Sears Island Vacation Packages 2026 from $792

Sears Island flight + hotel vacation packages

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

Trade Winds on the Bay

$792

per person

Aug 21 - Aug 24

found 1 day ago

Roundtrip non-stop flight included

Columbia (CAE) to Rockland (RKD)

This aparthotel features an indoor pool and a gym. Guests will appreciate free perks like free self parking and WiFi in public areas. A coffee shop and laundry facilities are also provided.

The Craignair Inn & Restaurant

$1,237

per person

Aug 21 - Aug 24

found 1 day ago

Roundtrip non-stop flight included

Columbia (CAE) to Rockland (RKD)

A restaurant and a bar/lounge are featured at this inn. There's no skimping on freebies - guests receive free breakfast, free WiFi, and free self parking. A terrace, a garden, and a snack bar/deli are also on offer.

Harborline Hotel

$896

per person

Aug 21 - Aug 24

found 1 day ago

Roundtrip non-stop flight included

Columbia (CAE) to Rockland (RKD)

This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free continental breakfast each morning. Express check-out and luggage storage are also provided.

Glen Cove Inn & Suites

$864

per person

Aug 21 - Aug 24

found 1 day ago

Roundtrip non-stop flight included

Columbia (CAE) to Rockland (RKD)

A seasonal outdoor pool, free self parking, and laundry facilities are featured at this motel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace and a garden are also provided.

Homeport Inn and Tavern

$905

per person

Aug 21 - Aug 24

found 1 day ago

Roundtrip non-stop flight included

Columbia (CAE) to Rockland (RKD)

A restaurant and a bar/lounge are featured at this inn. A terrace, a garden, and a library are also on offer.

Frequently asked questions

How much are vacation packages to Sears Island?

An amazing $792 package deal can be booked for your upcoming visit to Sears Island. Why not let Travelocity take all the hassle out of organizing your vacation? The great part about bundling your hotel and flights is that it will save you both money and time. And there's nothing better than extra cash in your pocket!

Where can I get the best vacation package deals for Sears Island?

Travelocity will be able to help you lock in an unbeatable Sears Island package deal. With more than 400 partner airlines and 1,000,000 properties across the globe, we know you'll find one that works for you.

Why should I purchase my Sears Island vacation package via Travelocity?

Because we believe in crafting stress-free vacation experiences. From hotels and flights to car rentals and activities, our packages make traveling a breeze. Our customer care is available 24/7 to make sure you'll never wander alone. We also offer a Price Match Guarantee, so you can lock in your trip knowing you've landed the best deal possible. Find a lower price and we'll match it!