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Shelter Island Bed and Breakfasts

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Mill House Inn

East Hampton, NY

Great Spring Rates! Romantic Suites & Luxury Rooms. Escape Today!

from $225

4.6 (23)
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Mill House Inn

Mill House Inn

from $225

East Hampton, NY

4.6 (23)

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Steamboat Inn

Mystic, CT

Steamboat Inn is Mystic's only waterfront inn. Elegant and intimate accommodations with fireplac...

from $150

4.4 (25)
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Steamboat Inn

Steamboat Inn

from $150

Mystic, CT

4.4 (25)

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Inn at Harbor Hill Marina

Niantic, CT

This award-winning, romantic, waterfront B&B is ideally located & minutes from Mystic and...

from $145

4.7 (411)
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Inn at Harbor Hill Marina

Inn at Harbor Hill Marina

from $145

Niantic, CT

4.7 (411)

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A Butler's Manor

Southampton, NY

A White-Glove Welcome to the Hamptons

from $140

4.8 (45)
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A Butler's Manor

A Butler's Manor

from $140

Southampton, NY

4.8 (45)

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Copper Beech Inn

Ivoryton, CT

SELECTED BY CONNECTICUT MAGAZINE AS "CONNECTICUT'S BEST COUNTRY INN" FOR 2012

from $129

4.0 (16)
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Copper Beech Inn

Copper Beech Inn

from $129

Ivoryton, CT

4.0 (16)

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Seatuck Cove House Waterfront Inn

Eastport, NY

For the vacation of a lifetime, enjoy the beauty and serenity of our first-class Inn, Seatuck Cov...

from $125

4.6 (16)
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Seatuck Cove House Waterfront Inn

Seatuck Cove House Waterfront Inn

from $125

Eastport, NY

4.6 (16)

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The Inn at Stonington

Stonington, CT

Located in historic Stonington Borough, the Inn at Stonington offers individually decorated rooms...

from $170

4.4 (16)
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The Inn at Stonington

The Inn at Stonington

from $170

Stonington, CT

4.4 (16)

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Saybrook Point Inn & Spa

Old Saybrook, CT

Nestled in historic Old Saybrook Connecticut, overlooking Long Island Sound, sits Saybrook Point ...

from $249

4.8 (16)
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Saybrook Point Inn & Spa

Saybrook Point Inn & Spa

from $249

Old Saybrook, CT

4.8 (16)

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House of 1833 Bed and Breakfast Resort

Mystic, CT

10% Military/Fire Dpt.Discount! Pool English Gardens*Romantic Jacuzzi*Full-Gourmet Breakfast/Anni...

from $129

4.7 (14)
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The Wells House BnB

Greenport, NY

A luxurious bed & breakfast that creates the ultimate private escape, because you deserve it.

from $330

4.9 (7)
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The Wells House BnB

The Wells House BnB

from $330

Greenport, NY

4.9 (7)

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Art House of East Hampton

East Hampton, NY

World style villa. Enjoy beautifully appointed rooms and many amenities near Clearwater Beach

from $295

4.9 (50)
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Art House of East Hampton

Art House of East Hampton

from $295

East Hampton, NY

4.9 (50)

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Angel Oaks House

Sag Harbor, NY

Relaxing and Lovely Bed and Breakfast in Historic Sag Harbor Village.

from $150

4.8 (1)

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Angel Oaks House

Angel Oaks House

from $150

Sag Harbor, NY

4.8 (1)

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The Hedges Inn

East Hampton, NY

Overlooking the beautiful village pond, The Hedges Inn is an East Hampton landmark. We are around...

from $345

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The Hedges Inn

The Hedges Inn

from $345

East Hampton, NY

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Hamptons Brazil Guest House

East Hampton, NY

Escape to a charming, cozy cottage in East Hampton, owned and operated by Brazilian-born interior...

from $250

4.8 (4)

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Hamptons Brazil Guest House

Hamptons Brazil Guest House

from $250

East Hampton, NY

4.8 (4)

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The Grandfield Bed&Breakfast

Madison, CT

Beautiful 3.5 acre property 1/4 mile from Hammonasset State Park

from $150

4.1 (24)
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The Grandfield Bed&Breakfast

The Grandfield Bed&Breakfast

from $150

Madison, CT

4.1 (24)

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Coastal Cottage Inn

New London, CT

Located on Long Island Sound. Two hours from NYC and Boston. Bike or walk to beach.

from $125

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Coastal Cottage Inn

Coastal Cottage Inn

from $125

New London, CT

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Angel'S Watch Inn B&B

Westbrook, CT

A charming Connecticut Bed and Breakfast where all guest rooms have fireplaces, private baths. Fo...

from $105

4.8 (8)
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Angel'S Watch Inn B&B

