Sightseeing & Tours in Westport, CT


image for Wine Tasting and Class for One or Two at Black Bear Wines & Spirits (Up to 51% Off)
Wine Tasting and Class for One or Two at Black Bear Wines & Spirits (Up to 51% Off)

During the 90-minute class, wine experts teach visitors to distinguish grape variety, vintage, and region

Wolfpit • 0.9 mi
$50 $25
View Deal
image for Wine Tasting and Class for One or Two at Black Bear Wines & Spirits (Up to 51% Off)
Wine Tasting and Class for One or Two at Black Bear Wines & Spirits (Up to 51% Off)
Wolfpit • 0.9 mi
$50 $25
image for Planetarium Admission for Two or Four or Museum Family Membership to Vanderbilt Museum (Up to 56%Off)
TRENDING
Planetarium Admission for Two or Four or Museum Family Membership to Vanderbilt Museum (Up to 56%Off)

Explore outer space in the planetarium or peruse the rest of the museum and see what life was like from the Jazz Age through World War II

Centerport • 16.4 mi
$18 $9
5,000+ bought
Sale Ends 2/20
View Deal
image for Planetarium Admission for Two or Four or Museum Family Membership to Vanderbilt Museum (Up to 56%Off)
TRENDING
Planetarium Admission for Two or Four or Museum Family Membership to Vanderbilt Museum (Up to 56%Off)
Centerport • 16.4 mi
$18 $9
5,000+ bought
Sale Ends 2/20
image for $17 for Superflight, Two Revival Pint Glasses, and Two Stickers at Black Hog Brewing ($28 Value)
TRENDING
$17 for Superflight, Two Revival Pint Glasses, and Two Stickers at Black Hog Brewing ($28 Value)

A 3,500 sq. ft. brewery with tasting room that offers a variety of local and in-house brews

Hop Brook • 25.4 mi
$28 $17
1,000+ bought
Sale Ends 2/20
View Deal
image for $17 for Superflight, Two Revival Pint Glasses, and Two Stickers at Black Hog Brewing ($28 Value)
TRENDING
$17 for Superflight, Two Revival Pint Glasses, and Two Stickers at Black Hog Brewing ($28 Value)
Hop Brook • 25.4 mi
$28 $17
1,000+ bought
Sale Ends 2/20
image for $11 for a Ticket to Any Tour from Ghosts of New Haven ($25 value)
$11 for a Ticket to Any Tour from Ghosts of New Haven ($25 value)

Tour-goers can choose from tours in either New Haven or Wallingford.

Downtown • 24.9 mi
$25 $11
1,000+ bought
Sale Ends 2/20
View Deal
image for $11 for a Ticket to Any Tour from Ghosts of New Haven ($25 value)
$11 for a Ticket to Any Tour from Ghosts of New Haven ($25 value)
Downtown • 24.9 mi
$25 $11
1,000+ bought
Sale Ends 2/20
image for Admission for Two, Four, or Six to Westchester Children's Museum (Up to 48% Off)
Admission for Two, Four, or Six to Westchester Children's Museum (Up to 48% Off)

Interactive community setting with hands-on learning experiences bolsters creative thinking and problem solving for kids of all abilities

Rye • 20.2 mi
$14 $9
1,000+ bought
Sale Ends 2/20
View Deal
image for Admission for Two, Four, or Six to Westchester Children's Museum (Up to 48% Off)
Admission for Two, Four, or Six to Westchester Children's Museum (Up to 48% Off)
Rye • 20.2 mi
$14 $9
1,000+ bought
Sale Ends 2/20
image for Beer Tasting and Optional Tour for Two or Four at Thimble Island Brewing Company (Up to 59% Off)
Beer Tasting and Optional Tour for Two or Four at Thimble Island Brewing Company (Up to 59% Off)

Guests learn about the brewing process during weekend beer tours, which also include a tasting and take-home growlers.

