Cheap Vacations in Cumberland Island

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Cumberland Island vacations

Price found within the past 48 hours. Click for updated prices.
Windsor Inn of Jacksonville

Windsor Inn of Jacksonville

2.5 out of 5
Northside
Save 100% on your flight
Price was $474, price is now $313 per person
$313
per person
Jan 24 - Feb 1
found 12 hours ago
Roundtrip flight included
New York (JFK) to Jacksonville (JAX)
Margaritaville Jacksonville Beach

Margaritaville Jacksonville Beach

2.5 out of 5
Save 100% on your flight
Price was $833, price is now $511 per person
$511
per person
Jan 28 - Feb 4
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Jacksonville (JAX)
Omni Amelia Island Resort & Spa

Omni Amelia Island Resort & Spa

4 out of 5
Save 100% on your flight
Price was $1,433, price is now $949 per person
$949
per person
Jan 28 - Feb 4
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Jacksonville (JAX)
Hampton Inn Jacksonville Beach/Oceanfront

Hampton Inn Jacksonville Beach/Oceanfront

3 out of 5
Save 100% on your flight
Price was $1,283, price is now $864 per person
$864
per person
Jan 28 - Feb 4
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Jacksonville (JAX)
Historic Springfield Apartments by Landing

Historic Springfield Apartments by Landing

4 out of 5
Urban Core
Save 100% on your flight
Price was $997, price is now $673 per person
$673
per person
Jan 24 - Feb 1
found 12 hours ago
Roundtrip flight included
New York (JFK) to Jacksonville (JAX)
Southbank Hotel by Marriott Jacksonville Riverwalk

Southbank Hotel by Marriott Jacksonville Riverwalk

3.5 out of 5
Downtown Jacksonville
Save 100% on your flight
Price was $606, price is now $410 per person
$410
per person
Jan 28 - Feb 4
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Jacksonville (JAX)
Delta Hotels by Marriott™ Jacksonville Deerwood

Delta Hotels by Marriott™ Jacksonville Deerwood

4 out of 5
Southside
Save 100% on your flight
Price was $502, price is now $340 per person
$340
per person
Jan 22 - Jan 27
found 23 hours ago
Roundtrip flight included
New York (JFK) to Jacksonville (JAX)
The Villas of Amelia Island

The Villas of Amelia Island

4 out of 5
Save 100% on your flight
Price was $883, price is now $603 per person
$603
per person
Jan 28 - Feb 4
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Jacksonville (JAX)
Holiday Inn Express & Suites Jacksonville Airport by IHG

Holiday Inn Express & Suites Jacksonville Airport by IHG

2.5 out of 5
Northside
Save 100% on your flight
Price was $628, price is now $433 per person
$433
per person
Jan 28 - Feb 4
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Jacksonville (JAX)
Surf and Sand Fernandina Beach at Amelia Island, an Ascend Collection Hotel

Surf and Sand Fernandina Beach at Amelia Island, an Ascend Collection Hotel

2.5 out of 5
Save 100% on your flight
Price was $738, price is now $520 per person
$520
per person
Jan 24 - Feb 1
found 12 hours ago
Roundtrip flight included
New York (JFK) to Jacksonville (JAX)

3-night Cumberland Island vacations

Price found within the past 48 hours. Click for updated prices.
Southbank Hotel by Marriott Jacksonville Riverwalk

Southbank Hotel by Marriott Jacksonville Riverwalk

3.5 out of 5
Price was $612, price is now $536 per person
$536
per person
Jan 17 - Jan 20
found 15 hours ago
Roundtrip flight included
New York (JFK) to Jacksonville (JAX)
Omni Amelia Island Resort & Spa

Omni Amelia Island Resort & Spa

4 out of 5
Price was $1,111, price is now $860 per person
$860
per person
Jan 17 - Jan 20
found 15 hours ago
Roundtrip flight included
New York (JFK) to Jacksonville (JAX)
Hampton Inn Jacksonville Beach/Oceanfront

