Boat & Yacht Tours in Gloucester

17 boats available

The best out of 17 deals in Gloucester - enter dates to check availability

Top Boat & Yacht Tours in Gloucester

Gloucester: 17 boats available

Lyla Rose Charters
Lyla Rose Charters
Lyla Rose Charters

Lyla Rose Charters

4.8
/5
(2 reviews)
315 external reviews

Gloucester • 28 ft • 6 persons

5 Hour Trip – Island Cruise (AM)
5 hour trip • starts at 08:00 AM
Step aboard Lyla Rose Fishing Charters, a beautifully restored 28’ BHM Downeast vessel, based in the historic fishing hub of Gloucester.

"We went on a 4 hour whale watching trip with captain Matt and it was wonderful." —⁠ Deanna,
5 Hour Trip – Island Cruise (AM)
Instant confirmation
2 adults • 0 children
US $700
Tuna Tail Charters
Tuna Tail Charters
Tuna Tail Charters

Tuna Tail Charters

5.0
/5
(1 review)
80 external reviews

Gloucester • 35 ft • 6 persons

3 Hour – Sightseeing Tour (PM)
3 hour trip • starts at 04:15 AM
Step aboard Tuna Tail Charters for an unforgettable adventure out of Gloucester.

"What an AMAZING day out on the water! From start to finish, this fishing charter exceeded my expectations." —⁠ Heather,
3 Hour – Sightseeing Tour (PM)
Instant confirmation
2 adults • 0 children
US $579
10 Point Charters
10 Point Charters
10 Point Charters

10 Point Charters

Gloucester • 36 ft • 6 persons

4 Hr – River Cruise To The Bay
4 hour trip • starts at 08:00 AM
Set sail on a 1976 Harris Custom Sportboat, fully restored in 2023, and based out of Gloucester.
4 Hr – River Cruise To The Bay
Instant confirmation
2 adults • 0 children
US $600
Artemis Sailing Charters
Artemis Sailing Charters
Artemis Sailing Charters

Artemis Sailing Charters

Gloucester • 64 ft • 6 persons

1 Hour Lunch at the mooring.
1 hour trip • starts at 11:30 AM
Set sail on an unforgettable journey with Artemis Sailing Charters aboard the beautifully restored 1994 Sundeer Pilothouse 64 Sailing vessel, based out of Gloucester.
1 Hour Lunch at the mooring.
2 adults • 0 children
US $450
Cape Ann Cruises
Cape Ann Cruises
Cape Ann Cruises

Cape Ann Cruises

5.0
/5
(1 external review)

Gloucester • 53 ft • 46 persons

2 Hour – Weekday Experience (8AM)
2 hour trip • starts at 08:00 AM
Step aboard Cape Ann Cruises—a beautifully restored 1967 Royal Lowell-designed Phil Fessenden Custom Headboat, now modernized in 2023 for comfort, charm, and performance.
2 Hour – Weekday Experience (8AM)
Instant confirmation
2 adults • 0 children
US $1,400
Trinacria Cruising Boston
Trinacria Cruising Boston
Trinacria Cruising Boston

Trinacria Cruising Boston

5.0
/5
(5 reviews)

Boston • 38 ft • 6 persons

2 Hour Trip – Sunrise Cruise
2 hour trip • starts at 06:00 AM
Take a Cruise with Trinacria Cruising Boston for an unforgettable adventure through the scenic waters of Boston Harbor, the Gulf of Maine, and Cape Cod Bay.

"I had no idea what to expect but Captain Riccardo and his mate Rachel made the sunset cruise a perfect celebration for our daughter’s 22nd birthday with a couple of friends and us." —⁠ Elizabeth,
2 Hour Trip – Sunrise Cruise
Instant confirmation
2 adults • 0 children
US $150
30 Fathom Charters
30 Fathom Charters
30 Fathom Charters

30 Fathom Charters

5.0
/5
(1 review)
24 external reviews

Newburyport • 31 ft • 6 persons

2 Hr – Merrimack River Sunset
2 hour trip • starts at 06:00 PM
Set sail with 30 Fathom Charters aboard a beautifully restored 1999 Stamas Tarpon 29 Center Console, docked in scenic Newburyport.

"What a great experience and would highly recommend this experience to anyone." —⁠ John,
2 Hr – Merrimack River Sunset
Instant confirmation
2 adults • 0 children
US $300
Agawam Boat & Fishing Charters
Agawam Boat & Fishing Charters
Agawam Boat & Fishing Charters

Agawam Boat & Fishing Charters

4.9
/5
(80 external reviews)

Essex • 25 ft • 6 persons

2 Hr – Essex River Cruise (Weekday)
2 hour trip • starts at 08:00 AM
Climb aboard Agawam Boat & Fishing Charters, a sleek 2015 Parker 2510 Sportfish Walkaround ready to take you on an unforgettable adventure from Essex!
2 Hr – Essex River Cruise (Weekday)
2 adults • 0 children
US $225
Keepin It Reel Charters
Keepin It Reel Charters
Keepin It Reel Charters

Keepin It Reel Charters

4.9
/5
(50 external reviews)

Marblehead • 26 ft • 6 persons

3 Hr–Scattering Of Ashes unattended
1 hour trip • starts at 08:00 AM
Step aboard Keepin It Reel Charters for an unforgettable day on the water.
3 Hr–Scattering Of Ashes unattended
Instant confirmation
2 adults • 0 children
US $350
Reel Balance Fishing Charters
Reel Balance Fishing Charters
Reel Balance Fishing Charters

Reel Balance Fishing Charters

Hampton • 30 ft • 6 persons

4 Hour – Atlantic Tour
4 hour trip • starts at 08:00 AM
Set sail on an unforgettable adventure with Reel Balance Charters, a premium 2021 Blackfin 252CC Center Console, based out of Hampton.
4 Hour – Atlantic Tour
Instant confirmation
2 adults • 0 children
US $500
Boston Fish Charters
Boston Fish Charters
Boston Fish Charters

Boston Fish Charters

Boston • 21 ft • 6 persons

3 Hr – Boston Harbor Sunset Cruise
3 hour trip • starts at 05:00 PM
Boston Fish Charters invites you on an unforgettable adventure in Boston Harbor!
3 Hr – Boston Harbor Sunset Cruise
Instant confirmation
2 adults • 0 children
US $125
Boston Boat Charters – Atlas
Boston Boat Charters – Atlas
Boston Boat Charters – Atlas

Boston Boat Charters – Atlas

5.0
/5
(2 reviews)

Quincy • 50 ft • 25 persons

2 Hr – Boston Skyline Charter
2 hour trip • starts at 12:00 PM
Embark on a luxurious, unforgettable journey through Boston’s breathtaking waterfront aboard the stunning Motor Yacht, Atlas.

"Made a memorable sweet 16. Capt Kevin was great along with his..." —⁠ Ronda,
2 Hr – Boston Skyline Charter
2 adults • 0 children
US $800
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