Need help? We're here.
Text or call 1-877-GREET-WELL
Ask AIAI
Ask AIAI
We're with you beyond the booking.

Great Experiences, Carefully Selected

Discover memorable tours and activities from local experts who know their destinations best.

Real People, Real Support

Our concierge team is here to help before, during, and after your experience.

Go Beyond the Ordinary

From hidden gems to unforgettable adventures, find experiences worth traveling for.

Book with Confidence

Easy reservations, no added booking fees, and free cancellation on most experiences.

Greetwell

Experiences that stay with you long after the trip

Discover incredible tours, activities, and local adventures in 500+ destinations. With personal concierge support every step of the way, Greetwell makes it easier to explore with confidence.

About

  • Our Story
  • For Experience Providers
  • For Hospitality Partners
  • For Developers

Resources

  • Travel Guides
  • Destinations
  • Categories
  • Experience Gift Cards
  • Help Center
[email protected]1-877-GREET-WELL

Safe & Secure Payments

© 2026 Greetwell, Inc. All rights reserved.
Privacy PolicyTerms
Need help? We're here.
Text or call 1-877-GREET-WELL
Ask AIAI
Ask AIAI

Explore Greetwell

Explore extraordinary experiences in 500+ destinations

What's trending

  • St. Augustine Nights of Lights
  • Halloween Ghost Tours
  • Fall & Holiday Experiences
  • Broadway Shows in NYC
  • Universal Orlando Tickets
  • Legoland California Tickets

Popular Destinations

Florida

·Orlando·Miami·Key West·St. Augustine·Destin·Panama City Beach

Hawaii

·Maui·Honolulu

California

·San Diego·Los Angeles·San Francisco

Southeast

·Charleston·Savannah·Hilton Head·Myrtle Beach·Nashville

Gulf South

·New Orleans

Northeast & Midwest

·New York·Boston·Chicago

West & Mountain

·Seattle·Las Vegas·Sedona·Denver

Caribbean

·San Juan

Browse by Experience

Tours & Sightseeing

  • Boat Tours
  • Ghost Tours
  • Train Tours
  • Food Tours
  • City Tours
  • Day Trips

On the Water

  • Snorkeling
  • Whale Watching
  • Sunset Cruises
  • Dinner Cruises
  • Jet Skiing
  • Dolphin Watching

Adventure & Active

  • Kayaking Tours
  • Parasailing
  • Zip Lining
  • Horseback Riding
  • ATV Tours
  • Hot Air Ballooning

Fun & Attractions

  • Theme Park Tickets
  • Escape Games
  • Axe Throwing
  • Bar Crawls

Food & Drink

  • Wine Tours
  • Cooking Classes

Rentals & Charters

  • Boat Rentals
  • Bike Rentals
  • Yacht Charters

Questions? We're here to help.Real people, 7 days a week.

[email protected]1-877-GREET-WELL
  • 13 Stunning Beaches in Florida With Clear Water You Need to Visit
  • Best results for

    Water Activities in Gloucester, MA

    Showing 73-96 of 143 results
    Hampton Beach 4-Hour Whale Watching Cruise

    Hampton Beach 4-Hour Whale Watching Cruise

    Cruise Hampton Beach on a 4-hour whale watching trip with bar and food galley onboard

    4.5 • 1K reviews
    $59/ person
    Gloucester Sunset Private Sailing Charter

    Gloucester Sunset Private Sailing Charter

    Reserve a traditional schooner for your celebration on Gloucester Harbor

    5.0 • 107 reviews
    $636& up
    Sit-On-Top Kayak Rental at Salem Willows Park

    Sit-On-Top Kayak Rental at Salem Willows Park

    Paddle Salem Harbor your way with flexible kayak rentals

    5.0 • 49 reviews
    $27/ kayak
    Boston Harbor Brunch Cruise With Buffet

    Boston Harbor Brunch Cruise With Buffet

    Cruise Boston Harbor with a gourmet brunch buffet and captain commentary

    4.8 • 693 reviews
    $98/ person
    Salem Sound Sail Aboard the Schooner Fame

    Salem Sound Sail Aboard the Schooner Fame

    Hands-on 1812-style sail with engaging crew and scenic Salem Sound views

    5.0 • 533 reviews
    $37/ person
    Private Boston Harbor Day, Sunset & Night Sail

