Deals on vacations and trips to Cudjoe Head

Save when you book Cudjoe Head package deals

Choose two or more items and save on your trip:

Cudjoe Head flight + hotel vacation packages

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

Chez Mango Villas

3.5 out of 5
Price was $624, price is now $527 per person
$527
per person
Mar 6 - Mar 9
found 1 day ago
Roundtrip flight included
St. John's (ANU) to Plymouth (MNI)
This villa features an outdoor pool and a rooftop terrace. Unwind with a drink at the beach bar and enjoy perks like free self parking and a free beach shuttle. Free WiFi in public areas, a garden, and a picnic area are also on offer.

Top Cudjoe Head hotels deals

Secluded Villa with scenic views of the Atlantic ocean

Secluded Villa with scenic views of the Atlantic ocean

Plymouth Saint Peter Parish
Get rates
This villa includes a garden and laundry facilities.
Kitchen
Washer
Seaview Apartment - One bedroom Apartment

Seaview Apartment - One bedroom Apartment

Cudjoe Head Montserrat
Get rates
This apartment features laundry facilities.
Kitchen
Washer
Chez Mango Villas

Chez Mango Villas

3.5 out of 5
Old Towne Old Towne
Get rates
This villa features an outdoor pool and a rooftop terrace. Unwind with a drink at the beach bar and enjoy perks like free self parking and a free beach shuttle. Free WiFi in public areas, a garden, and a picnic area are also on offer.
Pool
Kitchen
Lucy's Sunny Villa apartments, spacious & modern, your ideal tropical retreat.

Lucy's Sunny Villa apartments, spacious & modern, your ideal tropical retreat.

Montserrat Palm Loop
Get rates
This apartment features laundry facilities.
Washer
Pet friendly
Cozy apartment in lovely Olveston with AC, WiFi. Close to Salem and Old town.

Cozy apartment in lovely Olveston with AC, WiFi. Close to Salem and Old town.

Olveston Saint Peter Parish
$366 nightly
The price is $366 total per night
$366 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
This apartment includes a garden and laundry facilities.
Kitchen
Washer
Caribbean Villa with private pool & ocean view in the heart of Montserrat .

Caribbean Villa with private pool & ocean view in the heart of Montserrat .

Woodlands Saint Peter Parish
Get rates
This villa features an outdoor pool and a hot tub. A garden, laundry facilities, and barbecue grills are also on offer.
Pool
Hot Tub
Don't see what you're looking for?
See all available properties in Cudjoe Head
View all properties
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 are vacation packages to Cudjoe Head?
Your travel fantasies can be realized in Cudjoe Head for as low as $527. Vacation packages include flights and hotels, so organizing your itinerary will be nice and easy. The only thing you'll need to focus on is what amazing attraction you'll head to first.
Where can I get the best vacation package deals for Cudjoe Head?
Scoring the perfect package deal to Cudjoe Head is easy with Travelocity. With access to 400 air carriers and 1,000,000 properties across the globe, you won't be short of choice when it comes to your flights and hotels.
Why should I purchase my Cudjoe Head vacation package with Travelocity?
Fantastic savings, an abundance of enticing destinations and a team of customer service experts available 24/7 — that's why. And with our Price Match Guarantee, you can rest assured knowing that you'll always get the best possible deal with Travelocity.
Can I save money on my Cudjoe Head car rental if I bundle it with a hotel or flight?
Combining your bookings into a Cudjoe Head vacation package will save you some serious money. Book a flight and car; a car, flight and hotel; or a hotel and car. There's no better way to explore the greater Cudjoe Head area than from the comfort of your own rental car. You can also add experiences and tours to your Travelocity package.
What is the best time of year to go to Cudjoe Head?
You'll land the lowest hotel prices in and pay the highest prices during . It's generally less busy in September, November and December, while you'll have more fellow tourists to meet in February, March and April. It all depends on what you're willing to spend, the weather conditions and how you deal with crowds.
Which airport is best for Cudjoe Head?
The main airport is Plymouth (MNI-Geralds Field), about 1 mi northeast of central Cudjoe Head.
Where should I stay when visiting Cudjoe Head?
If you're after a place to base yourself, check out the Breathtaking mountain and sea views, connecting with nature. It's the top choice for many visitors.

Photos of local treasures

Browse Cudjoe Head vacation photos for more inspiration