A waterfront with colorful buildings and a stone wall.

Scottish Islands Vacations from $1,088

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The Latest Scottish Islands Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Oct 7 - Oct 13

    The Colonsay Hotel + Flight

    Isle of Colonsay
    5 nights
    3.0 star property
    7.8/10 - Good (18 reviews)
    "Couldn’t fault the property or the staff. The amenities are as best as you could expect in such a small island. Manager was very helpful and chatty I would recommend the Colonsay Hotel for shorts stays , not because there is anything wrong with it , the staff , ir the island but it is a small island and there is only so much you can do. Beaches are stunning and so is the walk across The Strand to the Isle of Oransay"
    Reviewed July 12, 2026
    Roundtrip New York (NYC) - Islay Island (ILY)
    EWR - GLA1 stop GLA - EWR1 stop
    $1,232
    $1,088
    per traveler
    found 1 day ago
    The Colonsay Hotel
  • Oct 7 - Oct 13

    Port Charlotte Hotel + Flight

    Islay Island
    5 nights
    4.0 star property
    9.6/10 - Exceptional (69 reviews)
    "Very pleasant hotel to stay in with friendly interested staff who do their very best to make your stay enjoyable. From arranging taxis, giving their very noted malt whisky expertise to meals and recommendations. Love Port Charlotte, would definitely go again."
    Reviewed July 5, 2026
    Roundtrip New York (NYC) - Islay Island (ILY)
    EWR - GLA1 stop GLA - EWR1 stop
    $2,011
    $1,865
    per traveler
    found 1 day ago
    Port Charlotte Hotel
  • Oct 7 - Oct 13

    Port Charlotte Holidays + Flight

    Islay Island
    5 nights
    4.0 star property
    10/10 - Exceptional (9 reviews)
    "Fantastic location for a 3 night stay to tour Islay and Jura. Place was well equipped, clean and well maintained. I’d go back in a heartbeat"
    Reviewed July 12, 2026
    Roundtrip New York (NYC) - Islay Island (ILY)
    EWR - GLA1 stop GLA - EWR1 stop
    $1,342
    $1,257
    per traveler
    found 1 day ago
    Port Charlotte Holidays
  • Oct 7 - Oct 13

    Another Place, The Machrie + Flight

    Islay Island
    5 nights
    4.0 star property
    9.6/10 - Exceptional (195 reviews)
    "If you are looking for a place to stay on Islay that offers a comfortable and beautiful setting, complimented by great food and friendly and helpful staff, look no further. The rooms were wonderfully furnished and the attention to detail throughout the property was evident at every turn. The grounds, in particular the walk to the beach, were well done and drew us in for regular strolls. Didn't play golf this time, but have in the past . . . highly recommended. All told, five wonderful days."
    Reviewed July 26, 2026
    Roundtrip New York (NYC) - Islay Island (ILY)
    EWR - GLA1 stop GLA - EWR1 stop
    $1,825
    $1,711
    per traveler
    found 1 day ago
    Another Place, The Machrie
  • Sep 24 - Sep 30

    Polochar Inn + Flight

    South Uist
    5 nights
    3.0 star property
    8.6/10 - Excellent (37 reviews)
    "Reading other reviews I was a bit worried about staying here but it was great. I had a huge room with a seaview and big modern bathroom with lovely Scottish toiletries. I thoroughly enjoyed a hot bath after a cold day out on the bike. They have a big indoor room around the back of the hotel where you can store your bike. Huge comfortable bed and the room was comfortably warm. Busy, friendly bar and restaurant and I had a lovely steak pie for dinner. Very much enjoyed my stay here."
    Reviewed June 16, 2026
    Roundtrip Dallas (DFW) - Benbecula (BEB)
    DFW - BEB2 stops BEB - DFW2 stops
    $1,803
    $1,706
    per traveler
    found 1 day ago
    Polochar Inn

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Scottish Islands Hotel Deals

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.