Stonehenge, Windsor, Salisbury... Private Trips from Southampton - A Detailed Look at the Itinerary

Southampton’s 14 Top Tours & Experiences

Discover the top tours and experiences in Southampton, from luxury sailing and private day trips to historic sites and scenic adventures—perfect for every traveler.

Southampton isn’t just a busy port—it’s a hub for unique tours and memorable experiences. Whether you’re craving a luxurious day on the water or exploring iconic landmarks like Stonehenge and Bath, Southampton offers a surprising range of options. We especially love the Luxury Sailing Experience Day with Champagne and Lunch or Dinner for its blend of relaxation, elegance, and the chance to learn a bit about sailing. Imagine cruising the Solent, enjoying a gourmet meal, and perhaps taking a refreshing swim near the Isle of Wight—this trip truly hits the high notes for sophistication and fun. For travelers seeking history, the private trips to Stonehenge, Windsor, and Salisbury stand out for their personalized service and flexible itineraries.

If you’re looking for a more comprehensive exploration, the 2-Day Stonehenge, Cotswolds, Bath and Oxford Private Tour combines some of England’s most famous sights into a fully guided, hassle-free experience. For practical travelers, the private transfers—whether to Heathrow or London—offer stress-free journeys, saving time and energy. Whatever your interests, Southampton’s tours promise enriching, well-organized outings that you’ll remember long after the trip ends.

1. Luxury Sailing Experience Day with Champagne and Lunch or Dinner

Luxury Sailing Experience Day with Champagne and Lunch or Dinner

At number 1, this luxury private yacht experience from Lymington offers a perfect way to indulge in a few hours of elegance on the water. For about $218.95 per person, you’ll enjoy a freshly prepared 2-course meal and Champagne, with the option to choose a morning or afternoon cruise. The Solent serves as your backdrop, with views of the Isle of Wight coast, and the crew take care of everything — even letting you learn to sail if you’re inclined. Weather permitting, a swim near the Needles is a highlight; when it’s less friendly, cozy blankets below deck keep everyone comfortable.

Guests praise the friendly crew and the relaxing atmosphere, with one reviewer calling it a “fantastic trip” and noting how the sails were even hoisted on a calm day. The trip is ideal for anyone wanting a taste of luxury while enjoying the sea air. The ability to tailor the experience, including dietary requirements, makes this a top choice for couples, small groups, or those celebrating special occasions.

Bottom Line: An upscale, intimate experience perfect for those wanting to combine fine food, Champagne, and sailing in a beautiful setting.

2. Stonehenge, Windsor, Salisbury… Private Trips from Southampton

Stonehenge, Windsor, Salisbury... Private Trips from Southampton

Ranking second, this private tour from Southampton offers a flexible schedule with a personal touch. For around $210.61, you get a luxury, air-conditioned vehicle and a route tailored to your interests, including Winchester Cathedral, Jane Austen’s House, Salisbury Cathedral, and Stonehenge. The tour covers some of England’s most iconic sites, with the possibility for you to spend as much time as you wish at each stop.

Reviews highlight the professional, friendly service and the guide’s knowledge, with one saying, “Great way to do a round trip from Southampton,” and praising the driver’s comfort and reliability. Admission tickets are not included, but the flexibility means you can choose to explore at your own pace. This tour is perfect for history lovers who want an immersive experience without the hassle of driving or booking multiple tickets.

Bottom Line: A flexible, private experience ideal for those who want a customized, relaxed exploration of southern England’s greatest sights.

3. Visit Stonehenge and Salisbury from Southampton

Visit Stonehenge and Salisbury from Southampton

Number 3 on our list is a compact, reliable day trip for around $274.18, focusing on Stonehenge and Salisbury. This 2.5-hour service includes guided visits to the enigmatic stones and the medieval Salisbury Cathedral, home to Britain’s tallest spire and the Magna Carta. Though it’s a shorter trip, the focus on these two highlights makes it very manageable for travelers with limited time.

Guests appreciate the knowledgeable guides and the comfort of the vehicle, with reviews citing seamless pickups and the ability to see the sites efficiently. This tour is best suited for travelers eager to tick off the must-see landmarks without a full day commitment.

