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Sailing in and near Chelsea, MA


Sightseeing Day Sail around Boston Harbor
Sightseeing Day Sail around Boston Harbor

Choose between either a 1.5 or 2-hour sail around Boston Harbor aboard beautiful schooner Adirondack III, an 80-foot pilot schooner of the 1890s. Sail past the seaport district, Castle Island, Fort Independence, Spectacle Island, and Long Island with Long Island Head Light. Great for families and friends who want to sail and see the sights of Boston from the water!

Within minutes of leaving the dock, guests will forget the distractions of life on land and experience the joy of a leisurely sail. Sit back and relax as the crew raises sail and provides beverage service. Drinks are available for purchase by credit card only. Guests are welcome to bring a picnic onboard.

The knowledgeable captain and crew are always ready to answer questions about the sights and history of Boston Harbor and its surrounding areas. From interesting facts to old-time legends, the maritime world of Boston has many great stories to offer.

60 Rowes Wharf, Boston 2.6 mi
4.7
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3 Ratings
$51.20
Sightseeing Day Sail around Boston Harbor
Privateer Schooner Sailing Tour in Salem Sound
Privateer Schooner Sailing Tour in Salem Sound

FAME is the #1-rated boat in Salem and the #1-rated outdoor activity in the entire town, per TripAdvisor. Don't miss the very best of what Salem has to offer! There's more to our town than witches!

FAME is a full-scale replica of a privateer schooner from the War of 1812 that captured over 20 ships! We sail up to five times a day between May and October from Pickering Wharf Marina in downtown Salem.

On board our traditional gaff-rigged schooner, you'll get a chance to raise the sails and even steer the boat as we sail Salem Sound and talk about the fisherman, traders, and privateers that played such a central role in the saga of Salem, of Massachusetts, and of the young United States.

This is a great hands-on adventure for all ages — but you can also just sit back and enjoy a beverage and take it all in as we cruise past the historic forts and lighthouses of Salem, Beverly, and Marblehead.

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5.0
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3 Ratings
$35.00
Privateer Schooner Sailing Tour in Salem Sound
2-Hour Northern Lights Sunset Cruise for One Child, Adult, or Senior from Classic Harbor Line
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2-Hour Northern Lights Sunset Cruise for One Child, Adult, or Senior from Classic Harbor Line

Participants can look into the distance and admire the views of the Boston skyline and enjoy the cannon fire at sunset off USS Constitution

60 Rowes Wharf, Boston 2.6 mi
5.0
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240 Ratings
$36.75
Northern Lights Sunset Cruise
90-Minute Sunset Cruise for One, Two, or Four from Massachusetts Bay Lines (Up to 50% Off)
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90-Minute Sunset Cruise for One, Two, or Four from Massachusetts Bay Lines (Up to 50% Off)

On sunset cruises, passengers watch the evening overtake Boston’s skyline and get a glimpse of the historic USS Constitution

60 Rowes Wharf, Boston 2.6 mi
4.5
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1,458 Ratings
$28.05 $19.00$15.65
 Sale Ends 4/12
90-Minute Sunset Cruise for One
One Whale-Watching Trip for One or Two Adults from 7 Seas Whale Watch (Up to 43% Off)
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One Whale-Watching Trip for One or Two Adults from 7 Seas Whale Watch (Up to 43% Off)

Featured on Discovery Channel and in National Geographic, boat tours offer the chance to spot whales and also seals and dolphins

63 Rogers St., Gloucester 24.2 mi
4.9
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3,135 Ratings
$50.00 $32.00$30.40
 Sale Ends 4/12
One Whale-Watching Trip for One Adult (Ages 17+)
Gloucester's Most Recommended Whale Watch Company! Guaranteed Sightings!
Gloucester's Most Recommended Whale Watch Company! Guaranteed Sightings!

Guaranteed Sightings!  7 Seas Whale Watch is located in the heart of historic downtown Gloucester, MA and in one of the busiest parts of Gloucester harbor. As soon as you board the Privateer you will be surrounded by the sights and sounds of Gloucester’s working waterfront. You may see fishing boats unloading fish, lobster men baiting and setting their traps, and perhaps even some of our indigenous wildlife such as Harbor seals, Gray seals, and various species of birds. The tour begins with a harbor tour of Gloucester Harbor starting with Cape Pond Ice (which most of you have seen on Wicked Tuna and ends at the Dog Bar Breakwater.  A typical trip is anywhere from 3-4 hours but may be extended if the whales move further out for feed.  The Privateer IV was built for 300 passengers but we only book to 150 to ensure the comfort and safety of our passengers and is equipped with restrooms, and on-board food Galley and bar.

