southampton's Old Town.
Read more

20 minutes Admission Ticket Free

Jane Austen's House

Jane Austen's House Museum is a small independent museum in the village of Chawton near Alton in Hampshire. It is a writer's house museum occupying the 17th-century house in which novelist Jane Austen spent the last eight years of her life. The museum has been a Grade I listed building since 1963.
Read more

15 minutes Admission Ticket Free

Hospital of St Cross

The Hospital of St Cross and Almshouse of Noble Poverty is a medieval almshouse in Winchester, Hampshire, England. It has been described as "England's oldest and most perfect almshouse". Most of the buildings and grounds are open to the public at certain times. It is a Grade I listed building.
Read more

20 minutes Admission Ticket Free

The Great Hall

The original wooden Norman Winchester Castle dated from 1067. In the 12th century a tower fifty feet square with walls 14 feet thick was constructed and circular tower was built on the motte in the 13th century. In the 17th century, it was sold to a Royalist and after its capture in the Civil War it was slighted and almost all the stone removed for other buildings.
Read more

30 minutes Admission Ticket Included

Winchester Cathedral

Winchester Cathedral is a cathedral of the Church of England in Winchester, Hampshire, England. It is one of the largest cathedrals in Europe, with the greatest overall length of any Gothic cathedral. Dedicated to the Holy Trinity, Saint Peter, Saint Paul and, before the Reformation, Saint Swithun, it is the seat of the Bishop of Winchester and centre of the Diocese of Winchester. The cathedral is a Grade I listed building.
Read more

15 minutes Admission Ticket Free

Winchester City Mill

The Winchester City Mill is a restored water mill situated on the River Itchen in the center of the ancient English city of Winchester. The mill is owned by the National Trust and is a Grade II* listed building.
Read more

20 minutes Admission Ticket Free

Wolvesey Castle

Wolvesey Castle, also known as the "Old Bishop's Palace", is a ruined castle in Winchester, Hampshire, England. It is located next to Winchester Cathedral.
Read more

30 minutes Admission Ticket Free

Show 18 more stops

Additional Info

  • Confirmation is instant and will be received at time of booking
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels

Frequently Asked Questions (7)

Q: What is the cancellation policy for the Discover Winchester and Southampton medieval cities on a private tour?

A: This tour is non-refundable and cannot be changed for any reason. If you cancel or ask for an amendment, the amount you paid will not be refunded. Read more Apr 2025

Cancellation Policy

This tour is non-refundable and cannot be changed for any reason. If you cancel or ask for an amendment, the amount you paid will not be refunded.

Still have questions?

We're here to help.
Activity code: C-224720P393

Traveler Photos

Southampton Tours
Attractions
Guides
Calendar
View more

Similar Tours & Activities

Stonehenge Private Tour from Southampton
5.0 (5)

Stonehenge Private Tour from Southampton

Travel in a comfortable vehicle with a friendly, helpful and knowledgeable driver. We provide a very personal service and are based near Southampton with a...

4 hours Hotel pickup offered Free Cancellation
5.0 (5)
from
$514
Luxury Sailing Experience Day with Champagne and Lunch or Dinner
4.9 (245)

Luxury Sailing Experience Day with Champagne and Lunch or Dinner

Enjoy a glass of champagne as you set sail on your beautiful, large, comfortable and modern yacht. After a few hours of sailing on the...

5 hours 30 minutes
4.9 (245)
from
$218
Stonehenge half day tour from Southampton
Likely to Sell Out
Likely to Sell Out
5.0 (26)

Stonehenge half day tour from Southampton

Understanding the history, ancient beliefs and modern day theories behind Stonehenge really enriches a visit so your personal guide will share these with you along...

4 hours Hotel pickup offered Free Cancellation
5.0 (26)
from
$148
Southampton Port to London via Stonehenge, Lacock & Bath
5.0 (4)

Southampton Port to London via Stonehenge, Lacock & Bath

What Makes Us Unique: Southampton to London Chauffeured Tour Travel in a luxury private vehicle with an experienced chauffeur focused solely on your comfort and...

