Relaxed 14-Day Scotland Self-Drive Road Trip With Itinerary from Glasgow to Oban and South Ayrshire

1 / 32

Photo of The People's Palace & Winter Garden in Glasgow, Scotland.

Perfect travel plans

Everything included

Fully customizable

Description

Included

Flights

Hotel

Select dates

Car rental

Select dates

Tours & tickets

Select dates

Travel plan

From A to Z

Travel agent

24/7 fast service

Description

Discover stunning scenery and hidden gems on this 14-day relaxed road trip in Scotland! Glasgow, West Dunbartonshire, Balloch, Oban, Lochawe, Inveraray, Luss, Helensburgh, Cairndow, Dunbeg, South Ayrshire, Dunure, Alloway, Girvan, and Troon await with vibrant culture and lasting memories as you unwind on this self-drive vacation.

Travel freely with this relaxed self-drive package in Scotland, designed for comfort and exploration. Spend 5 nights in Glasgow, 4 nights in Oban, and 4 nights in South Ayrshire, staying at top-rated hotels near the heart of each city. Between drives, indulge in local cuisine, sip refreshing drinks, and enjoy the vibrant atmosphere at popular restaurants and bars along your road trip route in Scotland.

Your journey starts in Glasgow, where your rental car with CDW insurance will be ready for pickup. Choose a vehicle that suits your style, then set off on your 14-day relaxed road trip in Scotland to explore its rich culture, fascinating history, and stunning landscapes.

Every stop on this leisurely self-drive holiday comes with handpicked accommodations that make relaxation effortless. Choose from elegant 5-star hotels with breathtaking views or comfortable 3-star stays that offer excellent value, all providing a welcoming retreat after a day on the road.

With your self-drive itinerary in Scotland already planned, you’ll enjoy the country’s most celebrated sights without the rush. Marvel at the stunning Kelvingrove Art Gallery And Museum and soak in the atmosphere of the magnificent George Square.

Enjoy each stop as you explore the history, architecture, and character of each destination on this Scotland road trip itinerary for 14 days.

As you travel between destinations, you’ll have plenty of time to explore local markets and boutique shops. These stops give you the chance to find unique souvenirs, taste regional specialties, and experience everyday life in Scotland.

If you want to make your 14-day relaxed self-drive tour in Scotland even more memorable, add optional tours or activities. Join a guided excursion, discover hidden neighborhoods, or spend an afternoon in your favorite market. Each choice deepens your connection to the places you visit.

Alongside these experiences, your laid-back self-drive package in Scotland includes 13 nights in comfortable hotels, a rental car for 14 days, and convenient access to nearby dining options. You can also add flights and entry tickets to shape the trip exactly how you want it. With 24/7 travel support and a mobile app keeping your itinerary and documents organized, you can enjoy a relaxed drive and savor every mile of the road ahead.

Turn your travel plans into reality. Book your 14-day relaxed self-drive road trip in Scotland today and enjoy a journey filled with discovery, freedom, and unforgettable moments!

Travel details

Set your travel details to find the best price

Flights

Compare and choose from the best flights to Glasgow

Include flights

Car

Choose from the best car rental deals or see all options

Driver’s age is 30 - 65

I live in

Pick-up: 10:00

Drop-off: 10:00

Include car

Personalize your itinerary

Customize tours under each day and destination

Day 1

Glasgow - Arrival day
More

George Square
More

Your relaxed road trip through Scotland starts when you reach the incredible city of Glasgow, where you'll stay for 4 nights. You'll pick up your rental car in Glasgow and begin your adventure in Scotland.

Glasgow is a beautiful city with plenty to discover. Taking a stroll in the city center is a great alternative. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

Find your way to your hotel in Glasgow. We recommend choosing a hotel in a central location for easy exploring. Check-in typically starts between 2 and 4 PM at hotels in Scotland. Settle in and make plans for the evening.

As dinnertime approaches, it's time to head out for a bite to eat. If you are looking to dine at a popular restaurant in Glasgow, it's often a good idea to reserve a table in advance.

Experience the amazing nightlife in Glasgow and unwind at the coolest bars in the city.

