Search Deals onCaines Vacation Packages
Caines Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Grand Visconti Palace
Price was $1,541, price is now $1,172 per person
$1,172
per person
Dec 10 - Dec 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Milan (MXP)
Book a stay at this spa hotel in Milan. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Cathedral of Milan and Piazza del Duomo are located nearby.

Apartment in Ischgl for Winter Sports Enthusiasts
Price was $2,562, price is now $2,073 per person
$2,073
per person
Dec 14 - Dec 19
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Innsbruck (INN)
Stay at this apartment in Ischgl. Enjoy free parking. Popular attractions Mathon Ski Lift and Bodenalpbahn Ski Lift are located nearby.

Hotel Brunelleschi
Price was $1,889, price is now $1,216 per person
$1,216
per person
Jan 15 - Jan 21
found 10 hours ago
Roundtrip non-stop flight included
New York (JFK) to Milan (MXP)
Book a stay at this business-friendly hotel in Milan. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Piazza del Duomo and Cathedral of Milan are located nearby.
Nostalgic style and great location
Reviewed on Nov 1, 2026

Magna Pars- L'Hotel à Parfum Small Luxury Hotels of the World
Price was $1,857, price is now $1,272 per person
$1,272
per person
Jan 7 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Milan (MXP)
Book a stay at this luxury hotel in Milan. Enjoy free WiFi, 24-hour room service, and a health club. Our guests praise the helpful staff in our reviews. Popular attractions Piazza del Duomo and Cathedral of Milan are located nearby.
Very clean hotel in convenient location. The Armani and Mudec museums are a few minutes walk away. Lots of restaurants and bars within a few minutes also. Breakfast is good with lots of choices. We ate at the hotel once for dinner and didn’t repeat it. There was only two other tables and we still waited 40 minutes for our order and that pasta arrived cold. But after the wait we couldn’t be bothered to send it back. Reception said they would look into it and make sure it does not happen again. There were no concessions to the price we paid though or a drink offered in recompense. I would expect something like that for a five star hotel. It was also a pity that the rooftop bar wasn’t open when the sun was shining in the afternoons. We would have had a drink whether tea or coffee or alcohol if we could have. It might have been the time of year as we were there in October. I would recommend the hotel to anyone staying in Milan.
Reviewed on Oct 29, 2026

Palazzo Cordusio Gran Meliá – The Leading Hotels of the World
Price was $4,246, price is now $2,932 per person
$2,932
per person
Dec 10 - Dec 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Milan (MXP)
Book a stay at this luxury hotel in Milan. Enjoy free WiFi, a full-service spa, and 2 restaurants. Popular attractions Piazza del Duomo and Cathedral of Milan are located nearby.
Friendly staff, great location near high-end shopping and extremely well-maintained rooms.
Food selection is awesome and restaurants have great selections.
Reviewed on Oct 31, 2026

Clerici Boutique Hotel
Price was $1,815, price is now $1,323 per person
$1,323
per person
Dec 11 - Dec 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Milan (MXP)
Stay at this hotel in Milan. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions Piazza del Duomo and Cathedral of Milan are located nearby.
Small boutique hotel with spacious clean rooms, helpful and attentive staff and very convenient location in the heart of old Milan.
Reviewed on Oct 20, 2026

Hotel Tocq
Price was $1,586, price is now $1,181 per person
$1,181
per person
Dec 10 - Dec 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Milan (MXP)
Book a stay at this family-friendly hotel in Milan. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions Piazza del Duomo and Cathedral of Milan are located nearby.
Lovely hotel and welcoming staff. While the location is good, my room was street facing and the noise from neighbouring night clubs after closing when people are emptying onto the streets is excessive despite soundproofing attempts. It was difficult to have an uninterrupted sleep. This is a shame as it isn’t the hotel’s fault but worth bearing in mind for travellers.
Reviewed on Nov 1, 2026

The Unique Hotel
Price was $1,819, price is now $1,363 per person
$1,363
per person
Jan 18 - Jan 24
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Milan (MXP)
Stay at this property in Milan. Enjoy free WiFi, breakfast (surcharge), and in-room massages. Our guests praise the helpful staff in our reviews. Popular attractions Piazza del Duomo and Cathedral of Milan are located nearby.
The staff at the hotel was excellent, friendly and helpful. Reception helped with dinner reservations and taxi. Breakfast was very good.
Room was somewhat small yet comfortable.
Reviewed on Oct 29, 2026
Caines Vacation Packages 3-4 Night Stays
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Caines Vacation Packages 5-7 Night Stays
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