Free Concierge Service
    Text or call 1-877-GREET-WELL
    Ask AIAI
    Ask AIAI
    Why travelers choose Greetwell

    Curated by our team

    Every experience is hand selected and approved by Greetwell.

    Personal concierge

    Real humans available to help before, during, and after your booking.

    Intimate & authentic

    Including unique in-home experiences you won't find anywhere else.

    Easy booking & cancellation

    Reserve in minutes with free cancellation on most experiences.

    Greetwell

    Experiences that stay with you long after the trip

    Greetwell curates authentic local experiences and provides personal concierge support in over 500 destinations, helping you explore confidently wherever you go.

    About

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

    Resources

    • Travel Guides
    • Help Center
    [email protected]1-877-GREET-WELL

    Safe & Secure Payments

    © 2026 Greetwell, Inc. All rights reserved.
    Privacy PolicyTerms
    Free Concierge Service
    Text or call 1-877-GREET-WELL
    Ask AIAI
    Ask AIAI
    1. Local experiences
    2. /All experiences
    3. /Winthrop MA

    Best 227 things to do in Winthrop, MA

    Showing 49-72 of 227 results
    Boston & Cambridge Private 7-Hour Guided Tour
    Historical Tours

    Boston & Cambridge Private 7-Hour Guided Tour

    Explore Boston and Cambridge history with private minivan transport

    Explore Boston and Cambridge history with private minivan transport
    5.0 • 659 reviews
    $892& up
    7-Hour Boston & Salem Guided Tour
    Historical Tours

    7-Hour Boston & Salem Guided Tour

    Private Boston and Salem history tour with Revolutionary and witch-hunt stories

    Private Boston and Salem history tour with Revolutionary and witch-hunt stories
    5.0 • 659 reviews
    $969& up
    Boston Private Guided 5.5-Hour Tour
    Historical Tours

    Boston Private Guided 5.5-Hour Tour

    Explore Boston's history beyond downtown with a private guide

    Explore Boston's history beyond downtown with a private guide
    5.0 • 659 reviews
    $781& up
    4-Hour Guided Driving Tour of Boston & Cambridge
    Bus Van and Limo Tours

    4-Hour Guided Driving Tour of Boston & Cambridge

    See Boston and Cambridge highlights by minivan with optional photo stops

    See Boston and Cambridge highlights by minivan with optional photo stops
    5.0 • 659 reviews
    $690& up
    Explore Boston on a Full-Day Private Food & History Tour
    Culinary Tours

    Explore Boston on a Full-Day Private Food & History Tour

    See Boston in a day with a private vehicle, local stories, and two meals included

    See Boston in a day with a private vehicle, local stories, and two meals included
    5.0 • 659 reviews
    $1,100& up
    Private Freedom Trail & Little Italy Walking Tour
    Historical Tours

    Private Freedom Trail & Little Italy Walking Tour

    Walk Boston's revolutionary landmarks and historic Little Italy with a local historian

    Walk Boston's revolutionary landmarks and historic Little Italy with a local historian
    5.0 • 659 reviews
    $654
    American Revolution Tour of Boston, Lexington & Concord
    Historical Tours

    American Revolution Tour of Boston, Lexington & Concord

    Trace Revolutionary history from Lexington and Concord back to Boston

    Trace Revolutionary history from Lexington and Concord back to Boston
    5.0 • 659 reviews
    $940& up
    Boston Food & History Guided Tour
    Food Tours

    Boston Food & History Guided Tour

    Taste Boston classics while tracing the city's Revolutionary and immigrant past

    Taste Boston classics while tracing the city's Revolutionary and immigrant past
    5.0 • 659 reviews
    $821& up
    MIT & Harvard Campus History Tour in Cambridge
    Historical Tours

    MIT & Harvard Campus History Tour in Cambridge

    Discover the histories, architecture, and campus legends of MIT and Harvard

    Discover the histories, architecture, and campus legends of MIT and Harvard
    5.0 • 659 reviews
    $52/ person
    Explore Historic Boston Pubs Tour
    Bar and Pub Crawl

    Explore Historic Boston Pubs Tour

    Ride the ferry to historic Boston taverns with 2 drinks included

    Ride the ferry to historic Boston taverns with 2 drinks included
    4.5 • 11 reviews
    $137/ person
    North End Pizza & Cannoli Walking Tour in Boston
    Pizza Tours