Raise a toast as you look back on the highlights of today’s relaxed road trip in Scotland. Enjoy your first taste of Glasgow as you soak in the city’s unique vibe.

Day 2

Glasgow
More

Drive 25 km, 1 hour 5 min

Glasgow Botanic Gardens
Glasgow Science Centre
Pollok Country Park
Burrell Collection
Ashton Lane
More

One of the most iconic spots you can visit today is Ashton Lane. Allow yourself some time to explore this street and discover its unique quirks. You'll also find many of the best sightseeing spots nearby.

Another way to make your easygoing and relaxed road trip in Scotland more special is by joining unique tours and activities.

Exploring the food culture in Glasgow offers you an exciting chance to connect with locals and experience diversity along your relaxed road trip. When you’re ready to eat, we recommend you visit one of the best dining spots in the city.

As the day is coming to an end, stop at some of Glasgow’s best bars to celebrate this day of your slow-paced adventure in Scotland.

Soak in the unique atmosphere of Glasgow as you commemorate this day of your relaxed road trip with a toast. Cheers to a memorable, leisurely self-drive holiday in Scotland!

Day 3

Glasgow
More

Drive 13 km, 51 min

Tollcross Park
Glasgow Green
People's Palace
Glasgow Cathedral
Merchant City
More

Gain a one-of-a-kind experience on your unhurried and relaxed road trip across Scotland by joining a traveler-approved tour in Glasgow. There are so many fun and eye-opening activities to try out in Glasgow that will make your slow-paced self-drive tour in Scotland more memorable.

After a laid-back day of exploring top attractions in the area, it’s an excellent idea to sit down for a lovely and peaceful dinner. We’ve collected the most recommended restaurants in the city for you, so you can check out the menus and make your reservation in advance.

Take a stroll around the area, head back to your accommodation for the night, or continue your evening at one of the best-rated bars in the city.

Grab a drink and enjoy every passing minute of this night of your relaxed road trip experience in Scotland!

Day 4

Glasgow
More

Drive 26 km, 1 hour 10 min

Victoria Park Pond
Riverside Museum
Kelvingrove Art Gallery and Museum
Kelvingrove Park
Seven Lochs Wetland Park
More

Scotland makes the perfect setting for a calming but fun road trip experience. Aside from amazing sights, Scotland also offers plenty of tours to enhance your relaxed road trip experience.

When it’s time to eat, the city has a variety of restaurants and cuisines to suit your palate and complement your relaxed road trip experience. Take a leisurely walk around Glasgow, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

Hang out and unwind at some of the top bars in Glasgow.

Free your mind of worries as you enjoy the taste of freedom on your laid-back road trip adventure across Scotland.

Day 5

Glasgow
Oban
More

Drive 168 km, 2 hours 50 min

Dumbarton Castle
Levengrove Park
Balloch Castle & Country Park
SEA LIFE Loch Lomond Aquarium
Loch Lomond Shores
More

Day 5 of your leisurely self-drive tour in Scotland offers another chance for an in-depth travel experience. You’ll stay in Oban for 4 nights.

When you’re not exploring beautiful places, you can relax in Oban. Here, you can choose from the best hotels and other accommodations as you get to know more about the culture in the town.

Exploring new places makes you hungry. Luckily, Oban has multiple restaurants that offer fantastic dining experiences to continue your laid-back and stress-free discovery of the town.

If you’re not yet ready to call it a night, head back out to celebrate your vacation with a drink. This is a great time to slow down, look back at your day, and raise a toast to your wonderful holiday in Scotland.

Soak in the unique atmosphere of Oban as you commemorate this day of your relaxed road trip with a toast. Cheers to a memorable, leisurely self-drive holiday in Scotland!

Day 6

Oban
More

Drive 121 km, 2 hours 9 min

Kilchurn Castle
Inveraray Jail
Inveraray Castle
More

On day 6 of your relaxed road trip across Scotland, you’ll explore the area around Oban, where you’ll be staying for another 3 nights. With so many fun and inspiring experiences to offer, a tour of Oban will make you fall even more in love with the town and uniqueness of Scotland.

When you’re done exploring for the day, you’ll return to Oban and your accommodation.

When you’re not driving and exploring some of the best places in Scotland, it’s time to make your relaxed road trip even more comforting. Sit down for a lovely meal at one of the best restaurants in Oban.

