
Chappaquiddick Island Honeymoon Vacations
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Flight and Honeymoon hotel deals in Chappaquiddick Island
Price found within the past 48 hours. Click for updated prices.


Faraway Martha's Vineyard
CA $1,267
per person
Oct 26 - Oct 30
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to Vineyard Haven (MVY)
9/10 Wonderful! (1,000 reviews)
We LOVED our stay at Faraway - the pool was amazing, staff was super helpful. They had a very convenient messaging system for requests. The staff recommended the Pelican Club for dinner, which is basically right on-site, but we tried to get in multiple times and there was always a wait! The food at their snack bar was really good for lunch. The location was incredible - it was our first time in Martha's Vineyard and we feel we got so spoiled!!
Reviewed on Aug 11, 2026

Wequassett Resort and Golf Club
CA $2,576
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Hyannis (HYA)
9.4/10 Exceptional! (265 reviews)
Our stay at Wequassett Resort and Golf Club was nothing short of extraordinary. From the moment we arrived, we were surrounded by beauty, elegance, and exceptional hospitality.
Our Premier Waterview Cottage was absolutely breathtaking. The accommodations were beautiful, luxurious, and exceeded our expectations in every way. Waking up to the stunning waterfront views made our stay even more special.
The dining was equally impressive. Every meal was delicious, beautifully prepared, and a true reflection of the quality and care that went into every aspect of our experience.
What truly set Wequassett apart, however, was the incredible staff. Each person we encountered went above and beyond to make our 30th anniversary celebration feel truly special. Their genuine warmth, thoughtfulness, and attention to every detail made us feel incredibly welcomed and cared for.
Celebrating 30 years of marriage at such a beautiful and extraordinary resort was a memory we will treasure forever. Wequassett gave us far more than a wonderful vacation—it gave us an unforgettable celebration filled with beautiful moments, exceptional service, and memories we will cherish for years to come.
We cannot thank the entire Wequassett team enough and are already looking forward to returning. Absolutely beautiful, breathtaking, and truly unforgettable!
Reviewed on Aug 8, 2026

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View all trips5* Honeymoon holidays in Chappaquiddick Island
Price found within the past 48 hours. Click for updated prices.


Wequassett Resort and Golf Club
CA $2,576
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Hyannis (HYA)
9.4/10 Exceptional! (265 reviews)
Our stay at Wequassett Resort and Golf Club was nothing short of extraordinary. From the moment we arrived, we were surrounded by beauty, elegance, and exceptional hospitality.
Our Premier Waterview Cottage was absolutely breathtaking. The accommodations were beautiful, luxurious, and exceeded our expectations in every way. Waking up to the stunning waterfront views made our stay even more special.
The dining was equally impressive. Every meal was delicious, beautifully prepared, and a true reflection of the quality and care that went into every aspect of our experience.
What truly set Wequassett apart, however, was the incredible staff. Each person we encountered went above and beyond to make our 30th anniversary celebration feel truly special. Their genuine warmth, thoughtfulness, and attention to every detail made us feel incredibly welcomed and cared for.
Celebrating 30 years of marriage at such a beautiful and extraordinary resort was a memory we will treasure forever. Wequassett gave us far more than a wonderful vacation—it gave us an unforgettable celebration filled with beautiful moments, exceptional service, and memories we will cherish for years to come.
We cannot thank the entire Wequassett team enough and are already looking forward to returning. Absolutely beautiful, breathtaking, and truly unforgettable!
Reviewed on Aug 8, 2026
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View all trips4 Night Honeymoon holidays in Chappaquiddick Island
Price found within the past 48 hours. Click for updated prices.

Faraway Martha's Vineyard
CA $1,267
per person
Oct 26 - Oct 30
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to Vineyard Haven (MVY)
9/10 Wonderful! (1,000 reviews)
We LOVED our stay at Faraway - the pool was amazing, staff was super helpful. They had a very convenient messaging system for requests. The staff recommended the Pelican Club for dinner, which is basically right on-site, but we tried to get in multiple times and there was always a wait! The food at their snack bar was really good for lunch. The location was incredible - it was our first time in Martha's Vineyard and we feel we got so spoiled!!
Reviewed on Aug 11, 2026

Inn on Main
CA $1,602
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Hyannis (HYA)
10/10 Exceptional! (78 reviews)
Very accommodating hosts , Dave & Ruta. Delicious 2 course breakfast.Room was clean, very comfortable and great amenities. Hosts were very helpful regarding dining and touring ideas. Highly recommend
Reviewed on Aug 8, 2026

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View all tripsThings to do

Martha's Vineyard: Self-Guided Driving Audio Tour
CA $21
per traveller

Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
CA $70
per adult

Massachusetts: Smartphone-Based Audio Tour Bundle
CA $71
per traveller
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.