Angel'S Watch Inn B&B

from $105

Westbrook, CT

4.8 (8)

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By The Bluff Bed and Breakfast

East Marion, NY

BeachSide. Finest Master Suite on the North Fork perfect for honeymooners, anniversaries, etc.,

from $245

4.7 (55)

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By The Bluff Bed and Breakfast

By The Bluff Bed and Breakfast

from $245

East Marion, NY

4.7 (55)

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Mainstay Bed and Breakfast

Southampton, NY

The Mainstay is a charming old world bed and breakfast in the heart of the Hamptons. All rooms ...

from $150

4.1 (9)

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Mainstay Bed and Breakfast

Mainstay Bed and Breakfast

from $150

Southampton, NY

4.1 (9)

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Thimble Islands Bed & Breakfast

Branford, CT

Magnificent views of Long Island Sound and Thimble Islands, secluded elegant tranquil getaway

from $225

4.9 (3)
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Thimble Islands Bed & Breakfast

Thimble Islands Bed & Breakfast

from $225

Branford, CT

4.9 (3)

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Arbor View House Bed and Breakfast and Spa

East Marion, NY

East Marion Romantic B&B near Greenport, Gourmet Breakfasts, Spa Services, Tubs, Gas Fireplaces

from $185

4.8 (75)
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Arbor View House Bed and Breakfast and Spa

Arbor View House Bed and Breakfast and Spa

from $185

East Marion, NY

4.8 (75)

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Shorecrest Bed and Breakfast

Southold, NY

Best BnB location on the North Fork: Private beaches and great food in LI wine country..

from $225

4.7 (53)
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Shorecrest Bed and Breakfast

Shorecrest Bed and Breakfast

from $225

Southold, NY

4.7 (53)

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Another Second Penny Inn

Stonington, CT

With your second penny, buy hyacinths for your soul ... our friendly, romantic inn awaits you.

from $129

4.6 (97)

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Another Second Penny Inn

Another Second Penny Inn

from $129

Stonington, CT

4.6 (97)

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Stony Creek B&B/ Linden Point House

Branford, CT

Featured in Boston Magazine, Westchester Magazine, National Geographic Traveler and Elan.

from $200

4.3 (5)
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Stony Creek B&B/ Linden Point House

Stony Creek B&B/ Linden Point House

from $200

Branford, CT

4.3 (5)

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Harborwoods Guesthouse

Sag Harbor, NY

H A R B O R W O O D S is a distinctive bed and breakfast located in Sag Harbor. Built in 2006, we...

from $255

4.9 (19)

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Harborwoods Guesthouse

Harborwoods Guesthouse

from $255

Sag Harbor, NY

4.9 (19)

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Cedar House on Sound

Mattituck, NY

A unique Bed & Breakfast on the North Fork of Long Island in the heart of Wine Country

from $125

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Cedar House on Sound

Cedar House on Sound

from $125

Mattituck, NY

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The Grassmere Inn

Westhampton Beach, NY

Located in Westhampton Beach, the Grassmere Inn Hotel has been completely refurbished. Our 25-roo...

from $100

4.1 (41)
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The Grassmere Inn

The Grassmere Inn

from $100

Westhampton Beach, NY

4.1 (41)

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The Baker House 1650

East Hampton,

Historic Hamptons Bed and Breakfast that is homey and majestic and appeals to discerning travelers

from $275

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The Baker House 1650

The Baker House 1650

from $275

East Hampton,

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from $185

3.3 (3)
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Harbor Knoll Bed and Breakfast

Harbor Knoll Bed and Breakfast

from $185

Greenport, NY

3.3 (3)

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The Griswold Inn

Essex, CT

from $115

5 (1)
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The Griswold Inn

The Griswold Inn

from $115

Essex, CT

5 (1)

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from $55

4.4 (8)
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Harbour Inne & Cottage

Harbour Inne & Cottage

from $55

Mystic, CT

4.4 (8)

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A Victorian on the Bay

Eastport, NY

from $100

4.7 (9)

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A Victorian on the Bay

A Victorian on the Bay

from $100

Eastport, NY

4.7 (9)

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Bishopsgate Inn

East Haddam,

from $145

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Bishopsgate Inn

Bishopsgate Inn

from $145

East Haddam,

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The Shearwater Inn

East Quogue, NY

from $175

4.8 (6)

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The Shearwater Inn

The Shearwater Inn

from $175

East Quogue, NY

4.8 (6)

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from $150

4.2 (13)

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Bee & Thistle Inn and Spa

Bee & Thistle Inn and Spa

from $150

Old Lyme, CT

4.2 (13)

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from $225

4.9 (18)

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Harvest Inn Bed & Breakfast

Harvest Inn Bed & Breakfast

from $225

Peconic, NY

4.9 (18)

