Weekend Itinerary: Explore Portland & the Jurassic Coast | The Front Rows Dorset

Whether you’re craving dramatic coastal scenery, fossil-strewn beaches, or a peaceful escape by the sea, Portland and the Jurassic Coast make the perfect weekend getaway. Base yourself at The Front Rows in Portland, and you’ll be ideally positioned to explore one of the UK’s most unique natural wonders.
Here’s how to make the most of a two-night stay:
Arrival & Sunset by the Sea
Check-in at The Front Rows
Settle into your beautiful seaside accommodation. Enjoy a welcome drink on the balcony or patio and let the sound of the sea ease you into holiday mode.
Dinner with a View
Head to a local restaurant such as The Cove Inn for a relaxed meal with panoramic views of the ocean. Enjoy fresh seafood, Dorset ales, and the famous Portland sunset.
Evening Coastal Walk
Take a gentle stroll along the cliff paths near Church Ope Cove or Chesil Beach. On a clear evening, you’ll be treated to golden light over the English Channel.
Day 2 – Portland Aventures & Jurassic Coast Wonders
Breakfast at The Front Rows
Enjoy a hearty breakfast with local produce, or head to Whitestones or The Lobster Pot for a locally roasted coffee and freshly baked pastries.
Visit Portland Bill & Lighthouse Climb
Explore the iconic Portland Bill Lighthouse. Climb to the top for 360° views of the coast, then walk along the rugged cliffs to admire Pulpit Rock and the crashing waves.
Discover the Castletown D-Day Centre or Portland Museum
Dive into the history of Portland’s naval past or learn about the island’s ancient fossils and quarrying heritage.
Time for Lunch!
Grab lunch at Quiddles Café or The Heights Hotel Bistro, both offering tasty, casual meals with sea views.
Afternoon on Chesil Beach or a Fossil Hunt in Lyme Regis
If you’re after relaxation, walk the shingle stretches of Chesil Beach. If you’re up for a drive, head 40 mins west to Lyme Regis, the fossil capital of the UK, and explore the Jurassic cliffs for ammonites and sea creatures from the past.
Return to Portland for Golden Hour at Church Ope Cove
A tucked-away gem, Church Ope Cove is perfect for late-afternoon calm or a wild swim if you’re brave! You can capture the stunning views right from your balcony, meaning you can relax after a busy day of exploring!
Dinner at The Crab House Café (Weymouth)
Reserve in advance and enjoy some of the best seafood in Dorset, just across the causeway.
Day 3 – Walks, Views & Farewell to Portland
Slow Start with Coffee & a Sea Breeze
Enjoy breakfast in before your final explorations.
Jurassic Coast Walk (South West Coast Path)
Choose a loop walk:
- Portland’s Cliff Walk (5 miles): Starting from The Front Rows, circle the island along its dramatic edge.
- Or head to Lulworth Cove & Durdle Door (40-min drive): Stunning natural arches and turquoise coves.
Local Art & Gift Shopping
Browse Portland’s art galleries and boutiques for handmade ceramics, maritime art, and local souvenirs.
2:00 PM – Farewell from The Front Rows
Check out and head home refreshed by sea air, spectacular views, and island charm.
🧳 Plan Your Stay at The Front Rows
With its ideal location, comfort-focused interiors, and proximity to Dorset’s best sights, The Front Rows is your gateway to the Jurassic Coast.