Cheap Vacations in Thimble Islands

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Thimble Islands vacations

Price found within the past 48 hours. Click for updated prices.
Seven Beach Lane

Seven Beach Lane

2 out of 5
Price was $699, price is now $484 per person
$484
per person
Dec 2 - Dec 6
found 9 hours ago
Roundtrip flight included
San Juan (SJU) to New York (JFK)
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was $5,398, price is now $3,323 per person
$3,323
per person
Nov 24 - Dec 1
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Price was $8,698, price is now $5,378 per person
$5,378
per person
Nov 24 - Dec 1
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
33 Hotel, New York City, Seaport

33 Hotel, New York City, Seaport

5 out of 5
Manhattan
Price was $2,896, price is now $1,841 per person
$1,841
per person
Nov 24 - Dec 1
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Price was $7,133, price is now $4,735 per person
$4,735
per person
Nov 24 - Dec 1
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Manhattan
Price was $4,642, price is now $3,139 per person
$3,139
per person
Nov 24 - Dec 1
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Paradise Stream Resort

Paradise Stream Resort

3.5 out of 5
Save 100% on your flight
Price was $1,196, price is now $818 per person
$818
per person
Nov 27 - Dec 2
found 22 hours ago
Roundtrip flight included
New Orleans (MSY) to New York (JFK)
Hotel Beacon

Hotel Beacon

4 out of 5
Manhattan
Price was $2,641, price is now $1,823 per person
$1,823
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Manhattan
Save 100% on your flight
Price was $1,762, price is now $1,230 per person
$1,230
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
The William Hotel Midtown, New York

The William Hotel Midtown, New York

3.5 out of 5
Manhattan
Save 100% on your flight
Price was $3,450, price is now $2,425 per person
$2,425
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)

3-night Thimble Islands vacations

Price found within the past 48 hours. Click for updated prices.
Dolce by Wyndham Parsippany

Dolce by Wyndham Parsippany

4 out of 5
Price was $681, price is now $505 per person
$505
per person
Dec 5 - Dec 8
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Save 100% on your flight
Price was $3,100, price is now $1,781 per person
$1,781
per person
Dec 8 - Dec 11
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Park Lane New York

Park Lane New York

5 out of 5
Save 100% on your flight
Price was $2,357, price is now $1,595 per person
$1,595
per person
Dec 8 - Dec 11
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Price was $1,436, price is now $1,033 per person
$1,033
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
San Carlos Hotel

San Carlos Hotel

4.5 out of 5
Price was $1,328, price is now $968 per person
$968
per person
Dec 13 - Dec 16
found 2 hours ago
Roundtrip flight included
New Orleans (MSY) to New York (JFK)
The Fifth Avenue Hotel

The Fifth Avenue Hotel

5 out of 5
Save 100% on your flight
Price was $3,107, price is now $2,277 per person
$2,277
per person
Nov 23 - Nov 26
found 17 hours ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
The Gotham Hotel

The Gotham Hotel

4.5 out of 5
Save 100% on your flight
Price was $1,933, price is now $1,418 per person
$1,418
per person
Dec 8 - Dec 11
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Hotel St. James

Hotel St. James

3 out of 5
Price was $1,152, price is now $847 per person
$847
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Price was $1,201, price is now $886 per person
$886
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Save 100% on your flight
Price was $3,286, price is now $2,437 per person
$2,437
per person
Dec 5 - Dec 8
found 19 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
Placemakr Wall Street

Placemakr Wall Street

4 out of 5
Price was $1,247, price is now $935 per person
$935
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
Nova Hotel JFK

Nova Hotel JFK

2 out of 5
Price was $717, price is now $539 per person
$539
per person
Dec 9 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
New Orleans (MSY) to New York (JFK)

4-night Thimble Islands vacations

Price found within the past 48 hours. Click for updated prices.
Seven Beach Lane

Seven Beach Lane

2 out of 5
Price was $699, price is now $484 per person
$484
per person
Dec 2 - Dec 6
found 9 hours ago
Roundtrip flight included
San Juan (SJU) to New York (JFK)
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was $3,711, price is now $2,350 per person
$2,350
per person
Dec 2 - Dec 6
found 18 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Price was $3,355, price is now $2,206 per person
$2,206
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Royalton New York

