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Best results for

Water Activities in Essex, MA

Showing 25-48 of 127 results
Private 90-Minute Tiki Boat Cruise in Boston

Private 90-Minute Tiki Boat Cruise in Boston

Cruise Boston Harbor on a private tiki boat for your group

4.9 • 986 reviews
$2,014
80' Yacht Charter in Quincy

80' Yacht Charter in Quincy

Celebrate aboard a spacious vessel with a ballroom, two bars, and crew support

4.6 • 13 reviews
$1,922& up
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

Watch Boston’s skyline and the USS Constitution glow from the water at sunset

4.4 • 478 reviews
$33/ person
Shark Fishing Charter in Gloucester

Shark Fishing Charter in Gloucester

Battle New England sharks on light tackle

5.0 • 260 reviews
$1,572
12-Hour Gloucester Bluefin Tuna Fishing Trip

12-Hour Gloucester Bluefin Tuna Fishing Trip

Join the crew for hands-on giant bluefin tuna fishing

5.0 • 260 reviews
$337/ person
Private Tiki Boat Party Cruise on Boston Harbor

Private Tiki Boat Party Cruise on Boston Harbor

Set sail for a personalized tiki cruise through Boston Harbor

4.9 • 986 reviews
$2,014
Sunset Schooner Sail in Boston Harbor

Sunset Schooner Sail in Boston Harbor

Sail Boston Harbor at sunset on an 80-foot schooner

4.8 • 693 reviews
$75/ person
Cruise Boston Harbor on a Fall Luncheon Cruise

Cruise Boston Harbor on a Fall Luncheon Cruise

See fall foliage on a 1.5-hour Boston Harbor cruise with a gourmet picnic lunch

4.8 • 693 reviews
$75/ person
Private 80' Yacht Charter in Quincy

Private 80' Yacht Charter in Quincy

Celebrate on the water with a ballroom, two bars, and dedicated crew

4.6 • 13 reviews
$3,460& up
Private Half-Day Boston Harbor Islands Sailing Charter

Private Half-Day Boston Harbor Islands Sailing Charter

Take the helm and discover sailing aboard a traditional cutter ketch

$1,060
Full-Day Private Sailing Charter & Island Tour in Boston

Full-Day Private Sailing Charter & Island Tour in Boston

Step ashore on quiet harbor islands while your captain waits

$1,537
Private Giant Bluefin Tuna Fishing Charter in Gloucester

Private Giant Bluefin Tuna Fishing Charter in Gloucester

Target a giant bluefin and keep 100% of qualifying tuna sale proceeds

$5,300
Private Tiki Boat Cruise on Boston Harbor

Private Tiki Boat Cruise on Boston Harbor

Turn your celebration into a private Boston harbor party

4.9 • 986 reviews
$2,756
80' Yacht Charter in Quincy

80' Yacht Charter in Quincy

Private event yacht with a ballroom, two bars, and dedicated crew support

4.6 • 13 reviews
$4,485& up
Full-Day Deep Sea Fishing Trip in Gloucester

Full-Day Deep Sea Fishing Trip in Gloucester

Fish Gloucester’s banks with a seasoned captain and crew

4.2 • 521 reviews
$85/ person
Haddock Fishing Charter in Gloucester

Haddock Fishing Charter in Gloucester

Bottom fish for haddock with bait and tackle included

5.0 • 260 reviews
$247/ person
3-Hour Sailing Charter From Marblehead

3-Hour Sailing Charter From Marblehead

Private sail for up to 6 guests beyond Marblehead Harbor

$451
Boston Harbor Morning Mai Tai Cruise

Boston Harbor Morning Mai Tai Cruise

Harbor landmarks and a laid-back Tiki Boat morning

4.9 • 986 reviews
$43/ person
2-Hour Fall Brunch Cruise in Boston Harbor

2-Hour Fall Brunch Cruise in Boston Harbor

Cruise Boston Harbor and enjoy a fall brunch buffet aboard Northern Lights

4.8 • 693 reviews
$98/ person
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

Sip and take in Boston Harbor's golden-hour skyline

4.9 • 986 reviews
$54/ person
24' Motorboat Charter in Quincy

24' Motorboat Charter in Quincy

Private Boston Harbor outings with a captain, cooler, and bathroom

4.6 • 13 reviews
$756/ boat
80' Private Yacht Charter in Quincy

80' Private Yacht Charter in Quincy

Host large celebrations with a ballroom, two bars, and crew service

4.6 • 13 reviews
$5,254& up
12-Hour Fishing Trip in Gloucester

12-Hour Fishing Trip in Gloucester

Fish beyond the usual day-trip range with 30% fewer people on board

4.2 • 521 reviews
$106/ person
4-Hour Sailing Charter in Marblehead

4-Hour Sailing Charter in Marblehead

Private 4-hour sail from Marblehead Harbor for up to 6 guests

$557
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Essex Things To Do
Historical Tours60Sailing37Boat Tours28Fishing Charters26Ghost and Haunted20
More
  • Food Tours17
  • Yacht Charters13
  • Bike Rentals10
  • Dessert Tours9
  • Scooter Rentals9
  • Architectural Tours8
  • Kayaking Tours8

Travel guides for Water Activities

13 Stunning Beaches in Florida With Clear Water You Need to Visit
Best of Florida • 2026

13 Stunning Beaches in Florida With Clear Water You Need to Visit

Clarity is geology, not luck: quartz sand, seagrass filtration, and how close the Gulf Stream runs. Thirteen beaches, and the trade-off each one asks of you.

Do You Need a License to Rent a Boat in Florida? Your Complete Guide
Best of Florida • 2026

Do You Need a License to Rent a Boat in Florida? Your Complete Guide

Florida issues no boating license at all. What the marina checks is a safety education card, and whether you need one comes down to one date: January 1, 1988.

Cooking Classes
7
  • Movie Location Tours7
  • Bike Tours6
  • Heritage Walks6
  • Themed Experiences6
  • Bar and Pub Crawl4
  • Chocolate Tours4
  • Farm Visits4
  • Photography Tours4
  • Stand Up Paddle Boarding4
  • Whale Watching4
  • Culinary Tours3
  • Museum Tours3