Southeast Massachusetts Scuba Diving Vacations

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Flight and Scuba Diving hotel deals in Southeast Massachusetts

Price found within the past 48 hours. Click for updated prices.
Iris Hotel Boston

Iris Hotel Boston

Coolidge Corner
CA $1,444
per person
Sep 24 - Sep 27
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (624 reviews)
Air conditioning in room did not function well

Reviewed on Aug 17, 2026

Boston Harbor Hotel

Boston Harbor Hotel

North End
CA $1,983
per person
Oct 29 - Nov 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,006 reviews)
The Charles Hotel

The Charles Hotel

West Cambridge
CA $1,490
per person
Sep 24 - Sep 27
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (1,006 reviews)
The Whitney Hotel

The Whitney Hotel

Beacon Hill
CA $2,050
per person
Sep 30 - Oct 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (600 reviews)
Excellent location, beautiful decor, comfortable bed, helpful staff

Reviewed on Aug 14, 2026

The Mansion at Ocean Edge

The Mansion at Ocean Edge

CA $2,285
per person
Sep 21 - Sep 28
found 15 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Boston (BOS)
8.2/10 Very good! (1,000 reviews)
We had a really nice time. We are a family of 5 with tweens. We stayed at the mansion. Pros: - the beach and the beach staff were lovely. the beach is just so cool. very clean. kids had fun with other kids, going out on the flats, playing with the hermit crabs, and wading in the water. as a parent i appreciated not fearing they were going to drown or get pulled by the waves (it was very calm). - the front lawn. kids enjoyed this during the evenings. it was a nice wat to unwind and let the kids run and play games. - the golf. my kids and husband enjoyed playing 18 and 9 holes. We also went over one evening and just used the range for an hour or so. very friendly staff and a very nice course. The cons - It did not have a high end feel to it. we were checked in and that was it. not a big deal, but it was touted as high end. I wouldn't have had that expectation otherwise. - the room air conditioning - the room itself was spacious and felt clean. the air conditioning was like a monster. it was one that came on and then turned off until the room got hot and then kicked back on. it literally woke us up every night multiple times because it was so loud - like an autobody shop or monster screeching. - inflated prices. I expect this because we're at a nice resort and a lot goes into that. but the prices were very elevated. $26 pizza on the lawn and a glass of wine and water was $30. if you're used to city/resort pricing this won't surprise you. Overall - It was a solid 'B' stay

Reviewed on Aug 11, 2026

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5* Scuba Diving holidays in Southeast Massachusetts

Price found within the past 48 hours. Click for updated prices.
The Charles Hotel

The Charles Hotel

West Cambridge
CA $1,490
per person
Sep 24 - Sep 27
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (1,006 reviews)
Boston Harbor Hotel

Boston Harbor Hotel

North End
CA $1,983
per person
Oct 29 - Nov 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,006 reviews)
Raffles Boston

Raffles Boston

Back Bay
CA $2,850
per person
Oct 29 - Nov 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (285 reviews)
Excellent throughout. Staff, rooms, pool, gym, restaurants all first class. Loved it and can’t wait to go back.

Reviewed on Aug 16, 2026

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3 Night Scuba Diving holidays in Southeast Massachusetts

Price found within the past 48 hours. Click for updated prices.
The Charles Hotel

The Charles Hotel

West Cambridge
CA $1,490
per person
Sep 24 - Sep 27
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (1,006 reviews)
Boston Harbor Hotel

Boston Harbor Hotel

North End
CA $1,865
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,006 reviews)
The Langham, Boston

The Langham, Boston

Downtown Boston
CA $1,639
per person
Oct 1 - Oct 4
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (1,002 reviews)
Great attention to detail. In every aspect. Helpful staff. Useful toiletries. Beautiful scenery.

Reviewed on Aug 18, 2026

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4 Night Scuba Diving holidays in Southeast Massachusetts

Price found within the past 48 hours. Click for updated prices.
Good Hotels Boston

Good Hotels Boston

South End
CA $1,572
per person
Oct 29 - Nov 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8/10 Very good! (55 reviews)
Very nice people and had excellent help!

Reviewed on Aug 7, 2026

Boston Harbor Hotel

Boston Harbor Hotel

North End
CA $1,983
per person
Oct 29 - Nov 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,006 reviews)
The Whitney Hotel

The Whitney Hotel

Beacon Hill
CA $2,050
per person
Sep 30 - Oct 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (600 reviews)
Excellent location, beautiful decor, comfortable bed, helpful staff

Reviewed on Aug 14, 2026

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Things to do

Moby Dick's New Bedford Smartphone Guided Walking Tour

Moby Dick's New Bedford Smartphone Guided Walking Tour

CA $11
per adult
Moby Dick's New Bedford Smartphone Guided Walking Tour
See all activities in Southeast Massachusetts

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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.