Classic Vacations · Hand-selected hotels and resorts
At Traveland, we plan Classic Vacations trips from start to finish. Since 1978, Classic Vacations has paired travelers with hand-selected hotels and resorts in Europe, Hawaii, the Caribbean, Mexico, North America and Africa, often with exclusive amenities. We choose the right property, flights and transfers with you, so your time goes into the vacation. We are a family-owned travel agency in Connecticut, planning trips since 1978 as a member of the Signature Travel Network.
Since 1978Family-owned and operated
Signature Travel NetworkMember agency
Orange & BridgeportTwo Connecticut offices
Every detail handledSo you can simply enjoy the trip
Why Classic Vacations
Hand-picked hotels, curated experiences and guidance from start to finish.
Properties chosen for each destination, with exclusive amenities at many of them.
Explore one Hawaiian island in depth, or move between several.
Retreats in Mexico for couples, families and friends.
Ski hotels in Aspen, Beaver Creek, Telluride, Vail and Park City, with summer options too.
Destinations
Classic Vacations plans stays across six regions. These are three that travelers ask us about.
Retreats with all-inclusive options for couples, families and friends.
A single island in depth, or several islands in one trip.
A collection of island retreats, including secluded hideaways.
Working with us
01
Tell us how you like to travel, who is coming, and what you hope to feel. There is no charge to begin.
02
We design the route, hotels, transfers and experiences, then refine them with you, so you skip the hours of research and comparison.
03
We book the flights, stays, cruises and tours and keep track of every confirmation, so all you have to do is enjoy the journey.
Questions
Classic Vacations has been arranging trips since 1978.
Classic Vacations offers stays in Europe, the Hawaiian Islands, the Caribbean, Mexico, North America and Africa.
Classic Vacations offers hand-selected hotels in Greece, Italy, England, France, the Netherlands, Portugal, Spain and Switzerland.
Yes. Classic Vacations offers ski hotels in Aspen, Beaver Creek, Telluride and Vail in Colorado and Park City in Utah, with mountain biking, hiking and lakeside stays in summer.
Yes. In southern Africa, Classic Vacations offers tented camps in the Okavango Delta and a boutique hotel in the Cape Winelands.
Planning a trip like this can take many hours of research, comparison and booking. We do that work for you, draw on decades of experience to get the details right, and keep every confirmation in one place, so you can spend that time looking forward to the journey.
We are a family-owned travel agency in Connecticut, with offices at 564 Racebrook Road in Orange (203-929-6000) and 4270 Main Street in Bridgeport (203-371-1114).
Inquire
Tell us a little about the trip you have in mind. One of our advisors will reply personally.
Choose a time for a call with one of our advisors.
Orange
564 Racebrook Road, Orange, CT 06477
203-929-6000
Bridgeport
4270 Main Street, Bridgeport, CT 06606
203-371-1114
Monday to Friday, 9am to 6pm
info@traveland.net