    North End Pizza & Cannoli Walking Tour in Boston

    Taste North End pizza and hear Freedom Trail stories, ending with cannoli

    Taste North End pizza and hear Freedom Trail stories, ending with cannoli
    4.5 • 11 reviews
    $84/ person
    Guided Salem Witch Trials & Hammond Castle Tour
    Historical Tours

    Guided Salem Witch Trials & Hammond Castle Tour

    Pair an oceanfront castle with Salem's true 1692 story

    Pair an oceanfront castle with Salem's true 1692 story
    5.0 • 659 reviews
    $900& up
    Private 4-Hour Boston Family & Kids Tour
    City Tours

    Private 4-Hour Boston Family & Kids Tour

    Explore Boston’s history with kid-friendly games on a private 4-hour tour

    Explore Boston’s history with kid-friendly games on a private 4-hour tour
    5.0 • 659 reviews
    $731& up
    Boston Revolutionary Walking Tour & Harbor Cruise
    Historical Tours

    Boston Revolutionary Walking Tour & Harbor Cruise

    Follow Paul Revere’s story from Boston’s streets to the harbor

    Follow Paul Revere’s story from Boston’s streets to the harbor
    5.0 • 659 reviews
    $91/ person
    Private Boston & Salem Witch Trials Full-Day Tour
    Day Trips

    Private Boston & Salem Witch Trials Full-Day Tour

    See Boston landmarks, then explore Salem’s witch trials history with private pickup

    See Boston landmarks, then explore Salem’s witch trials history with private pickup
    5.0 • 659 reviews
    $980& up
    American Revolution Guided Tour From Boston
    Historical Tours

    American Revolution Guided Tour From Boston

    Trace the opening day of the American Revolution with a licensed guide

    Trace the opening day of the American Revolution with a licensed guide
    5.0 • 659 reviews
    $999& up
    Hammond Castle & Salem Witch Trials Guided Tour
    Historical Tours

    Hammond Castle & Salem Witch Trials Guided Tour

    Explore Hammond Castle and Salem’s 1690s history on a semi-private guided day trip

    Explore Hammond Castle and Salem’s 1690s history on a semi-private guided day trip
    5.0 • 659 reviews
    $223/ person
    Italian Food Tour of Boston's North End With Local Guide
    Food Tours

    Italian Food Tour of Boston's North End With Local Guide

    Taste North End Italian specialties with stories from a lifelong local

    Taste North End Italian specialties with stories from a lifelong local
    5.0 • 1.9K reviews
    $107/ person
    Politically Incorrect North End Food Tour in Boston
    Food Tours

    Politically Incorrect North End Food Tour in Boston

    Eat your way through Boston’s North End with a local guide who skips tourist traps

    Eat your way through Boston’s North End with a local guide who skips tourist traps
    4.9 • 570 reviews
    $109/ person
    2-Hour Freedom Trail Pub Crawl
    Bar and Pub Crawl

    2-Hour Freedom Trail Pub Crawl

    Raise a glass while uncovering Boston's colonial and revolutionary stories

    Raise a glass while uncovering Boston's colonial and revolutionary stories
    4.9 • 1.4K reviews
    $56/ person
    Guided Freedom Trail Walking Tour in Boston
    Historical Tours

    Guided Freedom Trail Walking Tour in Boston

    Walk Boston’s Freedom Trail with a colonial-costumed guide

    Walk Boston’s Freedom Trail with a colonial-costumed guide
    4.7 • 674 reviews
    $27/ person
    Freedom Trail Guided Walking Tour in Boston
    Historical Tours

    Freedom Trail Guided Walking Tour in Boston

    Walk Boston’s Freedom Trail with a historical guide

    Walk Boston’s Freedom Trail with a historical guide
    4.7 • 674 reviews
    $27/ person
    2-Hour Boston Architecture & Photo Walking Tour
    Photography Tours

    2-Hour Boston Architecture & Photo Walking Tour

    Photograph Boston’s Back Bay, Public Garden, and Beacon Hill with guided tips

    Photograph Boston’s Back Bay, Public Garden, and Beacon Hill with guided tips
    $58/ person
    Take a 2-Hour Boston Photography Walking Tour
    Photography Tours

    Take a 2-Hour Boston Photography Walking Tour

    Photograph Boston’s highlights with guided tips in Beacon Hill, Public Garden, and Back Bay

    Photograph Boston’s highlights with guided tips in Beacon Hill, Public Garden, and Back Bay
    $58/ person
    12345…10