Thimble Island Brewing Company • 32.3 mi
$26 $12
1,000+ bought
Sale Ends 2/20
View Deal
image for Beer Tasting and Optional Tour for Two or Four at Thimble Island Brewing Company (Up to 59% Off)
Beer Tasting and Optional Tour for Two or Four at Thimble Island Brewing Company (Up to 59% Off)
Thimble Island Brewing Company • 32.3 mi
$26 $12
1,000+ bought
Sale Ends 2/20
image for Admission for Two or Four to 9/11 Tribute Center (Up to 57% Off)
Admission for Two or Four to 9/11 Tribute Center (Up to 57% Off)

Learn about the attacks on September 11, 2001 & the bombing on February 26, 1993, through interactive exhibits, artifacts & personal stories

Financial District • 45.4 mi
$30 $14
1,000+ bought
Sale Ends 2/20
View Deal
image for Admission for Two or Four to 9/11 Tribute Center (Up to 57% Off)
Admission for Two or Four to 9/11 Tribute Center (Up to 57% Off)
Financial District • 45.4 mi
$30 $14
1,000+ bought
Sale Ends 2/20
image for Tour and Tasting Experience for Two or Four at Overshores Brewing Co. (Up to 60% Off)
Tour and Tasting Experience for Two or Four at Overshores Brewing Co. (Up to 60% Off)

A tour explains the process of creating specialty Belgian beers before guests sample brews at the Bottle Room Bar

East Haven • 27.2 mi
$34 $15
590+ bought
Sale Ends 2/20
View Deal
image for Tour and Tasting Experience for Two or Four at Overshores Brewing Co. (Up to 60% Off)
Tour and Tasting Experience for Two or Four at Overshores Brewing Co. (Up to 60% Off)
East Haven • 27.2 mi
$34 $15
590+ bought
Sale Ends 2/20
image for Wine Tasting and Glass of Wine for Two, Four, or Six at Millbrook Winery (Up to 63% Off)
Wine Tasting and Glass of Wine for Two, Four, or Six at Millbrook Winery (Up to 63% Off)

Spend up to an hour tasting olive oil and six wines; includes full glass of wine of your choice

Millbrook
$42 $16
600+ bought
Sale Ends 2/20
View Deal
image for Wine Tasting and Glass of Wine for Two, Four, or Six at Millbrook Winery (Up to 63% Off)
Wine Tasting and Glass of Wine for Two, Four, or Six at Millbrook Winery (Up to 63% Off)
Millbrook
$42 $16
600+ bought
Sale Ends 2/20
image for Visits or Memberships at Hammond Museum and Japanese Stroll Garden (Up to 63% Off). Four Options Available.
Visits or Memberships at Hammond Museum and Japanese Stroll Garden (Up to 63% Off). Four Options Available.

Art gallery, cultural programs, and kids’ events based around Eastern and Western traditions; Japanese garden meanders through the grounds

North Salem • 17.6 mi
$10 $6
1,000+ bought
Sale Ends 2/20
View Deal
image for Visits or Memberships at Hammond Museum and Japanese Stroll Garden (Up to 63% Off). Four Options Available.
Visits or Memberships at Hammond Museum and Japanese Stroll Garden (Up to 63% Off). Four Options Available.
North Salem • 17.6 mi
$10 $6
1,000+ bought
Sale Ends 2/20
image for Nighttime Double-Decker Bus Tour for One or Two from CitySightseeing NY (Up to 65%Off)
Nighttime Double-Decker Bus Tour for One or Two from CitySightseeing NY (Up to 65%Off)

See the lights of NYC from a double-decker bus while cruising past Times Square, Little Italy, Chinatown, and the Empire State Building

Gray Line New York/CitySightseeing Visitor Center • 42.1 mi
$44 $16
10,000+ bought
Sale Ends 2/20
View Deal
image for Nighttime Double-Decker Bus Tour for One or Two from CitySightseeing NY (Up to 65%Off)
Nighttime Double-Decker Bus Tour for One or Two from CitySightseeing NY (Up to 65%Off)
Gray Line New York/CitySightseeing Visitor Center • 42.1 mi
$44 $16
10,000+ bought
Sale Ends 2/20
image for $23.99 for Admission for Two at The Museum of Sex. Valid Monday–Friday (Through April 14)
$23.99 for Admission for Two at The Museum of Sex. Valid Monday–Friday (Through April 14)

Interactive exhibits and more than 15,000 sex-related artifacts explore the truths and enduring mysteries of human (and animal) sexuality