Royalton New York

4 out of 5
Price was $2,123, price is now $1,415 per person
$1,415
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Hotel Beacon

Hotel Beacon

4 out of 5
Price was $2,641, price is now $1,823 per person
$1,823
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Placemakr Wall Street

Placemakr Wall Street

4 out of 5
Price was $1,964, price is now $1,364 per person
$1,364
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Save 100% on your flight
Price was $1,762, price is now $1,230 per person
$1,230
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
The William Hotel Midtown, New York

The William Hotel Midtown, New York

3.5 out of 5
Save 100% on your flight
Price was $3,450, price is now $2,425 per person
$2,425
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Park Lane New York

Park Lane New York

5 out of 5
Price was $2,175, price is now $1,556 per person
$1,556
per person
Nov 27 - Dec 1
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
The Lombardy Hotel

The Lombardy Hotel

4 out of 5
Price was $2,066, price is now $1,489 per person
$1,489
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Dolce by Wyndham Parsippany

Dolce by Wyndham Parsippany

4 out of 5
Price was $826, price is now $606 per person
$606
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
5th & 55th Residence Club

5th & 55th Residence Club

5 out of 5
Save 100% on your flight
Price was $4,775, price is now $3,519 per person
$3,519
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
New Orleans (MSY) to New York (JFK)

5-night Thimble Islands vacations

Price found within the past 48 hours. Click for updated prices.
Paradise Stream Resort

Paradise Stream Resort

3.5 out of 5
Save 100% on your flight
Price was $1,196, price is now $818 per person
$818
per person
Nov 27 - Dec 2
found 22 hours ago
Roundtrip flight included
New Orleans (MSY) to New York (JFK)
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Save 100% on your flight
Price was $3,234, price is now $1,857 per person
$1,857
per person
Dec 13 - Dec 18
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Save 100% on your flight
Price was $5,211, price is now $3,262 per person
$3,262
per person
Dec 9 - Dec 14
found 20 hours ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Park Lane New York

Park Lane New York

5 out of 5
Save 100% on your flight
Price was $2,730, price is now $1,746 per person
$1,746
per person
Nov 26 - Dec 1
found 23 hours ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
The William Hotel Midtown, New York

The William Hotel Midtown, New York

3.5 out of 5
Save 100% on your flight
Price was $4,341, price is now $2,838 per person
$2,838
per person
Dec 8 - Dec 13
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Hotel Beacon

Hotel Beacon

4 out of 5
Save 100% on your flight
Price was $3,103, price is now $2,089 per person
$2,089
per person
Dec 2 - Dec 7
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Court Square Hotel Long Island City New York , Belvilla District 6 Formerly Sonder

Court Square Hotel Long Island City New York , Belvilla District 6 Formerly Sonder

3.5 out of 5
Save 100% on your flight
Price was $1,689, price is now $1,186 per person
$1,186
per person
Dec 5 - Dec 10
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was $4,012, price is now $2,888 per person
$2,888
per person
Nov 27 - Dec 2
found 22 hours ago
Roundtrip flight included
New Orleans (MSY) to New York (JFK)
Hotel AKA NoMad

Hotel AKA NoMad

4 out of 5
Save 100% on your flight
Price was $1,948, price is now $1,408 per person
$1,408
per person
Nov 26 - Dec 1
found 23 hours ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Price was $3,364, price is now $2,434 per person
$2,434
per person
Nov 18 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
33 Hotel, New York City, Seaport

33 Hotel, New York City, Seaport

5 out of 5
Save 100% on your flight
Price was $1,844, price is now $1,337 per person
$1,337
per person
Nov 27 - Dec 2
found 22 hours ago
Roundtrip flight included
New Orleans (MSY) to New York (JFK)
Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Save 100% on your flight
Price was $2,003, price is now $1,339 per person
$1,339
per person
Dec 7 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)

6-7 night Thimble Islands vacations

Price found within the past 48 hours. Click for updated prices.
Off Soho Suites Hotel