10 to 11 hours Free Cancellation
5.0 (4)
from
$1,186
Stonehenge Private Tour from Southampton

Travel in a comfortable vehicle with a friendly, helpful and knowledgeable driver. We provide a very personal service and are based near Southampton with a …More

5.0 (5)

Stonehenge Private Tour from Southampton

5.0 (5)

Travel in a comfortable vehicle with a friendly, helpful and knowledgeable driver. We provide a very personal service and are based near Southampton with a...

4 hours Hotel pickup offered Free Cancellation
5.0 (5)
from
$514
Luxury Sailing Experience Day with Champagne and Lunch or Dinner

Enjoy a glass of champagne as you set sail on your beautiful, large, comfortable and modern yacht. After a few hours of sailing on the …More

4.9 (245)

Luxury Sailing Experience Day with Champagne and Lunch or Dinner

4.9 (245)

Enjoy a glass of champagne as you set sail on your beautiful, large, comfortable and modern yacht. After a few hours of sailing on the...

5 hours 30 minutes
4.9 (245)
from
$218
Stonehenge half day tour from Southampton

Understanding the history, ancient beliefs and modern day theories behind Stonehenge really enriches a visit so your personal guide will share these with you along …More

Likely to Sell Out
Likely to Sell Out
5.0 (26)

Stonehenge half day tour from Southampton

5.0 (26)

Understanding the history, ancient beliefs and modern day theories behind Stonehenge really enriches a visit so your personal guide will share these with you along...

4 hours Hotel pickup offered Free Cancellation
5.0 (26)
from
$148
Southampton Port to London via Stonehenge, Lacock & Bath

What Makes Us Unique: Southampton to London Chauffeured Tour Travel in a luxury private vehicle with an experienced chauffeur focused solely on your comfort and …More

5.0 (4)

Southampton Port to London via Stonehenge, Lacock & Bath

5.0 (4)

What Makes Us Unique: Southampton to London Chauffeured Tour Travel in a luxury private vehicle with an experienced chauffeur focused solely on your comfort and...

10 to 11 hours Free Cancellation
5.0 (4)
from
$1,186

Travelers Who Bought This Tour Also Bought

Journey Through Winchester's Past
4.9 (375)

Journey Through Winchester's Past

Walk in the footsteps of the historical characters of Winchester's past: the Romans, Alfred the Great, William the Conqueror, Oliver Cromwell, and Henry VIII Bring...

2 hours Free Cancellation
4.9 (375)
from
$16
Southampton: Post-Cruise Tour to London via Salisbury, Stonehenge and Windsor
Likely to Sell Out
Likely to Sell Out
4.6 (443)

Southampton: Post-Cruise Tour to London via Salisbury, Stonehenge and Windsor

Combine your cruise transfer with this great day of sightseeing! When your cruise ship docks at the Port of Southampton, board the coach and visit...

9 hours 30 minutes Free Cancellation
4.6 (443)
from
$243
Walk the Secrets of the Titanic
4.9 (460)

Walk the Secrets of the Titanic

We will hear the stories and secrets of the Titanic but also Southampton's Port of Present and Past: the Mayflower, the QE2, and of course...

2 hours Free Cancellation
4.9 (460)
from
$22
Southampton to Heathrow Airport - Via Various Attraction's
4.8 (6)

Southampton to Heathrow Airport - Via Various Attraction's

Travel in comfortable vehicle's with a friendly, helpful and knowledgable local driver's based in Southampton. This service is ideal to pass some time away if...

3 hours Hotel pickup offered Free Cancellation
4.8 (6)
from
$536
Journey Through Winchester's Past

Walk in the footsteps of the historical characters of Winchester's past: the Romans, Alfred the Great, William the Conqueror, Oliver Cromwell, and Henry VIII Bring …More

4.9 (375)

Journey Through Winchester's Past

4.9 (375)

Walk in the footsteps of the historical characters of Winchester's past: the Romans, Alfred the Great, William the Conqueror, Oliver Cromwell, and Henry VIII Bring...