Hampton Inn Jacksonville Beach/Oceanfront

3 out of 5
Price was $801, price is now $659 per person
$659
per person
Jan 17 - Jan 20
found 15 hours ago
Roundtrip flight included
New York (JFK) to Jacksonville (JAX)
Landing Apartments Jacksonville - Downtown Saint Johns

Landing Apartments Jacksonville - Downtown Saint Johns

4 out of 5
Price was $959, price is now $796 per person
$796
per person
Jan 17 - Jan 20
found 15 hours ago
Roundtrip flight included
New York (JFK) to Jacksonville (JAX)
The Villas of Amelia Island

The Villas of Amelia Island

4 out of 5
Price was $744, price is now $626 per person
$626
per person
Jan 17 - Jan 20
found 15 hours ago
Roundtrip flight included
New York (JFK) to Jacksonville (JAX)
Margaritaville Jacksonville Beach

Margaritaville Jacksonville Beach

2.5 out of 5
Price was $716, price is now $610 per person
$610
per person
Jan 17 - Jan 20
found 15 hours ago
Roundtrip flight included
New York (JFK) to Jacksonville (JAX)
Embassy Suites by Hilton Jacksonville Baymeadows

Embassy Suites by Hilton Jacksonville Baymeadows

3.5 out of 5
Price was $783, price is now $668 per person
$668
per person
Jan 17 - Jan 20
found 15 hours ago
Roundtrip flight included
New York (JFK) to Jacksonville (JAX)
Marriott Jacksonville Downtown

Marriott Jacksonville Downtown

4 out of 5
Price was $754, price is now $651 per person
$651
per person
Jan 17 - Jan 20
found 15 hours ago
Roundtrip flight included
New York (JFK) to Jacksonville (JAX)
The Ritz-Carlton, Amelia Island

The Ritz-Carlton, Amelia Island

5 out of 5
Price was $1,871, price is now $1,618 per person
$1,618
per person
Jan 17 - Jan 20
found 15 hours ago
Roundtrip flight included
New York (JFK) to Jacksonville (JAX)
Courtyard by Marriott Jacksonville Beach Oceanfront

Courtyard by Marriott Jacksonville Beach Oceanfront

3 out of 5
Price was $773, price is now $675 per person
$675
per person
Jan 17 - Jan 20
found 15 hours ago
Roundtrip flight included
New York (JFK) to Jacksonville (JAX)
Hilton Jacksonville At Mayo Clinic

Hilton Jacksonville At Mayo Clinic

4.5 out of 5
Price was $892, price is now $803 per person
$803
per person
Jan 17 - Jan 20
found 15 hours ago
Roundtrip flight included
New York (JFK) to Jacksonville (JAX)
Holiday Inn Express Jacksonville South Bartram Prk by IHG

Holiday Inn Express Jacksonville South Bartram Prk by IHG

2.5 out of 5
Price was $620, price is now $559 per person
$559
per person
Jan 16 - Jan 19
found 9 hours ago
Roundtrip non-stop flight included
Omaha (OMA) to Jacksonville (JAX)

4-night Cumberland Island vacations

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express & Suites Jacksonville Airport by IHG

Holiday Inn Express & Suites Jacksonville Airport by IHG

2.5 out of 5
Price was $631, price is now $524 per person
$524
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Omaha (OMA) to Jacksonville (JAX)
Margaritaville Jacksonville Beach

Margaritaville Jacksonville Beach

2.5 out of 5
Price was $779, price is now $603 per person
$603
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Omaha (OMA) to Jacksonville (JAX)
The Villas of Amelia Island

The Villas of Amelia Island

4 out of 5
Price was $803, price is now $646 per person
$646
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Omaha (OMA) to Jacksonville (JAX)
Southbank Hotel by Marriott Jacksonville Riverwalk

Southbank Hotel by Marriott Jacksonville Riverwalk

3.5 out of 5
Price was $669, price is now $543 per person
$543
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Omaha (OMA) to Jacksonville (JAX)
Hampton Inn Jacksonville Beach/Oceanfront

