Cumberland Island Flight + Hotel Packages

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

Ocean Coast Hotel at the Beach Amelia Island

$436

per person

Dec 2 - Dec 9

found 21 hours ago

Roundtrip flight included

Boston (BOS) to Jacksonville (JAX)

Stay at this 3-star eco-certified hotel in Fernandina Beach. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Seaside Park and Fernandina Beach Pinball Museum are located nearby.

Landing Jacksonville

Save 100% on your flight

$514

per person

Dec 2 - Dec 9

found 21 hours ago

Roundtrip flight included

Boston (BOS) to Jacksonville (JAX)

Stay at this 4-star aparthotel in Jacksonville. Enjoy free parking, 2 outdoor pickleball courts, and a 24-hour fitness center. Popular attractions EverBank Stadium and Jacksonville Zoo and Gardens are located nearby.

Amelia by the Sea

Save 100% on your flight

$1,613

per person

Dec 2 - Dec 9

found 21 hours ago

Roundtrip flight included

Boston (BOS) to Jacksonville (JAX)

Stay at this 4-star condo in Fernandina Beach. Enjoy free WiFi, free parking, and balconies. Popular attractions Fernandina Beach and Fernandina Beach Golf Club are located nearby.

Vintage Amelia Island Apartments

$473

per person

Dec 2 - Dec 9

found 21 hours ago

Roundtrip flight included

Boston (BOS) to Jacksonville (JAX)

Stay at this 3.5-star apartment in Fernandina Beach. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Fernandina Little Theatre and Egan's Creek Greenway Trail are located nearby.

Florida House Inn

$646

per person

Dec 2 - Dec 9

found 21 hours ago

Roundtrip flight included

Boston (BOS) to Jacksonville (JAX)

Stay at this 3-star B&B in Fernandina Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Blue Door Artists and Island Art Association Gallery are located nearby.

Hilton Garden Inn Jacksonville JTB/Deerwood Park

$507

per person

Dec 2 - Dec 9

found 21 hours ago

Roundtrip flight included

Boston (BOS) to Jacksonville (JAX)

Stay at this 3-star family-friendly hotel in Jacksonville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions St. Johns Town Center and Hands on Children's Museum are located nearby.

Hoyt House Amelia Island

Save 100% on your flight

$1,250

per person

Dec 2 - Dec 9

found 21 hours ago

Roundtrip flight included

Boston (BOS) to Jacksonville (JAX)

Stay at this 3.5-star boutique B&B in Fernandina Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Fernandina Little Theatre and Blue Door Artists are located nearby.

Seaside Amelia Inn

$654

per person

Dec 2 - Dec 9

found 21 hours ago

Roundtrip flight included

Boston (BOS) to Jacksonville (JAX)

Stay at this 3-star beach hotel in Fernandina Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Fernandina Beach Main Beach Park and Amelia Island Lighthouse are located nearby.

667 Amelia By The Sea 3 Bedroom Condo

$2,270

per person

Nov 26 - Nov 30

found 8 hours ago

Roundtrip flight included

Boston (BOS) to Jacksonville (JAX)

Stay at this condo in Fernandina Beach. Enjoy free WiFi, cable/satellite TV service, and an outdoor tennis court. Popular attractions Fernandina Beach and Fernandina Beach Golf Club are located nearby.

Roomy Chalet-Style Beachfront Condo with Private Beach Access by RedAwning

$2,762

per person

Dec 7 - Dec 11

found 14 hours ago

Roundtrip non-stop flight included

Minneapolis (MSP) to Jacksonville (JAX)

Stay at this 3.5-star golf vacation home in Fernandina Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Seaside Park and Fernandina Beach Pinball Museum are located nearby.

Amelia Hotel at the Beach

$551

per person

Dec 2 - Dec 9

found 21 hours ago

Roundtrip flight included

Boston (BOS) to Jacksonville (JAX)

Book a stay at this business-friendly hotel in Fernandina Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Seaside Park and Fernandina Beach Pinball Museum are located nearby.

Charming Oceanfront Beach House by RedAwning

$2,849

per person

Dec 7 - Dec 11

found 14 hours ago

Roundtrip non-stop flight included

Minneapolis (MSP) to Jacksonville (JAX)

Stay at this 3-star beach cottage in Fernandina Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Egan's Creek Greenway Trail and Seaside Park are located nearby.

3-4 Night Vacations in Cumberland Island

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

Vintage Amelia Island Apartments

$1,144

per person

Nov 26 - Nov 30

found 8 hours ago

Roundtrip flight included

Boston (BOS) to Jacksonville (JAX)

Amelia by the Sea

$1,547

per person

Nov 26 - Nov 30

found 8 hours ago

Roundtrip flight included

Boston (BOS) to Jacksonville (JAX)

667 Amelia By The Sea 3 Bedroom Condo

$2,270

per person

Nov 26 - Nov 30

found 8 hours ago

Roundtrip flight included

Boston (BOS) to Jacksonville (JAX)

Ocean Place Condo with Direct Access to the Beach by RedAwning

Amelia City

$2,596

per person

Nov 26 - Nov 30

found 8 hours ago

Roundtrip flight included

Boston (BOS) to Jacksonville (JAX)

5-7 Night Vacations in Cumberland Island

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

DoubleTree by Hilton Hotel Jacksonville Riverfront

Downtown Jacksonville

Save 100% on your flight

$494

per person

Dec 2 - Dec 9

found 21 hours ago

Roundtrip flight included

Boston (BOS) to Jacksonville (JAX)