From City Lights To Island Shores

An Unforgettable island journey for two!

Win a Dream Trip to Scilly

An island escape worth waiting to be discovered...

We’ve teamed up with Great Western Railway and some amazing partners to offer you the chance to win an unforgettable adventure to the Isles of Scilly. This incredible prize includes everything you need for a perfectly curated escape.

This fantastic prize package, worth over £3,000, includes:

- Return rail travel for two adults with Great Western RailwayTravel Standard Class between London Paddington and Penzance with one of the UK's most iconic rail providers. This prize includes a twin cabin for one leg aboard the Night Riviera Sleeper, offering a comfortable and unique overnight experience, plus two tickets for one leg on a daytime GWR service - so you can sit back, relax and take in the scenic views along the way. The winners will also have access to the GWR lounge at London Paddington. A perfect blend of adventure and relaxation - your trip starts the moment you step on board.

- Three nights' accommodation for two adults in a Duchy of Cornwall Holiday Cottage. Stay on the beautiful Restormel Estate near Lostwithiel, where a collection of thoughtfully restored cottages offers a peaceful countryside retreat. The prize also includes one breakfast sitting for two adults at the Duchy of Cornwall Nursery during your stay, known for its seasonal, locally sourced food and relaxed garden setting.

​- Two return flights with Penzance Helicopters from Penzance to Tresco or St. Mary’s. Take to the skies for an unforgettable start to your island escape. Penzance Helicopters offers a fast, scenic and incredibly memorable journey to the Isles of Scilly, with breathtaking aerial views of Cornwall’s coastline and the turquoise waters below.

- Two nights' bed and breakfast for two at the New Inn on Tresco Island, plus one dinner for two. A welcoming island inn overlooking New Grimsby Harbour, known for its relaxed atmosphere, comfortable rooms, and excellent food made with fresh, local ingredients - perfectly placed for exploring the island.

- Two nights' bed and breakfast for two at Karma St. Martin's. Enjoy an Ocean View Room, plus one 3-course dinner for two. A boutique coastal retreat set just above the shoreline, offering sweeping sea views, stylish rooms, and a calm, restorative atmosphere - ideal for unwinding and soaking up island life.

Don’t miss out on this amazing opportunity to experience the Isles of Scilly like never before! Good Luck!

The deadline to enter is midnight GMT, May 15, 2026. Please read the full Terms and Conditions below before entering.

Terms and Conditions of Entry

1. The Organiser of the Visit Isles of Scilly & Great Western Railway competition is the Islands’ Tourism and Business Partnership (IP), Destination Management Company for Visit Isles of Scilly

2. Employees and Directors of the Islands’ Partnership, Great Western Railway, and prize donors, plus their immediate families or anyone else professionally connected to the competition, are not eligible to enter.

3. The Organiser reserves the right to change any aspect of the competition at any time, without notice. All standard booking terms and conditions are available via our partner websites or outlined below.

4. Opt-ins will be shared with relevant parties only where you have provided your absolute consent to receive communications. The relevant parties include Visit Isles of Scilly, Great Western Railway, The Duchy of Cornwall, Penzance Helicopters, Tresco Island and Karma St. Martin's.

5. The prize includes:

5.a Return rail travel with Great Western Railway, travelling Standard Class between London Paddington and Penzance for two adults. One leg of the journey is valid on the Night Riviera Sleeper between London Paddington and Penzance. Night Riviera Sleeper accommodation will include a twin cabin for two adults. The winner will have access to the GWR Lounge (London Paddington).

5.b A 3-night stay in a Duchy of Cornwall Holiday Cottage for up to two adults and one breakfast sitting for two adults at the Duchy of Cornwall Nursery during their stay, booked in advance.

5.c Return travel for two from Penzance to Tresco or St. Mary's with Penzance Helicopters.

5.d A two-night Bed & Breakfast stay for two at The New Inn, Tresco Island, with dinner on one night.

5.e A two-night Bed & Breakfast stay for two within an Ocean View Room, and one 3-course dinner for two at Karma St. Martin's

5.f There is no cash alternative or credit alternative to the prize, and the prize cannot be exchanged for its cash value. Any extra costs incurred are not included in this prize.