Hampton Inn Jacksonville Beach/Oceanfront

3 out of 5
Price was $787, price is now $641 per person
$641
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Omaha (OMA) to Jacksonville (JAX)
Courtyard by Marriott Jacksonville Beach Oceanfront

Courtyard by Marriott Jacksonville Beach Oceanfront

3 out of 5
Price was $803, price is now $657 per person
$657
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Omaha (OMA) to Jacksonville (JAX)
The Ritz-Carlton, Amelia Island

The Ritz-Carlton, Amelia Island

5 out of 5
Price was $2,273, price is now $1,910 per person
$1,910
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Omaha (OMA) to Jacksonville (JAX)
Beachside Motel

Beachside Motel

2 out of 5
Price was $658, price is now $555 per person
$555
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Omaha (OMA) to Jacksonville (JAX)
Surf and Sand Fernandina Beach at Amelia Island, an Ascend Collection Hotel

Surf and Sand Fernandina Beach at Amelia Island, an Ascend Collection Hotel

2.5 out of 5
Price was $666, price is now $566 per person
$566
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Omaha (OMA) to Jacksonville (JAX)
Embassy Suites by Hilton Jacksonville Baymeadows

Embassy Suites by Hilton Jacksonville Baymeadows

3.5 out of 5
Price was $798, price is now $678 per person
$678
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Omaha (OMA) to Jacksonville (JAX)
Comfort Suites Baymeadows Near Butler Blvd

Comfort Suites Baymeadows Near Butler Blvd

3 out of 5
Price was $613, price is now $524 per person
$524
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Omaha (OMA) to Jacksonville (JAX)
Holiday Inn Express Jacksonville South Bartram Prk by IHG

Holiday Inn Express Jacksonville South Bartram Prk by IHG

2.5 out of 5
Price was $644, price is now $552 per person
$552
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Omaha (OMA) to Jacksonville (JAX)

5-night Cumberland Island vacations

Price found within the past 48 hours. Click for updated prices.
Airport Motor Inn

Airport Motor Inn

2.5 out of 5
Price was $326, price is now $248 per person
$248
per person
Jan 22 - Jan 27
found 23 hours ago
Roundtrip flight included
New York (JFK) to Jacksonville (JAX)
Margaritaville Jacksonville Beach

Margaritaville Jacksonville Beach

2.5 out of 5
Save 100% on your flight
Price was $635, price is now $427 per person
$427
per person
Jan 22 - Jan 27
found 23 hours ago
Roundtrip flight included
New York (JFK) to Jacksonville (JAX)
Delta Hotels by Marriott™ Jacksonville Deerwood

Delta Hotels by Marriott™ Jacksonville Deerwood

4 out of 5
Save 100% on your flight
Price was $502, price is now $340 per person
$340
per person
Jan 22 - Jan 27
found 23 hours ago
Roundtrip flight included
New York (JFK) to Jacksonville (JAX)
Southbank Hotel by Marriott Jacksonville Riverwalk

Southbank Hotel by Marriott Jacksonville Riverwalk

3.5 out of 5
Save 100% on your flight
Price was $482, price is now $330 per person
$330
per person
Jan 22 - Jan 27
found 23 hours ago
Roundtrip flight included
New York (JFK) to Jacksonville (JAX)
Hampton Inn Jacksonville Beach/Oceanfront

Hampton Inn Jacksonville Beach/Oceanfront

3 out of 5
Save 100% on your flight
Price was $648, price is now $449 per person
$449
per person
Jan 22 - Jan 27
found 23 hours ago
Roundtrip flight included
New York (JFK) to Jacksonville (JAX)
Courtyard by Marriott Jacksonville I-295/East Beltway

Courtyard by Marriott Jacksonville I-295/East Beltway

3 out of 5
Save 100% on your flight
Price was $525, price is now $370 per person
$370
per person
Jan 22 - Jan 27
found 23 hours ago
Roundtrip flight included
New York (JFK) to Jacksonville (JAX)
Hampton Inn & Suites Jacksonville Deerwood Park

