Taylors Island Holidays from £1,000

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Packages with flights are ATOL protected

Top Taylors Island Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Gold Leaf Hotel of Dewey - Rehoboth Beach
Fenwick Shores, Tapestry Collection by Hilton
Bethany Beach Ocean Suites Residence Inn by Marriott
Hyatt Place Dewey Beach
Home2 Suites by Hilton Lewes Rehoboth Beach

Taylors Island Essential Information

Language
English
Currency
U.S dollars
Population
170
Top Sights
Jefferson Patterson Park and Museum, Perigeaux Vineyards and Winery and Cove Point Lighthouse

Top hotels in Taylors Island

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd Cambridge MD
Fully refundableReserve now, pay when you stay
The price is £314 per night from 3 Aug to 4 Aug
£314
3 Aug - 4 Aug
includes taxes & fees
8.8/10 Excellent! (1,009 reviews)
"Everything you need for a vacation. Spa was wonderful. Golf if you play. Restaurants. Family friendly. Very nice."

Reviewed on 12 Jul 2026

Hyatt Regency Chesapeake Bay
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4 out of 5
4165 Mears Ave Chesapeake Beach MD
Fully refundableReserve now, pay when you stay
The price is £164 per night from 11 Aug to 12 Aug
£164
11 Aug - 12 Aug
includes taxes & fees
Rod 'N' Reel Resort
avid hotel California - Lexington Park by IHG

avid hotel California - Lexington Park by IHG

3 out of 5
23274 Three Notch Road California MD
Fully refundable
The price is £69 per night from 6 Aug to 7 Aug
£69
6 Aug - 7 Aug
includes taxes & fees
9.4/10 Exceptional! (148 reviews)
"Great staff no problems checking in clean facility and very comfortable bed"

Reviewed on 10 Jul 2026

avid hotel California - Lexington Park by IHG
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.

Frequently asked questions

How much does a Taylors Island travel package cost?
Our Taylors Island packages, which begin at just £1,000, are the easiest way to save precious money. Pick your favourite hotels, flights and more to create your perfect trip.
If I'm not able to travel, can I cancel my Taylors Island travel package?
We understand — life doesn't always go according to plan. If you've locked in a Taylors Island travel package and have to amend or cancel it, we're here to help. We suggest looking up our Customer Service Portal first for information. But generally speaking, if you've taken out your package within 24 hours, you may be able to amend or cancel your itinerary free of charge. If it's been more than 24 hours, your hotel, airline or car rental company may charge a fee.
How do I get a cheap travel package to Taylors Island?
It's as simple as bundling. Hotels, rental cars and flights — combine whatever you need into a Taylors Island travel package to save a pile of cash. Score even more bargains when you include extras such as experiences or tours to your booking. But that's not the only impressive part. You have the flexibility to customize your holiday your own way. We offer over 550 air carriers and 1,000,000 properties all over the world, so that everyone has a chance to travel and live out those holiday fantasies.
Does Expedia offer Book Now, Pay Later Taylors Island holidays?
Expedia has teamed up with online lender Klarna to make booking your next break easier on your wallet. Paying in instalments means you can spread the costs of your next adventure, leaving you with more cash to play with while you're travelling. Klarna has several payment plans to pick from, so you're sure to find something that fits into your budget. Take a look at these flexible payment options:

  • Pay monthly holidays: If paying bite-sized amounts each month is something that would work for you, Klarna offers just that! Paying in easy monthly instalments will make that dream getaway possible.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it easy to pay off your holiday over multiple transactions.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than the full total upfront) makes it easier to click that "book now" button, choose a low deposit holiday payment plan from Klarna.

How far in advance should I book my Taylors Island holiday?
It depends on the air carrier, but it's usually possible to browse through international flights on Expedia nearly a year in advance. While it's generally a good idea to book ahead of time, lucky travellers will sometimes find a cheaper ticket only weeks before their intended journey.
What does an Expedia Taylors Island travel package include?
That mostly depends on you. You can choose from a range of Taylors Island packages, such as a flight, hotel and rental car. You can also book a flight and a hotel, or a rental car and a flight. Once you've made your booking, you can add on the fun stuff like experiences and tours. Whatever your perfect Taylors Island escape looks like, get set to save!
What should I know before booking a Taylors Island travel package?
You can look forward to saving with an Expedia travel package. Bundle your airfares, rental cars and hotels and unlock fabulous discounts. You're not limited to hotels, however. We have beachfront villas, city apartments and everything in between!
Can I choose my airline with a Taylors Island Expedia travel package?
You can. We offer more than 550 partner airlines across the globe, so select the carrier that fits your budget needs.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.