Cayman Islands Vacations & Trips from $1,092

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Your Cayman Islands Vacation

Book a vacation package to Cayman Islands and go wherever your adventurous soul leads you. This exciting destination has so much to offer, including its underwater activities, distilleries and craft breweries, coastal beaches, and so much more. Kick off your trip to Cayman Islands with some time exploring East End visiting popular sights like Grand Cayman Blow Holes and Barefoot Beach. West Bay is another city that lures crowds from far and wide. Seven Mile Beach and Stingray City are two of the top places to see in this destination. When it's time to stop dreaming and start traveling, Expedia will help turn your Cayman Islands vacation into reality.

Top destinations in Cayman Islands

A coastal city with a beach, clear blue waters, and a distant ship.

Seven Mile Beach

Seven Mile Beach
An aerial view of a coastal island with a dense settlement, clear blue waters, and a visible coastline.

Little Cayman

Little Cayman
An aerial view of a coastal town with a large body of water, green hills, and a highway.

West Bay

West Bay
A coastal town with a beach, clear blue waters, and a large hotel complex.

George Town

George Town
A coastal area with clear turquoise waters, a wooden pier, and a small settlement with structures near the shore.

East End

East End
A sandy beach with palm trees and a clear blue sea.

North Side

North Side
A beach with a rowboat, palm trees, and a clear blue sky.

Bodden Town

Bodden Town
A sunset over a calm lake with several boats and a distant shoreline.

West End

West End

The Latest Cayman Islands Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Governors Village Seven Mile Beach Corridor

Governors Village Seven Mile Beach Corridor

$1,092
per person
Nov 13 - Nov 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
9.6/10 Exceptional! (479 reviews)
The whole experience was amazing. The staff even went above and beyond by finding a phone left behind and getting it to us at the airport! Short walk to the beach

Reviewed on Oct 5, 2026

The Reef Beach Resort, East End, Grand Cayman

The Reef Beach Resort, East End, Grand Cayman

$1,183
per person
Nov 13 - Nov 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
8.4/10 Very Good! (1,098 reviews)
Clean room, beach view excellent staff

Reviewed on Sep 27, 2026

Point West Premier Rentals

Point West Premier Rentals

Northwest Point
$2,374
per person
Dec 10 - Dec 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
9.8/10 Exceptional! (28 reviews)
Black Urchin

Black Urchin

$11,669
per person
Dec 10 - Dec 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
10/10 Exceptional! (3 reviews)
Club Suites at Rum Point

Club Suites at Rum Point

$3,463
per person
Dec 10 - Dec 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
9.6/10 Exceptional! (35 reviews)
Little slice of heaven. The condo is spacious and well appointed. They’ve thought of everything. Restaurant is very good.

Reviewed on Sep 6, 2026

Best Places to Vacation in Cayman Islands

1. Create memories in Seven Mile Beach with a vacation package

Seven Mile Beach in George Town, Cayman Islands offers a picturesque and idyllic atmosphere for beach vacation. With its crystal-clear waters and white sandy shores, it is the perfect destination for snorkeling, scuba diving, and enjoying various water activities. The surrounding islands provide opportunities for exciting excursions and exploring marine life. After a day of adventure, indulge in delicious seafood and dining experiences while watching breathtaking sunsets. Seven Mile Beach is a haven for travelers seeking relaxation, adventure, and a taste of island paradise.

  • Travelers tend to stay 5 days in Seven Mile Beach

2. Find your perfect North Side vacation

North Side in the Cayman Islands offers a perfect atmosphere for a beach vacation. With its beautiful islands, snorkeling and kayaking opportunities, and stunning coral reefs, it's a paradise for water enthusiasts. The relaxed vibe allows for ultimate relaxation, whether you're lounging on the beach or biking around the area. The marina provides a great starting point for excursions and boat trips, allowing you to explore the surrounding natural parks. North Side is truly a haven for those seeking a beach getaway filled with natural beauty and outdoor activities.

  • Travelers tend to stay 5 days in North Side

3. Book your ideal West Bay with a vacation package

West Bay in the Cayman Islands is a perfect destination for a beach vacation. The local atmosphere is filled with the serenity of the islands, offering a relaxing and romantic getaway. With its stunning coral reefs, West Bay is an ideal spot for scuba diving and snorkeling. Visitors can also enjoy various water activities like boating and exploring the crystal-clear sea. The area is known for its delicious seafood, allowing travelers to indulge in mouthwatering dishes. Whether you're looking for adventure or simply want to unwind on the beach, West Bay offers the perfect atmosphere for a memorable vacation.

