vacation deals

Winter Vacation Packages

Special offers from resorts and hotels across the Americas

Plan your vacation at one of our beautiful resorts across the United States, Canada, Caribbean and Latin America

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4 star vacation

All inclusive Junior suite

CA $615 /adult

was$1195save $580

Apr 1, 2024 (3 days)

price includes taxes and fees

49% OFF
...
4 star vacation

All inclusive Room

CA $617.42 /adult

was$2159save $1541.58

Apr 4, 2024 (6 days)

price includes taxes and fees

72% OFF
...
4 star vacation

All inclusive Junior suite

CA $625 /adult

was$1175save $550

Apr 1, 2024 (3 days)

price includes taxes and fees

47% OFF
...
4 star vacation

All inclusive Room gardenview

CA $645 /adult

was$1275save $630

Apr 1, 2024 (3 days)

price includes taxes and fees

50% OFF
...
4 star vacation

All inclusive Room

CA $655 /adult

was$1285save $630

Apr 1, 2024 (3 days)

price includes taxes and fees

50% OFF
...
4 star vacation

All inclusive Junior suite gardenview

CA $655 /adult

was$1285save $630

Apr 1, 2024 (3 days)

price includes taxes and fees

50% OFF
...
4 star vacation

All inclusive Sanctuary deluxe junior suite

CA $665 /adult

was$1295save $630

Apr 1, 2024 (3 days)

price includes taxes and fees

49% OFF
...
4 star vacation

All inclusive Garden suite

CA $675 /adult

was$1395save $720

Apr 1, 2024 (3 days)

price includes taxes and fees

52% OFF
The winter months are a great time to travel! Whether you’re looking to retreat to a tropical paradise or head to a typically snowy destination, you can find a great winter vacation package and get a great deal when you book on Trip Support. Here is a list of some of the destinations you can book on Trip Support today:

Orlando, Florida

One of the affordable vacations you can take if you are leaving Winnipeg is a trip to Orlando, Florida in the United States of America. Not only are the flights generally affordable, but the accommodations and activities that you’ll pay for when you’re there are generally quite affordable as well. The cost does depend on what time of year you travel and how far in advance you choose to purchase your tickets. There are many benefits to buying your tickets in advance such as lower prices and more payment plan options when you use our Book Now, Pay Later option. When you’re in Orlando you can stay at a variety of hotels such as Universal's Endless Summer Resort Dockside Inn and Suites. Not only can you stay at this wonderful hotel and enjoy the beautiful weather, but you can also use it as a base to stay at while you visit the iconic Universal Studios Florida theme park with multiple rides, attractions, and production studios. Although most of these production studios aren’t open for the public to visit, they’re still an integral part of Universal Studios Florida.

Martinique

Martinique is a vibrant and enchanting tropical island with lush forests, majestic mountains, sparkling beaches, and a rich culture that you can immerse yourself in when you visit. It’s actually a French island, so you’ll likely encounter people who speak French as well as other languages when you visit. You can go hiking, diving, snorkelling, or simply relax on the beautiful beaches of the island. There are also incredible dishes that you can indulge in when you’re there!

St Lucia

St Lucia is a beautiful tropical island in the Caribbean that is a fantastic place to visit. One of the most distinctive features of St. Lucia is the pair of stunning mountains that you can explore when you visit. You can go for a hike or simply admire the beauty of the landscape from a distance. The dynamic landscape of this stunning island is defined by rainforest and waterfalls, and you can also go snorkelling or scuba diving and explore the beautiful reefs in the crystal clear water that surrounds St. Lucia.

Lisbon, Portugal

You can also book a trip to Lisbon, which is Portugal’s capital city. The city is defined by colourful buildings set against a delightful coastal backdrop, and it’s far more than just pretty to look at. Lisbon offers plenty to do, including visiting the many museums within the city limits. No matter what topic you’re interested in, Lisbon offers a museum for you. Various institutions cover topics such as Asia, Ancient Art, Western Art, and more. You also have plenty of options for ancient ruins to visit, such as Carmo Church. Lisbon itself is a fascinating historic site and you should spend time in the city simply wandering the alleyways and plazas throughout the city.

Barcelona, Spain

For a Spanish getaway, visit the beautiful city of Barcelona. This destination is rich with culture and history, and there are many fascinating historic structures and sites to visit while you are in the area. La Sagrada Familia is perhaps one of the most famous sites in Barcelona. It’s a basilica which was made with various architectural styles. In addition to the history of the city, Barcelona has a lot to offer as far as culinary experiences go. You can taste some incredible tapas and delicious wine while enjoying the beautiful warm environment.

Hawaii, United States

For a great winter destination, consider a trip to Hawaii. One of the fantastic resorts you can book through Trip Support is the Hilton Hawaiian Village, Waikiki Beach Resort. The hotel features five pools and waterslides, as well as beach access. It also features a beachside lagoon where a celebration of Hawaiian culture is held every Friday evening. Another beautiful resort you can book is The Royal Hawaiian, A Luxury Collection Resort. It’s an iconic resort, known as “the Pink Palace of the Pacific”, which provides a luxurious retreat for travellers. Both hotels are located near the beach as well as near lush forests and fantastic places to explore. Whether you want to go hiking or if you’d prefer to go diving or snorkelling to explore the coral reefs and see all the tropical fish swimming around them, you’ll be able to have an idyllic time in Hawaii when you book your vacation on Trip Support.

Book Now, Pay Later

With the convenient Book Now, Pay Later option you can get closer to your dream vacation without breaking the bank. There are many reasons people choose a book now, pay later option and they all are related to a need for convenience in every aspect of their lives. When you book your flight, hotels, or vacation packages with our Book Now, Pay Later service at TripSupport.ca, you won’t have to deal with any hidden fees or surprise terms, and we don’t conduct credit checks so we can find a deal that works for you without any strikes to your credit score. If you’ve never used Book Now, Pay Later before, here’s how it works: you get to book your flight when it’s convenient for you and then pay the cost of the flight in weekly, bi-weekly, or monthly increments! The best part is that you get to choose some elements of your payment plan so that ultimately what you have is a plan that fits you and your needs. No matter which payment plan you decide to go with, there are many benefits to our Book Now, Pay Later plan! Consider booking your next trip with us today!

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