Off Soho Suites Hotel

2 out of 5
Save 100% on your flight
Price was $2,124, price is now $1,472 per person
$1,472
per person
Nov 21 - Nov 27
found 16 hours ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Park Lane New York

Park Lane New York

5 out of 5
Price was $4,624, price is now $2,690 per person
$2,690
per person
Dec 9 - Dec 16
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was $5,398, price is now $3,323 per person
$3,323
per person
Nov 24 - Dec 1
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
The Kitano Hotel New York

The Kitano Hotel New York

4.5 out of 5
Save 100% on your flight
Price was $2,817, price is now $1,735 per person
$1,735
per person
Dec 10 - Dec 16
found 19 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New York (JFK)
1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Price was $8,698, price is now $5,378 per person
$5,378
per person
Nov 24 - Dec 1
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
33 Hotel, New York City, Seaport

33 Hotel, New York City, Seaport

5 out of 5
Price was $2,896, price is now $1,841 per person
$1,841
per person
Nov 24 - Dec 1
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Save 100% on your flight
Price was $3,915, price is now $2,557 per person
$2,557
per person
Dec 6 - Dec 12
found 9 hours ago
Roundtrip flight included
San Francisco (SFO) to New York (JFK)
The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Price was $7,133, price is now $4,735 per person
$4,735
per person
Nov 24 - Dec 1
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Placemakr Wall Street

Placemakr Wall Street

4 out of 5
Price was $2,360, price is now $1,578 per person
$1,578
per person
Nov 24 - Dec 1
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Price was $3,201, price is now $2,151 per person
$2,151
per person
Nov 24 - Dec 1
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Price was $4,642, price is now $3,139 per person
$3,139
per person
Nov 24 - Dec 1
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)
Hotel Beacon

Hotel Beacon

4 out of 5
Price was $3,483, price is now $2,356 per person
$2,356
per person
Dec 4 - Dec 10
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New York (JFK)

Flight deals to Thimble Islands

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Fri, Nov 6 - Sun, Nov 8
FLL
Fort Lauderdale
HVN
New Haven
$184 Roundtrip, found 6 days ago
$184
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Fri, Nov 6 from Fort Lauderdale to New Haven, returning Sun, Nov 8, priced at $184 found 6 days ago
Fri, Nov 6 - Sun, Nov 8
FLL
Fort Lauderdale
HVN
New Haven
$189 Roundtrip, found 6 days ago
$189
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Fri, Nov 6 from Fort Lauderdale to New Haven, returning Sun, Nov 8, priced at $189 found 6 days ago
Fri, Nov 6 - Sun, Nov 8
FLL
Fort Lauderdale
HVN
New Haven
$192 Roundtrip, found 6 days ago
$192
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Fri, Nov 6 from Fort Lauderdale to New Haven, returning Sun, Nov 8, priced at $192 found 6 days ago

Top rated hotels for your Thimble Islands vacation

New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street New Haven CT
Free Cancellation
Reserve now, pay when you stay
9.87 mi from city center
$152 nightly
The price is $175 total per night
$175 total
Oct 26 - Oct 27
Total with taxes and fees
New Haven Hotel is centrally located in New Haven, a 4-minute walk from Shubert Theater and 5 minutes by foot from New Haven Green.
Pet friendly
Free WiFi
Motel 6 Milford, CT

Motel 6 Milford, CT

2 out of 5
111 Schoolhouse Road Milford CT
Free Cancellation
Reserve now, pay when you stay
17.42 mi from city center
$70 nightly
The price is $80 total per night
$80 total
Nov 2 - Nov 3
Total with taxes and fees
When you stay at Motel 6 Milford, CT in Milford, you'll be in the business district, within a 15-minute drive of Yale University and Fairfield University.
Pet friendly
Parking included
Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT

2 out of 5
320 E Main St Branford CT
Free Cancellation
3.5 mi from city center
$74 nightly
The price is $85 total per night
$85 total
Nov 1 - Nov 2
Total with taxes and fees
With a stay at Motel 6 New Haven - Branford, CT in Branford, you'll be within a 15-minute drive of Yale University and Branford Supply Pond.
Pet friendly
Parking included
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Picks

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.