63 Rogers St., Gloucester 24.2 mi
$41.42
Gloucester's Most Recommended Whale Watch Company! Guaranteed Sightings!
40+ bought
Four-Hour Whale-Watching Cruise for One, Two, or Four Adults from Cape Ann Whale Watch (Up to 43% Off)
Four-Hour Whale-Watching Cruise for One, Two, or Four Adults from Cape Ann Whale Watch (Up to 43% Off)

Participants get the opportunity embark on a unique sightseeing adventure to watch whales in their natural habitat

415 Main Street, Gloucester 24.9 mi
4.8
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11,215 Ratings
$50.00 $31.00$29.45
 Sale Ends 4/12
Four-Hour Whale-Watching Cruise for One Adult
Up to 31% Off on Equipment - Winter Sport (Retail) at Ski And Sport Shack
Up to 31% Off on Equipment - Winter Sport (Retail) at Ski And Sport Shack

Keep your gear sharp, waxed, and moving at optimal speed this season!

286 Main Street, Stoneham 7.1 mi
4.9
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179 Ratings
$45.00 $31.50$31.00
 Sale Ends 4/12
Standard Ski Tune
Introduction to Scuba Diving or Scuba Certification Course for One Person at R & R Marine (Up to 24% Off)
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Introduction to Scuba Diving or Scuba Certification Course for One Person at R & R Marine (Up to 24% Off)

Company offers scuba diving courses, during which students learn everything about this sport from experienced divers

54 Solaris Road, Dedham 11.7 mi
5.0
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28 Ratings
$35.00 $29.00$27.55
 Sale Ends 4/12
Discover Scuba Diving for One
Up to 35% Off on Ski / Snowboard Repair at RJ Bradley's
Up to 35% Off on Ski / Snowboard Repair at RJ Bradley's

Expert techs help prepare the gear to hit the slopes with professional skin tuning

312 Great Road, Littleton 24.8 mi
4.9
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13 Ratings
$55.95 $36.37
34% discount_off
Advanced Ski Tuning
Whale Watching for One or Two at Newburyport Whale Watch (Up to 37% Off)
Whale Watching for One or Two at Newburyport Whale Watch (Up to 37% Off)

Passengers head out to sea aboard a custom whale-watching craft to observe the majestic mammals, aided by an onboard naturalist

54 Merrimac St., Newburyport 30.2 mi
4.8
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2,470 Ratings
$50.00 $32.00
36% discount_off
Whale-Watching Tour for One Adult (Ages 17+)
Indoor Surf or Boogie-Board Session for One or Two at Skyventure New Hampshire (Up to 36% Off)
Indoor Surf or Boogie-Board Session for One or Two at Skyventure New Hampshire (Up to 36% Off)

Surf waves on a 32-foot-wide wave pool seen on the Discovery Channel, designed to be the biggest on the continent

100 Adventure Way, Nashua 30.5 mi
4.9
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3,113 Ratings
$45.00 $30.00$28.50
 Sale Ends 4/12
15-Minute Indoor Surf or Boogie-Board Session for One
All-Day Fishing Trip for 1 or 2 with Rod Rental from Al Gauron Deep Sea Fishing & Whale Watching (Up to 26% Off)
All-Day Fishing Trip for 1 or 2 with Rod Rental from Al Gauron Deep Sea Fishing & Whale Watching (Up to 26% Off)

Fishing parties spend a full day on the ocean catching fish with provided rods and bait

1 Ocean Boulevard, Hampton Beach 36.8 mi
4.6
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1,602 Ratings
$78.00 $59.00
24% discount_off
All-Day Fishing Trip with Rod Rental for One: Valid Monday–Friday
$24.70 for Intro to Scuba Class at Aquatic Specialties ($50 Value)
$24.70 for Intro to Scuba Class at Aquatic Specialties ($50 Value)

Certified instructions teach the basics of underwater scuba diving in this introduction to scuba class

704 Milford Rd, Merrimack 38.6 mi
4.9
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13 Ratings
$50.00 $26.00$24.70
 Sale Ends 4/12
Intro to Scuba Class
White-Water Rafting Trip for One, Two, or Four from Maine Whitewater (Up to 49% Off)
White-Water Rafting Trip for One, Two, or Four from Maine Whitewater (Up to 49% Off)

Rafting outfitter with 30+ years of experience takes adventurers out on the Kennebec, Penobscot, or Dead River for white-water rafting

Kennebec River & Dead River, Bingham
4.8
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59 Ratings
$149.00 $82.50$78.38
 Sale Ends 4/12
White-Water Rafting Trip for One
Kennebec River White Water Rafting Trip for One, Two, Four, or Six at U.S. Rafting (Up to 59% Off)
Kennebec River White Water Rafting Trip for One, Two, Four, or Six at U.S. Rafting (Up to 59% Off)

During this exciting experience, participants can enjoy paddling and guiding a raft through the Kennebec River’s rapids

2981 U.S. Route 201, West Forks
4.9
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231 Ratings
$129.00 $69.00$65.55
 Sale Ends 4/12
Kennebec River White Water Rafting Trip for One
Kennebec or Dead River Whitewater Rafting for 1, 2, or 4 People from Magic Falls Rafting Company (Up to 46% Off)
Kennebec or Dead River Whitewater Rafting for 1, 2, or 4 People from Magic Falls Rafting Company (Up to 46% Off)

Watersports enthusiasts embark on a rafting trip on the whitewater of Maine’s Kennebec River and Dead River