  • The peak season is from July to September
  • The off-peak season is from October to December
  • Travelers tend to stay 4 days in West Bay

4. Discover Bodden Town with our vacation deals

Bodden Town in the Cayman Islands offers a unique and diverse vacation experience. With its stunning beaches and crystal-clear waters, it's the perfect destination for a beach getaway. The local atmosphere in Bodden Town is laid-back and relaxed, allowing visitors to unwind and soak up the sun. The town also offers a range of activities for art and nature enthusiasts, with opportunities to explore the local flora and fauna and visit art galleries. For history buffs, there are museums and historical sites to explore, providing a glimpse into the island's rich past. Overall, Bodden Town offers a delightful mix of natural beauty, culture, and history for a memorable vacation.

  • The peak season is from July to September
  • The off-peak season is from October to December
  • Travelers tend to stay 5 days in Bodden Town

6. Enjoy George Town with a travel package

George Town in the Cayman Islands offers a perfect beach vacation experience. The town is surrounded by beautiful islands and pristine beaches, making it ideal for excursions and relaxation. You can enjoy various water activities such as boating, snorkeling, and scuba diving in the crystal-clear sea. The town's port is bustling with tours and opportunities to explore the marine life. Don't forget to indulge in delicious seafood dishes, as George Town is known for its fresh and flavorful seafood. Overall, George Town provides a wonderful atmosphere and experience for a beach vacation.

  • Travelers tend to stay 4 days in George Town

5. Explore Rum Point with a vacation package

Rum Point, located in North Side, Cayman Islands, is the perfect destination for a beach vacation. With its stunning geography, you'll be surrounded by beautiful islands and crystal-clear waters. The local atmosphere is welcoming and the people are friendly, making your stay even more enjoyable. Whether you're interested in snorkeling, boating, or dining on delicious seafood, Rum Point has it all. There are also plenty of activities and excursions to keep you entertained throughout your vacation. From exploring the sea to indulging in local cuisine, Rum Point offers a truly unforgettable beach experience.

  • The peak season is from January to March
  • The off-peak season is from September to November

Things to do in Cayman Islands

The Cayman Islands offer an idyllic vacation for families and beach lovers alike, featuring stunning beaches and vibrant outdoor activities. Visitors can enjoy thrilling underwater sports, explore top diving destinations, and experience exceptional diving at renowned centers. For those looking to shop, the island boasts a variety of shopping areas that promise unique finds. Whether you’re snorkeling in crystal-clear waters or relaxing on the beach, the Cayman Islands provide an unforgettable getaway.

Shopping

Experience shopping in the Cayman Islands at Governors Square, a vibrant hub featuring entertainment and family-friendly options. Don't miss Boddentown Art Shop for unique local crafts, and visit The Strand Shopping Center for a mix of shopping and entertainment in a lively atmosphere.

Recreation

Experience the tranquil beauty of North Sound Golf Course, where outdoor sports and stunning landscapes combine for a rejuvenating day. At Britannia Golf Course, enjoy a round of golf surrounded by lush greenery. For family fun, Cayman Crazy Golfing Mini Golf offers an adventurous atmosphere perfect for all ages.

Adventure

Experience the thrill of Stingray City, where you can interact with friendly stingrays in their natural habitat. For hiking enthusiasts, the Mastic Trail North Trailhead offers breathtaking scenery and a chance to explore the island's lush interior. Alternatively, wander along the Salt Rocks Nature Trail for a captivating outdoor adventure.

Nightlife

The Cayman Islands' nightlife is vibrant and diverse, featuring beach bars and upscale lounges. Explore the lively atmosphere at George Town's Club 7 for dancing, or unwind at the Rum Point Club with cocktails by the sea. Enjoy live music at the local hotspots for an unforgettable night out.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Cayman Islands

The Cayman Islands offer an ideal vacation spot for beach lovers, families, and outdoor enthusiasts. Visitors can explore beautiful beaches, intriguing history museums, and natural wonders like blowholes. This destination caters to those seeking cultural experiences and relaxation, with options for luxurious resorts and picturesque islands, particularly the elegant Grand Cayman. Whether you're looking for adventure or tranquility, the Cayman Islands promise a memorable getaway.

