203-929-6000

Cayman Islands · Planned start to finish

Grand Cayman, from Seven Mile Beach to the table

Traveland plans personal trips to the Cayman Islands, from a week on Seven Mile Beach to the island’s biggest food weekend each January. We take care of the flights, the hotel and the details, from the first conversation to your flight home, so your time goes into enjoying the trip. 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

Event · January 14 to 17, 2027

Cayman Cookout, January 14 to 17, 2027

Every January, The Ritz-Carlton, Grand Cayman hosts Cayman Cookout: three days of chefs and winemakers led by Eric Ripert, with tastings, demonstrations and dinners on Seven Mile Beach. Past years have brought José Andrés and Daniel Boulud. For 2027 the resort offers Cookout packages of three nights or more, with an ocean-view balcony room, daily breakfast for two, airport transfers, and tickets for two to the Barefoot BBQ, Grown in Cayman, the After Glow Celebration and five culinary demonstrations. Keep one evening for Blue by Eric Ripert and its seven-course tasting menu. We’ll put the flights, the room and the package into one plan.

  • January 14 to 17, 2027, at The Ritz-Carlton, Grand Cayman
  • Hosted by Eric Ripert; past guests include José Andrés and Daniel Boulud
  • Packages from three nights: ocean-view balcony room, breakfast for two, airport transfers
  • Two tickets each to the Barefoot BBQ, Grown in Cayman, the After Glow Celebration and five demonstrations
  • Blue by Eric Ripert holds the 2026 Forbes Travel Guide Five-Star rating

When: Festival January 14 to 17, 2027. Rooms are limited, so ask early.

Request a quote

    Prefer to talk?

    Choose a time for a call with one of our advisors.

    Working with us

    How do we plan your journey?

    01

    A conversation

    Tell us how you like to travel, who is coming, and what you hope to feel. There is no charge to begin.

    02

    An itinerary made for you

    We design the route, hotels, transfers and experiences, then refine them with you, so you skip the hours of research and comparison.

    03

    Every detail handled

    We book the flights, stays, cruises and tours and keep track of every confirmation, so all you have to do is enjoy the journey.

    Keep exploring

    Other regions we plan

    Each region has its own page with the destinations we plan most often.

    Italy, France, Greece, Spain, Portugal, Croatia, Ireland, Switzerland and the Nordics, from Paris and the Amalfi Coast to Alpine villages.

    Japan, South Korea, Thailand, the Philippines, the Maldives, Australia, New Zealand, Fiji, Tahiti and the Hawaiian Islands.

    The United States and Canada, Alaska and the Yukon, Costa Rica, Peru, Chile, Colombia and Buenos Aires.

    Dubai, Abu Dhabi, Qatar, Saudi Arabia, Jordan, Israel, Egypt, Morocco and South Africa.

    Inquire

    Begin the conversation

    Tell us a little about the journey you have in mind. One of our advisors will reply personally.

      Prefer to talk?

      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