Search Deals onCupids Vacation Packages
Cupids Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Abba Boutique Inn
Price was $931, price is now $869 per person
$869
per person
Oct 9 - Oct 12
just found
Roundtrip non-stop flight included
Boston (BOS) to St. John's (YYT)
Book a stay at this business-friendly guesthouse in St. John's. Enjoy free WiFi, free parking, and premium TV channels. Popular attractions George Street and Port of St. John's are located nearby.
No Manager available. Left code for door and could not reach sa human
emailed to say I was late and no answer. phone couldn't get through to leave message
Reviewed on Jul 24, 2026
Mallard Inn
Price was $1,484, price is now $1,276 per person
$1,276
per person
Oct 9 - Oct 12
just found
Roundtrip non-stop flight included
Boston (BOS) to St. John's (YYT)
Stay at this B&B in St. John's. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Signal Hill National Historic Site and Port of St. John's are located nearby.
Absolutely AMAZING! What a great location and stunning place. Magical.
Reviewed on Jul 20, 2026
Monastery Hotel
Price was $1,490, price is now $1,328 per person
$1,328
per person
Sep 3 - Sep 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. John's (YYT)
Book a stay at this luxury hotel in St. John's. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions George Street and Port of St. John's are located nearby.
Nothing special, was a bed to sleep and shower to use.
Was close to downtown, check in team was a tad- just a tad dis organized.
I would stay again, just know its not a 5 star!
Staff were absolutely fantastic though
Reviewed on Jul 27, 2026
Georgestown Inn
Price was $1,171, price is now $1,089 per person
$1,089
per person
Oct 9 - Oct 12
just found
Roundtrip non-stop flight included
Boston (BOS) to St. John's (YYT)
Book a stay at this business-friendly B&B in St. John's. Enjoy free breakfast, free WiFi, and free parking. Popular attractions George Street and Port of St. John's are located nearby.
Leaside Manor by The Leaside Group
Price was $981, price is now $918 per person
$918
per person
Oct 9 - Oct 12
just found
Roundtrip non-stop flight included
Boston (BOS) to St. John's (YYT)
Book a stay at this luxury B&B in St. John's. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions George Street and Port of St. John's are located nearby.
Staff were lovely - breakfast was great
Reviewed on Jul 26, 2026
Grace Manor
Price was $956, price is now $897 per person
$897
per person
Oct 9 - Oct 12
just found
Roundtrip non-stop flight included
Boston (BOS) to St. John's (YYT)
Stay at this inn in Harbour Grace. Enjoy free WiFi, free parking, and housekeeping. Popular attractions Conception Bay Museum and Gordon G. Pike Railway Heritage Museum and Park are located nearby.
I found the bnb was very clean and it felt very home like. I went to the restaurant next door, the courthouse, and the staff there was very welcoming as well. Beautiful spot. Highly recommend the place
Reviewed on Jul 18, 2026
The Guv’nor
Price was $949, price is now $893 per person
$893
per person
Oct 9 - Oct 12
just found
Roundtrip non-stop flight included
Boston (BOS) to St. John's (YYT)
Stay at this inn in St. John's. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions George Street and Port of St. John's are located nearby.
Gower Guest House
Price was $928, price is now $878 per person
$878
per person
Oct 9 - Oct 12
just found
Roundtrip non-stop flight included
Boston (BOS) to St. John's (YYT)
Stay at this guesthouse in St. John's. Enjoy free WiFi, free parking, and cable TV channels. Popular attractions George Street and Port of St. John's are located nearby.
Great location and great price. Room was small but clean with a comfy bed.
Reviewed on Jul 26, 2026
Cupids Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Cupids Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Fri, Aug 28 - Sat, Sep 5
YYZ
Pearson Intl.
YYT
St. John's Intl.
$218 Roundtrip, found 2 hours ago
$218
Roundtrip
found 2 hours ago
Sun, Aug 30 - Sat, Sep 5
YYZ
Pearson Intl.
YYT
St. John's Intl.
$221 Roundtrip, found 2 hours ago
$221
Roundtrip
found 2 hours ago
Mon, Aug 31 - Tue, Sep 8
YYZ
Pearson Intl.
YYT
St. John's Intl.
$241 Roundtrip, found 2 hours ago
$241
Roundtrip
found 2 hours ago
Tue, Nov 24 - Tue, Nov 24
YHZ
Stanfield Intl.
YYT
St. John's Intl.
$315 Roundtrip, found 1 day ago
$315
Roundtrip
found 1 day ago
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