  • Seven Mile Beach: Known for its stunning white sands and crystal-clear waters, Seven Mile Beach offers a perfect blend of relaxation and beach vibes. Enjoy sunbathing, swimming, or engaging in water sports while soaking in the picturesque surroundings. It's an ideal spot for both tranquility and fun.
  • Grand Cayman Blow Holes: These natural blowholes provide a unique spectacle as ocean waves crash against the rocks, creating impressive water spouts. The secluded atmosphere makes it a peaceful place to enjoy nature's beauty, perfect for relaxation and recreation in a stunning coastal setting.
  • Camana Bay: A vibrant tourist precinct, Camana Bay features family-friendly activities and outdoor spaces. Explore its charming shops, dine at local restaurants, and enjoy waterfront strolls, making it an excellent destination for families looking for a fun and interactive experience.

Best time to go to Cayman Islands

The best time to visit Cayman Islands is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. January, February and March are its coolest month on average. At the time of February, visitor numbers are average and weather is mostly sunny.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January78.4°F (25.8°C)No RainMostly SunnySlightly HighSlightly High
February78.4°F (25.8°C)No RainMostly SunnyAverageSlightly High
March78.4°F (25.8°C)No RainMostly SunnySlightly HighSlightly High
April80.2°F (26.8°C)No RainMostly SunnyAverageAverage
May81.7°F (27.6°C)Light RainMostly SunnySlightly LowAverage
June82.9°F (28.3°C)Light RainMostly SunnyAverageAverage
July83.8°F (28.8°C)Light RainMostly SunnySlightly HighAverage
August84.4°F (29.1°C)Light RainMostly SunnyAverageSlightly Low
September84.2°F (29.0°C)Light RainMostly SunnyAverageSlightly Low
October83.1°F (28.4°C)Moderate RainMostly SunnySlightly LowSlightly Low
November81.3°F (27.4°C)Light RainMostly SunnySlightly LowAverage
December79.9°F (26.6°C)No RainMostly SunnyAverageAverage

Tips to save on your trip to Cayman Islands

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling to Cayman Islands during the low season (August to October) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Find the Best Cayman Islands Vacation Packages

Cayman Islands Essential Information

Prepare for your Cayman Islands vacation with our essential travel info

Language
English
Local Currency
Cayman Islands dollar
Population
63,129
Natural Landscapes
Starfish Beach, Point of Sand Beach, Bloody Bay Wall (Dive Site), Cemetery Wall, Rum Point

Cayman Islands Hotel Deals

The Ritz-Carlton, Grand Cayman

The Ritz-Carlton, Grand Cayman

West Bay Road Seven Mile Beach Grand Cayman
Fully refundableReserve now, pay when you stay
$913 nightly
$1,033 total
Oct 9 - Oct 10
Total with taxes and fees
The Ritz-Carlton, Grand Cayman
The Grove and The Grove Too

The Grove and The Grove Too

1350 W Bay Rd Seven Mile Beach West Bay
9.6/10 Exceptional! (260 reviews)
"The property is amazing! The rooftop pool was so relaxing and never packed. The apartments are beautifully furnished. 10/10"