The Museum of Sex • 42.9 mi
870+ bought
$39 $23.99
View Deal
image for $23.99 for Admission for Two at The Museum of Sex. Valid Monday–Friday (Through April 14)
$23.99 for Admission for Two at The Museum of Sex. Valid Monday–Friday (Through April 14)
The Museum of Sex • 42.9 mi
870+ bought
$39 $23.99
image for Admission to One World Observatory (Up to 33% Off)
Admission to One World Observatory (Up to 33% Off)

Take in the sights from 100 stories up at One World Observatory, a 360° viewing experience overlooking Manhattan, and the Tri-state area

Financial District • 45.3 mi
790+ bought
$37 $30
View Deal
image for Admission to One World Observatory (Up to 33% Off)
Admission to One World Observatory (Up to 33% Off)
Financial District • 45.3 mi
790+ bought
$37 $30
image for Admission for Two or a One-Year Family Membership at The Long Island Museum (57% Off)
Admission for Two or a One-Year Family Membership at The Long Island Museum (57% Off)

Affiliated with the Smithsonian, the museum offers visitors a glimpse of Long Island’s past with art, carriages, and cultural artifacts

Stony Brook • 19.5 mi
$18 $8
960+ bought
Sale Ends 2/20
View Deal
image for Admission for Two or a One-Year Family Membership at The Long Island Museum (57% Off)
Admission for Two or a One-Year Family Membership at The Long Island Museum (57% Off)
Stony Brook • 19.5 mi
$18 $8
960+ bought
Sale Ends 2/20
image for Premium Wine Tasting for One, Two, or Four with Souvenir Riedel Crystal Glasses (Up to 81%  Off)
Premium Wine Tasting for One, Two, or Four with Souvenir Riedel Crystal Glasses (Up to 81% Off) at GrapesWine

Wine experts will lead guests through an entertaining and informative wine-tasting event

Norwalk • 3.3 mi
$65.63 $14
80+ bought
Sale Ends 2/20
View Deal
image for Premium Wine Tasting for One, Two, or Four with Souvenir Riedel Crystal Glasses (Up to 81%  Off)
Premium Wine Tasting for One, Two, or Four with Souvenir Riedel Crystal Glasses (Up to 81% Off) at GrapesWine
Norwalk • 3.3 mi
$65.63 $14
80+ bought
Sale Ends 2/20
image for $160 for One-Hour Flight Lesson for One with Up to Two Guests from Image Aviation Services ($320 value)
$160 for One-Hour Flight Lesson for One with Up to Two Guests from Image Aviation Services ($320 value)

Certified instructors guide students during introductory flights with up to two guests

Oxford • 25.8 mi
140+ bought
$320 $160
View Deal
image for $160 for One-Hour Flight Lesson for One with Up to Two Guests from Image Aviation Services ($320 value)
$160 for One-Hour Flight Lesson for One with Up to Two Guests from Image Aviation Services ($320 value)
Oxford • 25.8 mi
140+ bought
$320 $160
image for Entertainment Coupon Digital Membership  for 3 Months, 6 Months, or One Year from Entertainment (Up to 50% Off)
Entertainment Coupon Digital Membership for 3 Months, 6 Months, or One Year from Entertainment (Up to 50% Off)

Access hundreds of half-off and 2-for-1 coupons at local and national retailers to save on groceries, restaurants, travel, and more

$5.97 $3
10,000+ bought
Sale Ends 2/20
View Deal
image for Entertainment Coupon Digital Membership  for 3 Months, 6 Months, or One Year from Entertainment (Up to 50% Off)
Entertainment Coupon Digital Membership for 3 Months, 6 Months, or One Year from Entertainment (Up to 50% Off)
$5.97 $3
10,000+ bought
Sale Ends 2/20
image for Admission to Wax Attraction, Harbor Cruise, and Empire State Building from CitySights NY (Up to $66 Off)
Admission to Wax Attraction, Harbor Cruise, and Empire State Building from CitySights NY (Up to $66 Off)

Passes for Madame Tussauds wax attraction, Empire State Building, and Midtown harbor cruise

Gray Line New York/CitySightseeing Visitor Center • 42.1 mi
$98 $65
410+ bought
Sale Ends 2/20
View Deal
image for Admission to Wax Attraction, Harbor Cruise, and Empire State Building from CitySights NY (Up to $66 Off)
Admission to Wax Attraction, Harbor Cruise, and Empire State Building from CitySights NY (Up to $66 Off)
Gray Line New York/CitySightseeing Visitor Center • 42.1 mi
$98 $65
410+ bought
Sale Ends 2/20
image for Swim with Dolphins in Mexico, Caribbean and Jamaica at Dolphin Discovery (Up to 38% Off). 15 Locations Available
Swim with Dolphins in Mexico, Caribbean and Jamaica at Dolphin Discovery (Up to 38% Off). 15 Locations Available