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Andrew's Legacy

Cutchogue, NY

from $220

5 (3)
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Andrew's Legacy

Andrew's Legacy

from $220

Cutchogue, NY

5 (3)

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Orient Inn

Orient, NY

from $225

4.5 (8)
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Orient Inn

Orient Inn

from $225

Orient, NY

4.5 (8)

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Quintessentials B&B

East Marion, NY

from $225

4.9 (53)
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Quintessentials B&B

Quintessentials B&B

from $225

East Marion, NY

4.9 (53)

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Bartlett House Inn

Greenport, NY

from $185

4.9 (5)

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Bartlett House Inn

Bartlett House Inn

from $185

Greenport, NY

4.9 (5)

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Whaler's Inn

Mystic, CT

from $95

4.0 (4)
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Whaler's Inn

Whaler's Inn

from $95

Mystic, CT

4.0 (4)

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Bend in the Road Guest House

East Hampton, NY

from $100

4.2 (12)

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Bend in the Road Guest House

Bend in the Road Guest House

from $100

East Hampton, NY

4.2 (12)

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Beaver Dam Creek House

Westhampton, NY

from $250

4.6 (14)
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Beaver Dam Creek House

Beaver Dam Creek House

from $250

Westhampton, NY

4.6 (14)

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from $120

4.7 (11)

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Sound Reach Bed & Breakfast

Sound Reach Bed & Breakfast

from $120

Guilford, CT

4.7 (11)

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from $145

5 (4)

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The B&B at Bartlett Farm

The B&B at Bartlett Farm

from $145

Guilford, CT

5 (4)

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Riverwind Inn

Deep River, CT

from $133

4.8 (32)
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Riverwind Inn

Riverwind Inn

from $133

Deep River, CT

4.8 (32)

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from $175

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Sag Harbor Oasis

Sag Harbor, NY

from $250

4.7 (6)

Sag Harbor Oasis

Sag Harbor Oasis

from $250

Sag Harbor, NY

4.7 (6)

from $225

5.0 (6)
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The Morning Glory Bed and Breakfast

The Morning Glory Bed and Breakfast

from $225

Greenport, NY

5.0 (6)

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from $300

5.0 (6)

Sannino Bella Vita Vineyard and B&B

Sannino Bella Vita Vineyard and B&B

from $300

Cutchogue, NY

5.0 (6)

from $120

4.1 (15)
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Deacon Timothy Pratt Bed & Breakfast

Deacon Timothy Pratt Bed & Breakfast

from $120

Old Saybrook, CT

4.1 (15)

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The Old Mystic Inn

Old Mystic, CT

from $135

4.6 (15)
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The Old Mystic Inn

The Old Mystic Inn

from $135

Old Mystic, CT

4.6 (15)

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Boardman House B&B

East Haddam, CT

from $179

4.7 (72)

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Boardman House B&B

Boardman House B&B

from $179

East Haddam, CT

4.7 (72)

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Cedar Haven Guest House

Sag Harbor, NY

from $175

4.4 (9)

Cedar Haven Guest House

Cedar Haven Guest House

from $175

Sag Harbor, NY

4.4 (9)

from $140

4.7 (7)

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The Nehemiah Brainerd House B&B

The Nehemiah Brainerd House B&B

from $140

Haddam, CT

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from $100

4.6 (88)
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from $275

4.9 (22)

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Blue Iris Bed and Breakfast

Blue Iris Bed and Breakfast

from $275

Cutchogue, NY

4.9 (22)

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Sunrise Guest House

Montauk, NY

from $95

4.4 (1)

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Sunrise Guest House

Sunrise Guest House

from $95

Montauk, NY

4.4 (1)

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Adams House B&B

Mystic, CT

from $95

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Adams House B&B

Adams House B&B

from $95

Mystic, CT

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Tidewater Inn

Madison, CT

from $125

4.6 (66)
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Tidewater Inn

Tidewater Inn

from $125

Madison, CT

4.6 (66)

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Stirling House

Greenport, NY

from $175

4.8 (6)

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Stirling House

Stirling House

from $175

Greenport, NY

4.8 (6)

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Raw Oasis in the Hamptons

East Hampton, NY

from $250

4.6 (3)

Raw Oasis in the Hamptons

Raw Oasis in the Hamptons

from $250

East Hampton, NY

4.6 (3)

Westbrook Inn B&B

Westbrook, CT

from $100

4.3 (11)
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Westbrook Inn B&B

Westbrook Inn B&B

from $100

Westbrook, CT

4.3 (11)

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Shelter Island B&B reviews

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The Shelter Island B&B review score is based on feedback from travelers from around the world. See property page for full, detailed reviews by real travelers.

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