Reviewed on Oct 5, 2026

Get rates
The Grove and The Grove Too
The Locale Hotel Grand Cayman

The Locale Hotel Grand Cayman

455 West Bay Road Seven Mile Beach Grand Cayman
Fully refundableReserve now, pay when you stay
$168 nightly
$191 total
Oct 15 - Oct 16
Total with taxes and fees
The Locale Hotel Grand Cayman
See all 1,543 properties in Cayman Islands
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 do vacation package prices compare across popular destinations in the Cayman Islands?
West Bay offers the lowest typical prices for a week-long Cayman Islands vacation package, while Seven Mile Beach and East End are higher. A week-long trip typically costs around $1,350 per adult in West Bay, around $2,000 in Seven Mile Beach, and around $2,150 in East End.*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.
How can I save money on a Cayman Islands vacation package?
When you bundle, you can save up to 30%*. To save money on a Cayman Islands package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
What's included in a Cayman Islands vacation package?
A Cayman Islands vacation package lets you combine flights, hotel stays, and rental cars, based in one of the region's top destinations like Seven Mile Beach, East End, or West Bay. Flights typically arrive at George Town (GCM-Owen Roberts Intl.) airport.Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.
Which destinations in the Cayman Islands offer the best-value vacation package deals?
West Bay, Seven Mile Beach, and East End are some of the top destinations for cheap Cayman Islands vacation package deals. For an affordable weekend getaway, West Bay is often among the most budget-friendly options, with package prices starting around $660 per adult. For notable bundle savings, Seven Mile Beach is often among the best options, with flight-and-hotel bundles saving around $405 per adult.Browse cheap vacation packages in the Cayman Islands on Expedia to compare current deals.*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.
When is the best time to visit the top destinations in the Cayman Islands?
The best time for a Cayman Islands vacation package depends on which destination you choose.Seven Mile Beach is busiest in July and August, when average highs are around 85°F. If you'd prefer fewer crowds, October and November are quieter, with average highs around 84°F and 82°F respectively.West Bay sees the most visitors in March and June, with average highs reaching about 80°F and 84°F. For a quieter trip, September and October are less busy, with average highs around 85°F and 84°F.East End is most popular in March and April, when average highs are around 80°F and 81°F. If you prefer to avoid the peak crowds, November and September are quieter, with average highs around 82°F and 85°F.
What package types are available across the top destinations in the Cayman Islands?
Cayman Islands vacation packages offer diverse travel styles across popular areas like Seven Mile Beach and East End:
  • Budget: In Seven Mile Beach, The Locale Hotel Grand Cayman, rated 8.8 out of 10 by travelers, provides a comfortable stay with free breakfast and an outdoor pool, with travelers impressed by the food and free breakfast.
  • Family: Also in Seven Mile Beach, The Sunshine Hotel and Suites, a 4-star property rated 8.3 out of 10 by travelers, features family rooms and a kitchen, and travelers praise the respectful staff and clean rooms.
  • Luxury: For a premium experience in Seven Mile Beach, The Ritz-Carlton, Grand Cayman, a 5-star hotel rated 9.4 out of 10 by travelers, offers a spa and kitchen facilities, with travelers highlighting the gorgeous rooms and beautiful pool.
  • All-inclusive: In East End, The Reef Beach Resort - All Inclusive - East End, Grand Cayman, a 3.5-star resort, includes a spa and kitchen, and travelers recommend it for its good food.
  • Couples: The Westin Grand Cayman Seven Mile Beach Resort & Spa, a 4.5-star hotel in Seven Mile Beach rated 8.4 out of 10 by travelers, provides a spa and hot tub, with travelers often praising the super helpful staff and beautiful pool.
Which destinations should I consider for a Cayman Islands vacation?
For a Cayman Islands vacation, consider these destinations based on your preferred travel style:
  • Seven Mile Beach: An ideal choice for a classic beach vacation or a family trip, this area is a popular package base known for its extensive sandy shores and numerous lodging options.
  • East End: If you're seeking a quieter beach experience, East End offers a more relaxed atmosphere and is also a well-established package base.
  • West Bay: Another strong option for beach lovers and families, West Bay provides a good mix of attractions and package availability.
  • North Side: For those looking for a more secluded beach stay with plenty of lodging choices, North Side offers a tranquil setting away from the busier areas.
Is Cayman Islands better suited for a beach vacation or a cultural trip?
The Cayman Islands are primarily a beach and outdoor nature destination, making them an excellent choice for a beach vacation. The region is renowned for its pristine coastlines, including the famous Seven Mile Beach, offering abundant opportunities for swimming, snorkeling, and relaxation.While beaches are the main draw, the Cayman Islands also offer cultural experiences. In George Town, you can explore the Cayman Islands National Museum to learn about the islands' history or visit the National Gallery of the Cayman Islands for local art.Overall, a Cayman Islands vacation is best suited for travelers seeking sun, sand, and water activities, with cultural sights available to enrich the trip.
Which airports serve the main destinations in the Cayman Islands?
For a Cayman Islands vacation, George Town (GCM-Owen Roberts Intl.) is the primary gateway, serving Grand Cayman. West End (CYB-Charles Kirkconnell Intl.) serves Cayman Brac, while Little Cayman (LYB-Edward Bodden Airfield) provides access to Little Cayman. Your choice of airport will depend on which island you plan to visit.
What are the top things to do across the destinations in the Cayman Islands?
A Cayman Islands vacation offers diverse activities across its distinct destinations:Browse and book things to do in the Cayman Islands on Expedia.
Are there family vacation packages in the Cayman Islands with kid-friendly amenities?
Family vacation packages in the Cayman Islands offer several options with kid-friendly amenities across its main areas:
  • In Seven Mile Beach, Seven Mile Beach Resort & Club, rated 9.1 out of 10 by travelers, provides family rooms and a game room, with travelers appreciating the modern rooms and easy pool access.
  • Also in Seven Mile Beach, Palm Heights, a 5-star property rated 9.6 out of 10 by travelers, features family rooms and a playground, and travelers frequently praise the fantastic food and staff.
  • In East End, Morritts Tortuga Club, a 3.5-star resort, includes family rooms, a playground, and a kitchen, with travelers highlighting the incredible staff and nice pool.
  • For West Bay, The Grand Caymanian Resort, a 3.5-star hotel rated 8.3 out of 10 by travelers, offers family rooms and a kitchenette, and travelers often mention the big rooms and appreciate the breakfast.
What luxury vacation packages are available in the Cayman Islands?
Luxury Cayman Islands vacation packages are primarily available in Seven Mile Beach, offering high-end resorts for a premium experience:Most Cayman Islands vacation packages pair the hotel with flights. Browse luxury vacation packages in the Cayman Islands on Expedia to compare options.
When should I book vacation packages for the top destinations in the Cayman Islands?
Booking times for a Cayman Islands vacation package vary by destination, with most travelers booking around 4 to 9 weeks ahead.Travelers tend to book trips to these destinations most often from March to April, and from June to August. If you're planning a spontaneous getaway, Expedia also offers last-minute Cayman Islands vacation packages.
How many days do you need for a Cayman Islands vacation?
Most Cayman Islands vacation packages last around 4 to 5 days, but the ideal trip length depends on where you're going and what you'd like to experience.Seven Mile Beach, known for its vibrant beaches and family-friendly attractions, is well suited for a trip of around 5 days. Week-long stays are most popular here, giving you ample time to enjoy Seven Mile Beach itself.East End, also primarily a beach destination with outdoor activities, typically sees stays of around 5 days. Week-long trips are nearly universally chosen by travelers, allowing for exploration of sights like the East End Lighthouse.West Bay, another area known for its beaches and outdoor activities, is often visited for around 4 days. Week-long stays are most popular, though weekend trips are also common, providing enough time to visit attractions such as West Bay Beach.
Can I change or cancel my Cayman Islands vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Cayman Islands vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Cayman Islands vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Cayman Islands vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Cayman Islands?
To find last-minute vacation packages to Cayman Islands, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Cayman Islands vacation packages?
Free cancellation on a Cayman Islands vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Cayman Islands vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Cayman Islands getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Cayman Islands vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