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

5 bought
$99 $65
View Deal
image for Swim with Dolphins in Mexico, Caribbean and Jamaica at Dolphin Discovery (Up to 38% Off). 15 Locations Available
Swim with Dolphins in Mexico, Caribbean and Jamaica at Dolphin Discovery (Up to 38% Off). 15 Locations Available
5 bought
$99 $65
image for Weekend Seal & Bird Watching Adventure Cruise from American Princess Cruises (Up to 50% Off)
Weekend Seal & Bird Watching Adventure Cruise from American Princess Cruises (Up to 50% Off)

The American Princess sails from Riis Landing in Rockaway for 2-hour weekend tours of Atlantic waters where seals and birds roam .

Queens • 48.3 mi
180+ bought
$30 $16
View Deal
image for Weekend Seal & Bird Watching Adventure Cruise from American Princess Cruises (Up to 50% Off)
Weekend Seal & Bird Watching Adventure Cruise from American Princess Cruises (Up to 50% Off)
Queens • 48.3 mi
180+ bought
$30 $16
image for Party Bike Admission for Two or Four, or Private Party Bike Rental at Elm City Party Bike (Up to 64% Off)
Party Bike Admission for Two or Four, or Private Party Bike Rental at Elm City Party Bike (Up to 64% Off)

Experienced city guides lead tours on a 15-passenger party bike through the culinary district of New Haven.

New Haven • 25.1 mi
$70 $26
60+ bought
Sale Ends 2/20
View Deal
image for Party Bike Admission for Two or Four, or Private Party Bike Rental at Elm City Party Bike (Up to 64% Off)
Party Bike Admission for Two or Four, or Private Party Bike Rental at Elm City Party Bike (Up to 64% Off)
New Haven • 25.1 mi
$70 $26
60+ bought
Sale Ends 2/20
image for Haunted Walking Tour for One, Two, or Four from Connecticut Haunted History <strong>Tours</strong> (Up to 52% Off)
Haunted Walking Tour for One, Two, or Four from Connecticut Haunted History Tours (Up to 52% Off)

Haunted walking tour reveals the nefarious criminal acts and supernatural happenings behind Connecticut’s picturesque facade

Fairfield Beach Area • 6.3 mi
$25 $16
20+ bought
Sale Ends 2/20
View Deal
image for Haunted Walking Tour for One, Two, or Four from Connecticut Haunted History <strong>Tours</strong> (Up to 52% Off)
Haunted Walking Tour for One, Two, or Four from Connecticut Haunted History Tours (Up to 52% Off)
Fairfield Beach Area • 6.3 mi
$25 $16
20+ bought
Sale Ends 2/20
image for Double Decker Bus Tour and Ferry Boat Cruise Package for One or Two from CitySights NY (Up to 61%Off)
Double Decker Bus Tour and Ferry Boat Cruise Package for One or Two from CitySights NY (Up to 61%Off)

On hop-on-hop-off bus tours, visitors explore areas such as Times Square & Top of The Rock at their own pace; boat tours show off the harbor.

Gray Line New York/CitySightseeing Visitor Center • 42.1 mi
$119 $47
120+ bought
Sale Ends 2/20
View Deal
image for Double Decker Bus Tour and Ferry Boat Cruise Package for One or Two from CitySights NY (Up to 61%Off)
Double Decker Bus Tour and Ferry Boat Cruise Package for One or Two from CitySights NY (Up to 61%Off)
Gray Line New York/CitySightseeing Visitor Center • 42.1 mi
$119 $47
120+ bought
Sale Ends 2/20
image for Admission for Two or Four at Barnes Museum (45% Off)
Admission for Two or Four at Barnes Museum (45% Off)

Home dating to 1836 presents a glimpse into Southington’s past with antique furniture and clothing, Civil War letters, and restored gardens