Take a stroll around the area, head back to your accommodation for the night, or continue your evening at one of the best-rated bars in the town.

Raise your glass in celebration of your freedom and relaxed road trip adventure in Scotland!

Day 7

Oban
More

Drive 236 km, 3 hours 42 min

Loch Lomond
Loch Lomond Faerie Trail
The Hill House
More

On day 7 of your relaxed road trip in Scotland, you’ll start your self-paced adventure in Oban and visit amazing attractions in Luss and Helensburgh, just outside the town. You still have 2 nights left in Oban, so today is another excellent opportunity to dine at some of the top-rated restaurants and bars in the area.

When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Oban.

Exploring the food culture in Oban offers you an exciting chance to connect with locals and experience diversity along your relaxed road trip. When you’re ready to eat, we recommend you visit one of the best dining spots in the town.

If you feel like it, head out to a bar to celebrate another fantastic day in Oban and take the pulse of the town’s nightlife. Enjoy the night without rushing to fully appreciate it.

Look back at an amazing day filled with adventure in Scotland. And don’t forget to get some rest so you can continue your relaxed holiday in Scotland tomorrow with new energy.

Day 8

Oban
More

Drive 225 km, 3 hours 26 min

Ardkinglas Woodland Garden
Benmore Botanic Garden
Puck's Glen
More

Make the most of your time in the country by joining activities that let you discover more about Scotland. Check out all of the tours you can join this day of your leisurely self-drive holiday in Scotland and ensure the experience of a lifetime.

If you feel like it, head out to a bar to celebrate another fantastic day in Oban and take the pulse of the town’s nightlife. Enjoy the night without rushing to fully appreciate it.

Raise your glass in celebration of your freedom and relaxed road trip adventure in Scotland!

Day 9

Oban
South Ayrshire
More

Drive 247 km, 3 hours 48 min

Oban distillery
McCaig's Tower & Battery Hill
Dunstaffnage Castle and Chapel
Loch Tulla Viewpoint
More

Day 9 of your easy, relaxed road trip through Scotland lets you travel at your own pace and visit multiple places in a single day. By evening, drive toward the South Ayrshire, where you’ll stay at a top-rated hotel of your choice for 4 nights.

You'll be staying in South Ayrshire on this laid-back road trip through Scotland. You'll stay here for 4 nights.

Mealtimes are the perfect opportunities to immerse yourself in the local culture of Scotland. When you're not appreciating the best places to visit in South Ayrshire, explore the town like a local by trying out the best restaurants in the area.

As the day is coming to an end, stop at some of South Ayrshire’s best bars to celebrate this day of your slow-paced adventure in Scotland.

Look back at an amazing day filled with adventure in Scotland. And don’t forget to get some rest so you can continue your relaxed holiday in Scotland tomorrow with new energy.

Day 10

South Ayrshire
More

Drive 46 km, 1 hour 5 min

Culzean Castle
Dunure Castle
Heads Of Ayr Farm Park
More

Your relaxed road trip in Scotland continues on day 10 with more unforgettable memories to make. Today, you’ll get to know Scotland better by exploring the top attractions of South Ayrshire and beyond. With 3 nights left in South Ayrshire, you’ll still have time to eat and unwind at popular restaurants and bars in the town.

When you’re done exploring for the day, you’ll return to South Ayrshire and your accommodation.

When it’s time to eat, the town has a variety of restaurants and cuisines to suit your palate and complement your relaxed road trip experience. Take a leisurely walk around South Ayrshire, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

As the day is coming to an end, retreat to your hotel for some rest, or head out to a bar to celebrate your time in South Ayrshire. The bars in South Ayrshire make the perfect setting for a laid-back drink and chilled hangout with your travel companions.

Raise your glass to celebrate another day of your laid-back and relaxed road trip experience in Scotland!

Day 11

South Ayrshire
More

Drive 10 km, 41 min

Robert Burns Birthplace Museum
Burns Cottage
Rozelle Estate
More

On day 11 of your relaxed road trip across Scotland, you’ll explore the area around South Ayrshire, where you’ll be staying for another 2 nights. With so many fun and inspiring experiences to offer, a tour of South Ayrshire will make you fall even more in love with the town and uniqueness of Scotland.