    Private Boston Harbor Day, Sunset & Night Sail

    Take in Boston's waterfront from a sailboat reserved for your group

    4.8 • 23 reviews
    $594
    Sail Salem Sound on a Classic Schooner Charter

    Sail Salem Sound on a Classic Schooner Charter

    Make Salem Sound your private escape aboard a classic schooner

    5.0 • 180 reviews
    $1,790
    8.5-Hour Fishing Trip From Seabrook

    8.5-Hour Fishing Trip From Seabrook

    Fish Jeffrey's Ledge for haddock, pollock, and other bottom feeders

    4.6 • 1.1K reviews
    $90/ person
    Guided Wildlife Kayak Tour at Odiorne Point

    Guided Wildlife Kayak Tour at Odiorne Point

    Paddle coastal waters with naturalists and learn responsible wildlife viewing

    4.6 • 1.2K reviews
    $84/ person
    Striped Bass Fishing Trip in Newburyport

    Striped Bass Fishing Trip in Newburyport

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

    4.5 • 452 reviews
    $55/ person
    Fireworks Yacht Charter in Quincy

    Fireworks Yacht Charter in Quincy

    Charter a 3-hour motor yacht for scheduled fireworks nights

    5.0 • 35 reviews
    $2,220
    Narrated Salt Marsh Cruise in Essex, MA

    Narrated Salt Marsh Cruise in Essex, MA

    Explore coastal salt marsh scenery without heading onto the open ocean

    4.7 • 159 reviews
    $36/ person
    Night Fishing Cruise in Hampton Beach

    Night Fishing Cruise in Hampton Beach

    Fish at night with a family-run crew, with rod and reel rental included

    4.5 • 1K reviews
    $32/ person
    Gloucester Private Sailing Charter

    Gloucester Private Sailing Charter

    Private schooner sailing with captain and crew included

    5.0 • 107 reviews
    $477& up
    Salem Willows Park Hourly Stand-Up Paddleboard Rental

    Salem Willows Park Hourly Stand-Up Paddleboard Rental

    Paddle Salem Harbor at your own pace from Salem Willows Park

    5.0 • 49 reviews
    $27/ paddleboard
    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
    Private Charter on a Traditional Schooner
    Up to 40

    Private Charter on a Traditional Schooner

    Sail Salem Sound with your group of up to 40 and enjoy a private, hands-on experience

    5.0 • 533 reviews
    $1,048& 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

    4.8 • 23 reviews
    $1,060
    Historic Schooner Sunset Sail in Salem

    Historic Schooner Sunset Sail in Salem

    Sunset sailing aboard John Alden's racing yacht

    5.0 • 180 reviews
    $84
    4-Hour Mackerel Fishing Trip From Seabrook

    4-Hour Mackerel Fishing Trip From Seabrook

    Seasonal mackerel fishing with morning or afternoon departures

    4.6 • 1.1K reviews
    $42/ person
    Sail Boston Harbor on a 2-Hour Brunch Cruise

    Sail Boston Harbor on a 2-Hour Brunch Cruise

    Weekend brunch sail on Boston Harbor with pastries, coffee, and tea

    4.6 • 438 reviews
    $73/ person
    Plum Island Bottom Fishing for Haddock & Pollock

    Plum Island Bottom Fishing for Haddock & Pollock

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

    4.5 • 452 reviews
    $101/ person
    Private Fireworks Cruise From Quincy

    Private Fireworks Cruise From Quincy

    Charter Motor Yacht Atlas for a 3-hour fireworks cruise for up to 25

    5.0 • 35 reviews
    $2,220
    Tiki Boat Cruise in Newburyport

    Tiki Boat Cruise in Newburyport

    Bring your own drinks for a shared tiki boat cruise

    $65/ person
    123456
    Gloucester Things To Do
    Historical Tours72Sailing39Boat Tours33Fishing Charters33Ghost and Haunted25
    More
    • Food Tours19
    • Yacht Charters14
    • Bike Rentals13
    • Dessert Tours10
    • Scooter Rentals10
    • Kayaking Tours9
    • Architectural 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.

    Movie Location Tours
    8
  • Themed Experiences8
  • Cooking Classes7
  • Heritage Walks7
  • Bike Tours6
  • Bar and Pub Crawl5
  • Whale Watching5
  • Farm Visits4
  • Neighborhood Tours4
  • Photography Tours4
  • Stand Up Paddle Boarding4
  • Culinary Tours3
  • Day Trips3