Southington • 40.5 mi
$10 $6
150+ bought
Sale Ends 2/20
View Deal
image for Admission for Two or Four at Barnes Museum (45% Off)
Admission for Two or Four at Barnes Museum (45% Off)
Southington • 40.5 mi
$10 $6
150+ bought
Sale Ends 2/20
image for General Admission Ticket to The Tour (Up to 0% Off)
General Admission Ticket to The Tour (Up to 0% Off)

See Times Square, Rockefeller Center, and many other landmarks during a single 90-minute ride in a motor coach with floor-to-ceiling windows

Times Square • 42.4 mi
1,000+ bought
$35
View Deal
image for General Admission Ticket to The Tour (Up to 0% Off)
General Admission Ticket to The Tour (Up to 0% Off)
Times Square • 42.4 mi
1,000+ bought
$35
image for Intro to the Master Vintners of the World Class for One, Two, or Four at The Wine Special-List (62% Off)
Intro to the Master Vintners of the World Class for One, Two, or Four at The Wine Special-List (62% Off)

Sommelier Michael Friedwald curates a small list of wines from his selection of 100 labels, offering both education and tastings

Syosset • 23.1 mi
$60 $23
170+ bought
Sale Ends 2/20
View Deal
image for Intro to the Master Vintners of the World Class for One, Two, or Four at The Wine Special-List (62% Off)
Intro to the Master Vintners of the World Class for One, Two, or Four at The Wine Special-List (62% Off)
Syosset • 23.1 mi
$60 $23
170+ bought
Sale Ends 2/20
image for Piloting Experience for 1 with a Guest or Helicopter Tour for 2 from Wings Air Helicopters (Up to 48% Off)
Piloting Experience for 1 with a Guest or Helicopter Tour for 2 from Wings Air Helicopters (Up to 48% Off)

Instructors supervise as students try their hand at flying helicopters themselves; tours provide aerial views of NYC sights as the sun sets.

Million Air • 19.2 mi
$410 $347
1,000+ bought
Sale Ends 2/20
View Deal
image for Piloting Experience for 1 with a Guest or Helicopter Tour for 2 from Wings Air Helicopters (Up to 48% Off)
Piloting Experience for 1 with a Guest or Helicopter Tour for 2 from Wings Air Helicopters (Up to 48% Off)
Million Air • 19.2 mi
$410 $347
1,000+ bought
Sale Ends 2/20
image for Double-Decker Bus Tour with One World Observatory Visit for One or Two from CitySights NY (40% Off)
Double-Decker Bus Tour with One World Observatory Visit for One or Two from CitySights NY (40% Off)

Cruise past landmarks throughout Uptown or Downtown Manhattan and enjoy breathtaking views of the city from One World Observatory

Gray Line New York/CitySightseeing Visitor Center • 42.1 mi
$78 $52
880+ bought
Sale Ends 2/20
View Deal
image for Double-Decker Bus Tour with One World Observatory Visit for One or Two from CitySights NY (40% Off)
Double-Decker Bus Tour with One World Observatory Visit for One or Two from CitySights NY (40% Off)
Gray Line New York/CitySightseeing Visitor Center • 42.1 mi
$78 $52
880+ bought
Sale Ends 2/20
image for 90-Minute Flight Experience with Optional Guest Passenger or Video from Global Aviation Corp. (Up to 60% Off)
90-Minute Flight Experience with Optional Guest Passenger or Video from Global Aviation Corp. (Up to 60% Off)

Students get hands-on experience learning the basics of operating a small aircraft on the ground before their discovery flight in the air

Farmingdale • 29.3 mi
$270 $109
110+ bought
Sale Ends 2/20
View Deal
image for 90-Minute Flight Experience with Optional Guest Passenger or Video from Global Aviation Corp. (Up to 60% Off)
90-Minute Flight Experience with Optional Guest Passenger or Video from Global Aviation Corp. (Up to 60% Off)
Farmingdale • 29.3 mi
$270 $109
110+ bought
Sale Ends 2/20
image for Madison Square Garden All Access Tour, Available Through January 31
Madison Square Garden All Access Tour, Available Through January 31

Tours are offered on a first come, first served basis and are subject to availability.

Madison Square Garden - MSG Store in Chase Square
110+ bought
$31.95 $24.95
View Deal
image for Madison Square Garden All Access Tour, Available Through January 31
Madison Square Garden All Access Tour, Available Through January 31
Madison Square Garden - MSG Store in Chase Square
110+ bought
$31.95 $24.95
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