2 hours Free Cancellation
4.9 (375)
from
$16
Southampton: Post-Cruise Tour to London via Salisbury, Stonehenge and Windsor

Combine your cruise transfer with this great day of sightseeing! When your cruise ship docks at the Port of Southampton, board the coach and visit …More

Likely to Sell Out
Likely to Sell Out
4.6 (443)

Southampton: Post-Cruise Tour to London via Salisbury, Stonehenge and Windsor

4.6 (443)

Combine your cruise transfer with this great day of sightseeing! When your cruise ship docks at the Port of Southampton, board the coach and visit...

9 hours 30 minutes Free Cancellation
4.6 (443)
from
$243
Walk the Secrets of the Titanic

We will hear the stories and secrets of the Titanic but also Southampton's Port of Present and Past: the Mayflower, the QE2, and of course …More

4.9 (460)

Walk the Secrets of the Titanic

4.9 (460)

We will hear the stories and secrets of the Titanic but also Southampton's Port of Present and Past: the Mayflower, the QE2, and of course...

2 hours Free Cancellation
4.9 (460)
from
$22
Southampton to Heathrow Airport - Via Various Attraction's

Travel in comfortable vehicle's with a friendly, helpful and knowledgable local driver's based in Southampton. This service is ideal to pass some time away if …More

4.8 (6)

Southampton to Heathrow Airport - Via Various Attraction's

4.8 (6)

Travel in comfortable vehicle's with a friendly, helpful and knowledgable local driver's based in Southampton. This service is ideal to pass some time away if...

3 hours Hotel pickup offered Free Cancellation
4.8 (6)
from
$536

Frequently Asked Questions (7)

Activity name

The answers provided below were previously given in response to questions from Cool Shore Excursions customers.

Filter by:

Q: What is the cancellation policy for the Discover Winchester and Southampton medieval cities on a private tour?
A:
This tour is non-refundable and cannot be changed for any reason. If you cancel or ask for an amendment, the amount you paid will not be refunded.
Apr 2025
Q: What's included in the price?
A:
The following is included:
  • All fees and taxes.
  • Pick up and drop off.
  • Transportation by air-conditioned vehicle.
  • Entrance tickets to Winchester Castle (The Great Hall).
  • Professional licensed guide.
The following is NOT included:
  • Food and drinks (own expense).
Apr 2025
Q: What is the minimum age for this tour?
A:

There is no minimum age for this tour, so bring your wee one along for an adventure..

Apr 2025
Q: My date is not available in the calendar, I am just checking to see if it is available?
A:

If a date or time is not listed on the calendar, it’s sold out or unavailable for another reason. Support cannot assist further if a date or time is not on the calendar.

If you find a date and time that works for you, book it NOW because things always sell out at this time of year.

Apr 2025
Q: Is this an accessible tour?
A:

Accessibility information for the Discover Winchester and Southampton medieval cities on a private tour is as follows:

  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
Apr 2025
Q: Where is the meeting point for this activity?
A:

Detailed check-in instructions – including meeting point address, Google map, and parking information – for Discover Winchester and Southampton medieval cities on a private tour will be included in your confirmation email from Cool Shore Excursions. Please be sure to double and triple check your email address is correct at checkout so this important email makes its way to you!

 

 

Mar 2024
Q: How long does a refund take to reach my card, and can I get it faster?
A:

Once your refund is processed, it usually shows on your card statement within 5–10 business days. The exact timing depends on your bank or card issuer.

Want it sooner? When you cancel, choose Receive a refund to my wallet instead. The credit is in your Wallet straight away and is applied automatically at checkout on your next booking when you’re signed in with the same email. You can see your balance any time in My Wallet.

If you paid part of your booking with Wallet credit, that part always goes back to your Wallet. Trip protection isn’t refundable.

Oct 2026

What's Included

Activity name

  • All fees and taxes
  • Pick up and drop off
  • Transportation by air-conditioned vehicle
  • Entrance tickets to Winchester Castle (The Great Hall)
  • Professional licensed guide
  • Food and drinks (own expense)

Additional Info

Activity name

  • Confirmation is instant and will be received at time of booking
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels

Report Product Issue

Activity name