Explore the blues of the Caribbean.

The Caribbean is a place of beauty, mystery, and adventure. LaMacchia Travel can help you plan the perfect trip to this amazing region, whether you’re looking for a relaxing beach vacation, an all-inclusive family getaway, or even a destination wedding. The Caribbean is home to some of the world’s most stunning beaches, with white sand and crystal-clear water that will take your breath away. You can also explore ancient ruins, go snorkeling or diving in vibrant coral reefs, or simply enjoy the relaxed lifestyle of the islands. No matter what your vacation dreams are, LaMacchia Travel can make them come true. So start planning your escape to the Caribbean today!

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Meet our Caribbean Experts

  • Eh5a5089 Edit

    Elliott Hogan

  • Anna

    Anna Savaglio

  • Agent Headshots

    Jennifer Butler

  • Jessica Linna

    Jessica Linna

  • Advisor Pages (1)

    Natalie Arians

  • Advisor Pages

    Sydney Malone

  • Alyssa Dial

    Alyssa Dial

  • Deanna Pederson

    Deanna Pederson

  • Rosemarie Passarelli Habel

    Rosemarie Passarelli-Habel

  • Mindy Kleeburg

    Mindy Kleeburg

Deals

  • Dreams Dominicus La Romana5
    Packages
    Dominican Republic, Caribbean

    La Romana Rendezvous: Nonstop Luxury at Dreams Dominicus from Milwaukee!

    3-7 Nights + Nonstop Airfare from MKE

    Starting from $1,079

    per person

    3-7 Nights + Nonstop Airfare from MKE

    Starting from $1,079

    per person

  • Dreams Dominicus La Romana18
    Packages
    Dominican Republic, Caribbean

    Dominican Delight: Discover Dreams Dominicus La Romana from Chicago O'Hare!

    3-7 Nights + Nonstop Airfare from ORD

    Starting from $839

    per person

    3-7 Nights + Nonstop Airfare from ORD

    Starting from $839

    per person

  • Robert Serrano Group
    CruisesEXCLUSIVE
    Rhapsody of the Seas

    Join Milwaukee's Robert Serrano on a Salsa & Sailing group tour through the Caribbean!

    Pre Night Hotel + Cruise

    Starting at $2,830

    per person

    Pre Night Hotel + Cruise

    Starting at $2,830

    per person

  • 2
    Packages
    Dominican Republic, Caribbean

    Adults-Only Oasis: Nonstop from Milwaukee to Secrets Tides Punta Cana!

    3-7 Nights + Nonstop Airfare from MKE

    Starting from $1,339

    per person

    3-7 Nights + Nonstop Airfare from MKE

    Starting from $1,339

    per person

  • Couple On Beach
    Packages
    Dominican Republic, Caribbean

    Beachfront Bliss: Adult Retreat at Secrets Tides Punta Cana from Chicago O'Hare!

    3-7 Nights + Nonstop Airfare from ORD

    Starting from $1,079

    per person

    3-7 Nights + Nonstop Airfare from ORD

    Starting from $1,079

    per person

Popular hotels

Visit one of the top Caribbean hotels.

  • Grand Bavaro Princess (1)
  • Princess Senses The Mangrove Resort (1)
  • Bahia Principe Fantasia Punta Cana (1)
  • Riu Montego Bay (1)
  • Iberostar Waves Dominicana (1)
  • Joia Bavaro By Iberostar (1)
  • Ocean El Faro (1)
  • Melia Punta Cana Beach (1)
  • Melia Caribe Beach Resort (1)
  • Riu Palace Aquarelle (1)