Bottom Line: An efficient, well-reviewed option for a quick yet meaningful visit to two of England’s most iconic sites.

4. Private Heathrow Transfer to/from Southampton

Private Heathrow Transfer to/from Southampton

Next, this private transfer service offers a comfortable alternative to taxis or trains at around $250.45 per group. It’s perfect for those arriving or departing via Heathrow, providing peace of mind with pre-arranged, door-to-door service. The trip lasts around 1.5 hours and includes a professional driver who can help with luggage and answer questions.

Reviewers love the timeliness and friendliness of the drivers, with some praising the comfort and the ability to customize pickup times. It’s especially useful for travelers with lots of luggage or those on tight schedules.

Bottom Line: A dependable, hassle-free transfer option for a smooth start or end to your trip.

5. Bath and the Cotswolds Day Tour from Southampton

Bath and the Cotswolds Day Tour from Southampton

For approximately $445.55, this full-day private tour combines Bath’s Roman Baths, Georgian architecture, and the charming villages of the Cotswolds. Starting with a walking tour of Bath, including sights like the Royal Crescent, and then exploring villages like Castle Combe and Lacock, the trip offers a perfect blend of history, scenery, and quaintness.

Reviews commend the personalized service and the flexibility of the guide, with tales of enjoying ample free time for photos, shopping, and relaxing lunches. It’s ideal for those who want a comprehensive look at southwest England’s highlights without rushing.

Bottom Line: An immersive day for culture and countryside lovers seeking a relaxed but extensive experience.

6. Transfer from Southampton to Heathrow via Stonehenge and Windsor

Transfer from Southampton to Heathrow via Stonehenge and Windsor

Ranked sixth, this 8-hour private transfer combines stopping at Stonehenge and Windsor Castle en route to London or Heathrow. Priced at $526.49, it’s perfect for travelers who want to maximize sightseeing during a transfer. The journey includes prebooked tickets for both sites, so you skip queues, and the flexible itinerary allows you to explore at your own pace.

Reviewers mention the friendly, knowledgeable driver and the convenience of combining transport with sightseeing. It’s suited for those with limited time who want to see iconic sights without the hassle of separate tickets or multiple bookings.

Bottom Line: An efficient way to see two top attractions while traveling from Southampton to London or Heathrow.

7. 2-Day Stonehenge, Cotswolds, Bath and Oxford Private Tour from Southampton

2-Day Stonehenge, Cotswolds, Bath and Oxford Private Tour from Southampton

Number 7 offers an overnight private tour for around $998.65 per person, perfect for travelers wanting in-depth exploration. Over two days, you visit Stonehenge, Bath, Oxford, and the Cotswolds, enjoying guided tours and free time at each stop. The itinerary is flexible, with hotel or port pickup and personalized attention from your guide.

Reviewers praise the personalized service and the ability to see multiple sites comfortably. It’s ideal for those with a flexible schedule who want to explore the region thoroughly and avoid the stress of planning.

Bottom Line: A comprehensive, two-day experience for those seeking an in-depth discovery of southern England’s gems.

8. Southampton to Heathrow Private Transfer

Southampton to Heathrow Private Transfer

Number eight features a private transfer for up to 3 people at about $351.25. It takes approximately 1.5 hours, ensuring a stress-free ride to Heathrow with space for luggage. Many reviews highlight punctuality and professionalism, making this an excellent choice for travelers who value comfort and reliability.

Bottom Line: A dependable, private transfer ideal for small groups or families heading to the airport.

9. Southampton To London Private Transfer Service

Southampton To London Private Transfer Service

For around $226.45, this door-to-door private transfer offers a quick, direct route from Southampton to London. The flexible schedule and meet-and-greet service provide peace of mind, especially for those on tight timelines. Reviewers appreciate the friendly drivers and the easy booking process.

Bottom Line: An affordable way to travel comfortably between Southampton and London, perfect for busy travelers.