Hampton Inn & Suites Jacksonville Deerwood Park

2.5 out of 5
Save 100% on your flight
Price was $534, price is now $383 per person
$383
per person
Jan 22 - Jan 27
found 23 hours ago
Roundtrip flight included
New York (JFK) to Jacksonville (JAX)
Comfort Suites Baymeadows Near Butler Blvd

Comfort Suites Baymeadows Near Butler Blvd

3 out of 5
Price was $424, price is now $308 per person
$308
per person
Jan 22 - Jan 27
found 23 hours ago
Roundtrip flight included
New York (JFK) to Jacksonville (JAX)
Fairfield Inn & Suites by Marriott Jacksonville Butler Blvd

Fairfield Inn & Suites by Marriott Jacksonville Butler Blvd

2.5 out of 5
Price was $469, price is now $351 per person
$351
per person
Jan 22 - Jan 27
found 23 hours ago
Roundtrip flight included
New York (JFK) to Jacksonville (JAX)
Courtyard by Marriott Jacksonville Beach Oceanfront

Courtyard by Marriott Jacksonville Beach Oceanfront

3 out of 5
Save 100% on your flight
Price was $665, price is now $498 per person
$498
per person
Jan 22 - Jan 27
found 23 hours ago
Roundtrip flight included
New York (JFK) to Jacksonville (JAX)
Hometown Inn & Suites Jacksonville - Butler Blvd./Southpoint

Hometown Inn & Suites Jacksonville - Butler Blvd./Southpoint

2 out of 5
Price was $336, price is now $254 per person
$254
per person
Jan 22 - Jan 27
found 23 hours ago
Roundtrip flight included
New York (JFK) to Jacksonville (JAX)
Weekly Inn

Weekly Inn

2 out of 5
Price was $408, price is now $312 per person
$312
per person
Jan 22 - Jan 27
found 23 hours ago
Roundtrip flight included
New York (JFK) to Jacksonville (JAX)

6-7 night Cumberland Island vacations

Price found within the past 48 hours. Click for updated prices.
Midtown Lodge

Midtown Lodge

2.5 out of 5
Price was $388, price is now $289 per person
$289
per person
Jan 28 - Feb 4
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Jacksonville (JAX)
Margaritaville Jacksonville Beach

Margaritaville Jacksonville Beach

2.5 out of 5
Save 100% on your flight
Price was $833, price is now $511 per person
$511
per person
Jan 28 - Feb 4
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Jacksonville (JAX)
Omni Amelia Island Resort & Spa

Omni Amelia Island Resort & Spa

4 out of 5
Save 100% on your flight
Price was $1,433, price is now $949 per person
$949
per person
Jan 28 - Feb 4
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Jacksonville (JAX)
Hampton Inn Jacksonville Beach/Oceanfront

Hampton Inn Jacksonville Beach/Oceanfront

3 out of 5
Save 100% on your flight
Price was $1,283, price is now $864 per person
$864
per person
Jan 28 - Feb 4
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Jacksonville (JAX)
Southbank Hotel by Marriott Jacksonville Riverwalk

Southbank Hotel by Marriott Jacksonville Riverwalk

3.5 out of 5
Save 100% on your flight
Price was $606, price is now $410 per person
$410
per person
Jan 28 - Feb 4
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Jacksonville (JAX)
The Villas of Amelia Island

The Villas of Amelia Island

4 out of 5
Save 100% on your flight
Price was $883, price is now $603 per person
$603
per person
Jan 28 - Feb 4
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Jacksonville (JAX)
Holiday Inn Express & Suites Jacksonville Airport by IHG

Holiday Inn Express & Suites Jacksonville Airport by IHG

2.5 out of 5
Save 100% on your flight
Price was $628, price is now $433 per person
$433
per person
Jan 28 - Feb 4
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Jacksonville (JAX)
Mariners Suites