6. The deadline for competition entries is midnight GMT, May 15, 2026.

7. One winner will be drawn at random from all eligible entries submitted via the competition form at www.visitislesofscilly.com by Google's random number generator and announced shortly after the closing date. The selected winner will be contacted by email and has 72 hours to respond before another winner is chosen.

8. Please check our full Privacy Policy below to understand your rights.

9. Entry to this competition implies acceptance of these rules.

10. Great Western Railway's specific terms and conditions:

  • The prize includes return rail travel with Great Western Railway, travelling Standard Class between London Paddington and Penzance for two adults. One leg of the journey is valid on the Night Riviera Sleeper between London Paddington and Penzance. Night Riviera Sleeper accommodation will include a twin cabin for two adults. The winner will have access to the GWR Lounge (London Paddington). 
  • The prize is subject to availability, to be used by 31 December 2026.
  • There is no cash alternative or credit alternative to the prize, and the prize cannot be exchanged for its cash value.
  • Any extra costs incurred are not included within the prize. 
  • Great Western Railway reserves the right to provide a substitute prize should the specified prize become unavailable for reasons beyond its control.
  • The prize is not transferable. 

11. Duchy of Cornwall specific terms and conditions:

  • Entrants must be 21+ and UK residents.
  • The prize is a 3-night stay in a Duchy of Cornwall Holiday Cottage for up to two adults and one breakfast sitting for two adults at the Duchy of Cornwall Nursery during their stay, booked in advance. 
  • The winner may choose between Trinity, Hutchings, Hext, Diggery, Staniforth or Warricks on the Restormel Estate, subject to availability.
  • The prize must be taken as a single 3-night stay within one rental week, determined by the standard changeover of the chosen cottage (this means Hutchings, Hext, Diggery, Staniforth and Warricks, the stay will be Saturday, Sunday and Monday night stay).
  • The prize excludes all school holidays and bank holidays and must be taken by 31 December 2026.
  • Arrival is from 4 pm, and departure is by 10 am.
  • Dogs are not permitted at any of the Restormel Estate properties.
  • To book the prize, the winner must contact Duchy of Cornwall Holiday Cottages directly via: Email: holidays@duchyofcornwall.org Telephone: 01579 346473
(Mon-Fri, 9 am-5 pm)
  • The prize booking is subject to availability and must be made in accordance with the standard booking terms and conditions of Duchy of Cornwall Holiday Cottages, available at: Booking Terms and Conditions | Duchy of Cornwall Holiday Cottages
  • The prize is non-transferable, and no cash alternative is available.
  • Any additional costs incurred during the stay, including but not limited to travel, food, activities, extras or personal expenses, are the responsibility of the prize winner.
  • The Duchy of Cornwall Holiday Cottages reserves the right to withdraw or amend the prize in the event of circumstances beyond their control.
  • By entering the competition, the winner agrees to the use of their name and/or social media handle and/or photograph for promotional purposes, without additional compensation.

12. Penzance Helicopters' specific terms and conditions:

  • The prize includes two return flights to Tresco or St. Mary’s from Penzance with Penzance Helicopters.
  • The prize is subject to availability and must be taken by 31 December 2026.
  • The prize is non-transferable and cannot be exchanged for a cash alternative.

13. Tresco Island specific terms and conditions:

  • The prize includes a two-night Bed & Breakfast stay for two at The New Inn, Tresco, with dinner on one night. 
  • The prize is subject to availability and must be used by 30 April 2027. 
  • For full accommodation booking terms and conditions, click here.
  • The prize is non-transferable and cannot be exchanged for a cash alternative.

14. Karma St. Martin's specific terms and conditions:

  • The prize includes a two-night Bed & Breakfast stay for two within an Ocean View Room, and one 3-course dinner for two at Karma St. Martin's.
  • The prize is subject to availability and is to be used by 31 October 2026.

Discover the brilliant businesses behind our latest competition Meet Our Amazing Prize Partners

From London Life to Island Bliss Trade the Daily Grind for Time to Unwind

The journey from London to the Isles of Scilly becomes part of the adventure itself. Step aboard the Night Riviera Sleeper with Great Western Railway at London Paddington and settle in for one of the most memorable and unhurried journeys of your life. Pause in Cornwall with the Duchy of Cornwall, then take to the skies with Penzance Helicopters before settling into island life at The New Inn and Karma St. Martin's. Discover the journey and start planning your escape.