10. Wessex Spirits The Gin Palace

Wessex Spirits The Gin Palace

Number 10 is a fun, personalized gin tasting at a 17th-century coaching inn. For about $206.62 per group, you can sample locally made gins and learn about the distillation process in a relaxed, quirky setting. Ideal for groups of 6-25 people, it’s a great way to add some local flavor to your trip.

Reviews mention the atmosphere and the private experience, making it perfect for a small celebration or a relaxed afternoon.

Bottom Line: A delightful, informal tasting experience for spirits enthusiasts or small groups.

11. Shuttle Service Southampton Cruise Terminals to Heathrow Airport and London

Shuttle Service Southampton Cruise Terminals to Heathrow Airport and London

This shared shuttle offers a budget-friendly option at about $164.51 per person. It’s a cozy, 8-passenger minivan that operates from 07:30 AM and can get you to Heathrow Airport in about 2 hours. It’s best for travelers who want to save money and don’t mind sharing the ride.

Reviews note the punctuality and friendly service, making it a popular choice for budget-conscious travelers with limited luggage.

Bottom Line: Economical, reliable shared transfer ideal for travelers on a budget.

12. New Forest: E-Bike Pedal & Puzzle Escape Adventure

New Forest: E-Bike Pedal & Puzzle Escape Adventure

Number 12 is perfect for active explorers at about $0 (pricing not specified), offering a 6-hour puzzle adventure on e-bikes in the stunning New Forest. You’ll solve riddles, spot wildlife, and enjoy the shoreline, making it great for families or friends eager for a challenge.

Reviews emphasize the fun, interactive nature and the scenic routes. It’s suited for those who love puzzles and a leisurely, outdoor activity.

Bottom Line: A playful, engaging way to explore the New Forest with friends or family.

13. New Forest National Park: Full-Day E-Bike Rental

New Forest National Park: Full-Day E-Bike Rental

This full-day e-bike rental provides an easy, flexible way to explore the ancient woods, coastal views, and villages. With five levels of pedal assist, you can cruise alongside ponies, donkeys, and other wildlife at your own pace. The free parking at the coastal HQ makes it simple to start your adventure.

Guests love the uncomplicated, effortless riding and the chance to customize their day. It’s perfect for independent travelers or groups wanting total freedom.

Bottom Line: A fantastic way to explore the natural beauty at your own pace with minimal effort.

14. Southampton: 2 Hour Guided Walking Tour with Medieval Vaults

Southampton: 2 Hour Guided Walking Tour with Medieval Vaults

Finally, this short, engaging walking tour uncovers Southampton’s Roman, Saxon, and Viking past. Exploring medieval walls and vaults beneath the city, it’s a great way to discover Southampton’s layered history in just two hours.

Reviews are enthusiastic about the knowledgeable guides and the hidden vaults often hidden underground. It’s suitable for history buffs, families, or anyone interested in local stories.

Bottom Line: A brief but fascinating glimpse into Southampton’s historic past, perfect for a quick cultural fix.

How to Choose the Best Tour in Southampton

When deciding among these options, consider your budget, available time, and interests. For a luxurious day on the water, the Luxury Sailing Experience stands out. Planning a city and countryside adventure? The Bath and Cotswolds Day Tour offers a comprehensive, private experience. For those with tight schedules or limited budgets, the shared shuttle to Heathrow proves reliable and cost-effective.

Think about your physical activity level—if you’re into cycling, the E-bike options provide a fun, flexible way to explore. If history is your priority, the Stonehenge and Salisbury or 2-day tour offer in-depth visits. Booking early is recommended, especially for private and popular tours, to secure your preferred times.

In summary, Southampton offers a diverse range of tours and experiences suitable for all kinds of travelers. Whether you want indulgent sailing, cultural sightseeing, or active adventures, there’s something here to make your trip memorable. For a luxurious day on the water, the Luxury Sailing Experience is hard to beat. If historical exploration is more your style, the Stonehenge and Salisbury tour is a classic pick. For a mix of countryside, city, and castles, the Bath and Cotswolds will not disappoint. Whatever your choice, booking early will ensure a smooth, enjoyable experience.