Mariners Suites

2 out of 5
Save 100% on your flight
Price was $588, price is now $419 per person
$419
per person
Jan 28 - Feb 4
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Jacksonville (JAX)
Airport Motor Inn

Airport Motor Inn

2.5 out of 5
Price was $402, price is now $291 per person
$291
per person
Jan 28 - Feb 4
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Jacksonville (JAX)
Holiday Inn Express Jacksonville South Bartram Prk by IHG

Holiday Inn Express Jacksonville South Bartram Prk by IHG

2.5 out of 5
Save 100% on your flight
Price was $524, price is now $385 per person
$385
per person
Jan 28 - Feb 4
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Jacksonville (JAX)
DoubleTree by Hilton Hotel Jacksonville Riverfront

DoubleTree by Hilton Hotel Jacksonville Riverfront

4 out of 5
Save 100% on your flight
Price was $641, price is now $473 per person
$473
per person
Jan 28 - Feb 4
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Jacksonville (JAX)
Hilton Jacksonville At Mayo Clinic

Hilton Jacksonville At Mayo Clinic

4.5 out of 5
Save 100% on your flight
Price was $1,362, price is now $1,014 per person
$1,014
per person
Jan 28 - Feb 4
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Jacksonville (JAX)

Flight deals to Cumberland Island

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

Sun, Jan 11 - Thu, Jan 15
PHL
Philadelphia
JAX
Jacksonville
$68 Roundtrip, found 1 day ago
$68
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, Jan 11 from Philadelphia to Jacksonville, returning Thu, Jan 15, priced at $68 found 1 day ago
Sun, Jan 18 - Sat, Jan 31
JFK
New York
JAX
Jacksonville
$127 Roundtrip, found 4 hours ago
$127
Roundtrip
found 4 hours ago
Select JetBlue Airways flight, departing Sun, Jan 18 from New York to Jacksonville, returning Sat, Jan 31, priced at $127 found 4 hours ago
Fri, Jan 30 - Mon, Feb 2
EWR
New York
JAX
Jacksonville
$130 Roundtrip, found 1 day ago
$130
Roundtrip
found 1 day ago
Select United flight, departing Fri, Jan 30 from New York to Jacksonville, returning Mon, Feb 2, priced at $130 found 1 day ago

Top rated hotels for your Cumberland Island vacation

Extended Stay America Premier Suites - Jacksonville - Airport

Extended Stay America Premier Suites - Jacksonville - Airport

2.5 out of 5
15678 Max Leggett Parkway Jacksonville FL
Free Cancellation
Reserve now, pay when you stay
27.42 mi from city center
$81 nightly
The price is $92 total per night
$92 total
Dec 23 - Dec 24
Total with taxes and fees
With a stay at Extended Stay America Premier Suites - Jacksonville - Airport in Jacksonville (Northside), you'll be within a 10-minute drive of Jacksonville Zoo and Gardens and UF Health Hospital North.
Omni Amelia Island Resort & Spa

Omni Amelia Island Resort & Spa

4 out of 5
39 Beach Lagoon Road Fernandina Beach FL
20.65 mi from city center
$271 nightly
The price is $304 total per night
$304 total
Dec 18 - Dec 19
Total with taxes and fees
With a stay at Omni Amelia Island Resort & Spa in Fernandina Beach, you'll be 3.3 mi (5.3 km) from Fort George Island Cultural State Park and 9 mi (14.5 km) from Amelia Island Museum of History.
Amelia Hotel at the Beach

Amelia Hotel at the Beach

2.5 out of 5
1997 S Fletcher Ave Fernandina Beach FL
Free Cancellation
Reserve now, pay when you stay
14.77 mi from city center
$109 nightly
The price is $122 total per night
$122 total
Dec 19 - Dec 20
Total with taxes and fees
When you a stay at Amelia Hotel at the Beach in Fernandina Beach, you'll be in the historical district, just steps from Seaside Park and Fernandina Beach.
Don't see what you're looking for?
See all available properties in Cumberland Island
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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.

^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.