38 Dead River Rd. Route 201 N, West Forks
4.9
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130 Ratings
$119.00 $70.00$68.00
 Sale Ends 4/12
Kennebec or Dead River Whitewater Rafting Trip for One; Valid from May 1 to October 10
Pack of 2, 4, or 10 One-Way Trips on the Ferry Valkyrie at The Winthrop Ferry Valkyrie (Up to 42% Off)
Pack of 2, 4, or 10 One-Way Trips on the Ferry Valkyrie at The Winthrop Ferry Valkyrie (Up to 42% Off)

Easy and fun way to get around Boston while enjoying the scenic skyline view

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4.8
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40 Ratings
$17.00 $12.00
29% discount_off
Pack of 2 One-Way Trips on The Ferry Valkyrie
Up to 25% Off on Kayaking - Recreational at Victory Rentals
Up to 25% Off on Kayaking - Recreational at Victory Rentals

Don’t miss out on the experience

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5.0
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1 Ratings
$20.00 $15.00
25% discount_off
SAVE $10 OFF ANY RENTALS ON THE VICTORY RENTALS PLATFORM THRU 2021 WITH THIS PASS
Up to 38% Off on Equipment - Water Sport (Retail) at Victory Rentals
Up to 38% Off on Equipment - Water Sport (Retail) at Victory Rentals

Don’t miss out

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5.0
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1 Ratings
$250.00 $155.00
38% discount_off
STUDENT SEASON PASS (VICTORY RENTALS)
Up to 10% Off on Kayak Rental at Victory Rentals
Up to 10% Off on Kayak Rental at Victory Rentals

Other rentals like mopeds, crystal clear kayaks will be available for rentals at a 10% discount if you have a season pass

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5.0
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1 Ratings
$250.00 $225.00
10% discount_off
Season Pass for 1 kayak rental in our Weymouth/Quincy location
WW2 Small Arms Experience
WW2 Small Arms Experience

You have seen these iconic weapons used in countless movies and video games. This is a unique opportunity to not only see them up close and learn about them, but also to handle them and test your skill by firing them at a target.

This is the only program of it's kind in the northeast.

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$101.54
WW2 Small Arms Experience
5 bought
Inflatable Floats from #GETFLOATY (Up to 56% Off). Five Options Available.
Inflatable Floats from #GETFLOATY (Up to 56% Off). Five Options Available.

High-quality poolside floats are great for summertime activities in the water

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4.0
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4 Ratings
$39.00 $25.00$22.00
 Sale Ends 4/12
Giant Unicorn or Narwhal Float
Dolphin Encounter, Swim Adventure, or Royal Swim at Dolphin Discovery (Up to 52% Off). 11 Locations Available.
Dolphin Encounter, Swim Adventure, or Royal Swim at Dolphin Discovery (Up to 52% Off). 11 Locations Available.

Splash and play with the dolphins during in-water experiences that can include getting a wet smooch or an unforgettable swim

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4.5
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658 Ratings
$109.00 $59.00$53.10
 Sale Ends 4/12
Dolphin Encounter
$275 Off $500 Worth of Fishing
$275 Off $500 Worth of Fishing

From the merchant: Freshwater Bass Fishing Guided Trips With a “Freak Finder Experience” 8 hr Trip with HD Video/Photography Keepsake

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$500.00 $275.00
45% discount_off
45% Off Fishing
1 bought
Up to 28% Off on Water Sport Rental - Surfboard / Water Skis / Paddleboard at Victory Rentals
Up to 28% Off on Water Sport Rental - Surfboard / Water Skis / Paddleboard at Victory Rentals

Full service rental shop Great customer service Experience

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5.0
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1 Ratings
$40.00 $35.00$33.00
 Sale Ends 4/12
Two-Hour Kayak Rental for One
Callaway eGift Card
Callaway eGift Card
Callaway eGift Card
Individual or Team Registration for Men's Football League at X Flag Football (Up to 52% Off)
Individual or Team Registration for Men's Football League at X Flag Football (Up to 52% Off)

Kicking off on April 11, this competitive, recreational football league plays in Revere

75 Park Ave, Revere 1.6 mi
1.0
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1 Ratings
$75.00 $40.00
46% discount_off
Individual Registration for Men's Football League
Indoor Climbing at MetroRock Indoor Climbing (Up to 42% Off)
Indoor Climbing at MetroRock Indoor Climbing (Up to 42% Off)

A beautiful climbing facility with ropes course, walls, and bouldering formations that build climbers into scaling savants

2 Locations 2.0 mi
4.9
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589 Ratings
$60.00 $46.50$44.18
 Sale Ends 4/12
Intro to Climbing Course - 10 Day Membership with Equipment Rental
1 Month of Indoor Rock Climbing Classes for 1 or 2 Kids at International Rock Climbing School (Up to 54% Off)
1 Month of Indoor Rock Climbing Classes for 1 or 2 Kids at International Rock Climbing School (Up to 54% Off)

These classes are designed to help kids 8–16 aged enhance their climbing skills as well as build strength, endurance, and flexibility

69 Norman Street, Everett 2.1 mi
$120.00 $59.00$56.05
 Sale Ends 4/12
One Month of Indoor Rock Climbing Classes for One Child Aged 8–16
8 bought