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    1. Local experiences
    2. /All experiences
    3. /Water Activities

    Best results for Water Activities in Gloucester, MA

    Showing 1-24 of 83 results
    Half-Day Fishing Trip in Gloucester
    Fishing Charters

    Half-Day Fishing Trip in Gloucester

    Introduce the family to deep-sea fishing with crew support for every age

    Introduce the family to deep-sea fishing with crew support for every age
    4.2 • 503 reviews
    $59/ person
    Full-Day Deep Sea Fishing Charter in Gloucester
    Fishing Charters

    Full-Day Deep Sea Fishing Charter in Gloucester

    Fish Gloucester’s banks with a seasoned captain and crew

    Fish Gloucester’s banks with a seasoned captain and crew
    4.2 • 503 reviews
    $85/ person
    Gloucester Harbor Schooner Sailing Cruise
    Sailing

    Gloucester Harbor Schooner Sailing Cruise

    Sail historic harbor waters with maritime insights and optional hands-on sailing

    Sail historic harbor waters with maritime insights and optional hands-on sailing
    5.0 • 105 reviews
    $48/ person
    Bluefin Tuna Fishing Charter in Gloucester
    Fishing Charters

    Bluefin Tuna Fishing Charter in Gloucester

    Chase giant bluefin tuna on a hands-on offshore fishing trip

    Chase giant bluefin tuna on a hands-on offshore fishing trip
    $2,245
    Shark Fishing Charter in Gloucester
    Fishing Charters

    Shark Fishing Charter in Gloucester

    Battle New England sharks on light tackle

    Battle New England sharks on light tackle
    $1,572
    Salem Stand-Up Paddleboard Rentals
    Stand Up Paddle Boarding

    Salem Stand-Up Paddleboard Rentals

    Paddle Salem’s coastline with flexible hourly or daily rentals and friendly on-site support

    Paddle Salem’s coastline with flexible hourly or daily rentals and friendly on-site support
    $27/ paddleboard
    2-Hour Guided Kayak & Paddleboard Tour in Salem
    Kayaking Tours

    2-Hour Guided Kayak & Paddleboard Tour in Salem

    Paddle Salem’s historic shoreline on a 2-hour guided kayak or stand-up paddleboard tour

    Paddle Salem’s historic shoreline on a 2-hour guided kayak or stand-up paddleboard tour
    $52/ person
    Salem Willows Kayak Rental
    Kayak Rentals

    Salem Willows Kayak Rental

    Paddle from Salem Willows Park with flexible hourly or day rentals and easy launch support

    Paddle from Salem Willows Park with flexible hourly or day rentals and easy launch support
    $27/ kayak
    Sunset Guided Kayak & Paddleboard Tour in Salem
    Kayaking Tours

    Sunset Guided Kayak & Paddleboard Tour in Salem

    Paddle the Salem and Beverly coastline at sunset with a guided tour

    Paddle the Salem and Beverly coastline at sunset with a guided tour
    $27/ person
    Stand-Up Paddleboard Rental in Beverly
    Stand Up Paddle Boarding

    Stand-Up Paddleboard Rental in Beverly

    Paddle Beverly Harbor at your own pace with gear and guidance included

    Paddle Beverly Harbor at your own pace with gear and guidance included
    $27/ paddleboard
    Beverly Kayak Rental
    Kayaking Tours

    Beverly Kayak Rental

    Flexible paddles along Beverly's historic shoreline

    Flexible paddles along Beverly's historic shoreline
    $27/ kayak
    Private Kayak & SUP Lessons in Salem
    Paddleboarding

    Private Kayak & SUP Lessons in Salem

    Build confidence on the water with personalized paddling instruction

    Build confidence on the water with personalized paddling instruction
    $80/ person
    Private SUP & Kayak Lesson in Beverly
    Stand Up Paddle Boarding

    Private SUP & Kayak Lesson in Beverly

    Build paddling skills with private instruction tailored to your experience

    Build paddling skills with private instruction tailored to your experience
    $80/ person
    2-Hour Classic Schooner Sail on Salem Sound
    Sailing

    2-Hour Classic Schooner Sail on Salem Sound

    Sail Salem Sound aboard a 1930 classic schooner

    Sail Salem Sound aboard a 1930 classic schooner
    $51
    Private Schooner Charter on Salem Sound
    Yacht Charters

    Private Schooner Charter on Salem Sound

    Sail Salem Sound aboard a private classic schooner for your special occasion

    Sail Salem Sound aboard a private classic schooner for your special occasion
    $1,454
    Salem 2-Hour Sunset Sail
    Sailing

    Salem 2-Hour Sunset Sail

    Sunset sailing aboard John Alden's racing yacht

    Sunset sailing aboard John Alden's racing yacht
    $62
    Sunset Sailing Charter in Salem
    Sailing

    Sunset Sailing Charter in Salem

    Private historic schooner sail on Salem Sound

    Private historic schooner sail on Salem Sound
    $1,454
    3-Hour Sailing Charter From Marblehead
    Sailing

    3-Hour Sailing Charter From Marblehead

    Private sail for up to 6 guests beyond Marblehead Harbor

    Private sail for up to 6 guests beyond Marblehead Harbor
    $451
    4-Hour Sailing Charter in Marblehead
    Sailing

    4-Hour Sailing Charter in Marblehead

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

    Private 4-hour sail from Marblehead Harbor for up to 6 guests
    $557
    2-Hour Sailing Charter in Marblehead
    Sailing

    2-Hour Sailing Charter in Marblehead

    Private sailing with coastal views along Boston's North Shore

    Private sailing with coastal views along Boston's North Shore
    $345
    4-Hour Mackerel & Bass Fishing Trip in Newburyport
    Fishing Charters

    4-Hour Mackerel & Bass Fishing Trip in Newburyport

    Fish for mackerel and bass on a captain’s choice half-day trip

    Fish for mackerel and bass on a captain’s choice half-day trip
    4.5 • 435 reviews
    $60/ person
    Plum Island Bottom Fishing for Haddock & Pollock
    Fishing Charters

    Plum Island Bottom Fishing for Haddock & Pollock

    Spend eight hours targeting haddock, pollock, and other bottom fish in Massachusetts waters.

    Spend eight hours targeting haddock, pollock, and other bottom fish in Massachusetts waters.
    4.5 • 435 reviews
    $95/ person
    Mackerel Fishing Trip
    Fishing Charters

    Mackerel Fishing Trip

    Enjoy a light-tackle fishing trip that works well for kids and adults

    Enjoy a light-tackle fishing trip that works well for kids and adults
    4.5 • 435 reviews
    $55/ person
    Striped Bass Fishing Trip in Newburyport
    Fishing Charters

    Striped Bass Fishing Trip in Newburyport

    Fish for striped bass on a 2.5-hour trip near the Merrimack River mouth

    Fish for striped bass on a 2.5-hour trip near the Merrimack River mouth
    4.5 • 435 reviews
    $52/ person
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    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.