Stay near popular Cayman Islands attractions

A beach with clear turquoise water, white sand, and palm trees.

Seven Mile Beach

9.6/10 (864 reviews)
Why not spend a lazy afternoon at Seven Mile Beach during your trip to Seven Mile Beach? Stroll along the area's beautiful beaches, or simply savor its top-notch restaurants.
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A coastal resort with palm trees, a swimming pool, and a large building with a Christmas tree.

Camana Bay

9.2/10 (1,137 reviews)
You can browse for the perfect souvenirs at Camana Bay during your visit to Seven Mile Beach. Wander the area's beautiful beaches or simply enjoy one of its seafood restaurants.
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A beach with clear turquoise water, white sand, and a few footprints.
Photo by Krystalene Clough

Governor's Beach

9.2/10 (712 reviews)
If a restful vacation is part of your travel plans, Governor's Beach might be the perfect place to seek out during your trip to Seven Mile Beach. Stroll along the area's seaside, or simply savor its seafood restaurants.
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A beach with lounge chairs, a palm tree, and a signpost with country names.

Rum Point Beach

8.4/10 (52 reviews)
Why not spend a lazy afternoon at Rum Point Beach during your trip to Rum Point? Stroll along the seaside or seek out the snorkeling spots.
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Port of Georgetown

8.2/10 (633 reviews)
Explore the waterfront of Port of Georgetown and enjoy other activities such as snorkeling in George Town. Stroll along the area's seaside, or simply savor its seafood restaurants.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.