When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in South Ayrshire.

After a laid-back day of exploring top attractions in the area, it’s an excellent idea to sit down for a lovely and peaceful dinner. We’ve collected the most recommended restaurants in the town for you, so you can check out the menus and make your reservation in advance.

Before calling it a day, visit one of the best bars in South Ayrshire. There, you can look back on the highlights of today’s pleasant and invigorating travel experiences, have friendly conversations with locals, and unwind.

Grab yourself a drink and savor every moment of your relaxed road trip experience in Scotland!

Day 12

South Ayrshire
More

Drive 70 km, 1 hour 34 min

Victory Park
Girvan
Stair Park
More

On day 12 of your relaxed road trip in Scotland, you’ll start your self-paced adventure in South Ayrshire and visit amazing attractions in Girvan, just outside the town. You still have 1 night left in South Ayrshire, so today is another excellent opportunity to dine at some of the top-rated restaurants and bars in the area.

When you’re done exploring for the day, you’ll return to South Ayrshire and your accommodation.

Exploring new places makes you hungry. Luckily, South Ayrshire has multiple restaurants that offer fantastic dining experiences to continue your laid-back and stress-free discovery of the town.

Raise your glass and toast to another unforgettable, laid-back road trip adventure in Scotland!

Day 13

South Ayrshire
Glasgow
More

Drive 72 km, 1 hour 24 min

The Wallace Tower
Craigie Park
Barassie Beach
More

Day 13 of your relaxed road trip across Scotland offers a day of exciting discoveries. You’ll end your day in Glasgow, where you’ll stay for 1 night.

After a day of exploration, relax at one of the top hotels or accommodations in Glasgow. Staying in the city gives you a comfortable, welcoming place to recharge during your laid-back road trip in Scotland.

Take a stroll around the area, head back to your accommodation for the night, or continue your evening at one of the best-rated bars in the city.

Raise your glass and relax after another big day of your leisurely paced road trip in Scotland!

Day 14

Glasgow - Departure day
More

Buchanan Street
More

Day 14 of your relaxed road trip in Scotland is your departure day. If you’re flying home, return your rental car with time to spare.

Over a good meal, take a moment to unwind and reflect on the past 14 days of your relaxed road trip.

The unforgettable experiences you’ve collected along your 14-day relaxed road trip in Scotland is a story you will tell for the rest of your life.

How it works

Book your journey with Europe’s biggest travel platform—expert itineraries, instant confirmation, and full flexibility with 24/7 support.

Secure your spot

Confirm your package instantly and lock in the best rate with secure payment and guaranteed availability.

Get instant confirmation

Shortly after booking, you’ll receive your full itinerary, including schedules, locations, and everything you need for a stress-free trip.

Personalize your itinerary

Each package includes a professionally crafted itinerary you can tailor to your travel style. A dedicated travel expert will make sure every detail fits your needs perfectly.

Easily make changes

Need to update plans? No problem. Whether before your trip or mid-journey, we’re just seconds away to help with quick adjustments.

Enjoy seamless planning

With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.

Explore with confidence

From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.

Secure your spot

Confirm your package instantly and lock in the best rate with secure payment and guaranteed availability.

Get instant confirmation

Shortly after booking, you’ll receive your full itinerary, including schedules, locations, and everything you need for a stress-free trip.

Personalize your itinerary

Each package includes a professionally crafted itinerary you can tailor to your travel style. A dedicated travel expert will make sure every detail fits your needs perfectly.

Easily make changes

Need to update plans? No problem. Whether before your trip or mid-journey, we’re just seconds away to help with quick adjustments.

Enjoy seamless planning

With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.

Explore with confidence

From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.

We guarantee

Your trip is protected, personalized, and priced right. No surprises, no stress.

Similar travel packages

Discover other popular vacations in the United Kingdom

From 0

Install Europe’s biggest travel app

Download Europe’s biggest travel marketplace to your phone to manage your entire trip in one place

Scan this QR code with your phone camera and press the link that appears to add Europe’s biggest travel marketplace into your pocket. Enter your phone number or email address to receive an SMS or email with the download link.