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

  • Anna

    Anna Savaglio

  • Agent Headshots

    Jennifer Butler

  • Jessica Linna

    Jessica Linna

  • Stacy Frederick

    Stacy Frederick

  • 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

  • Celebrity Apex (14)
    Cruises
    Celebrity Apex

    Unwind and Explore: 7-Night Caribbean Cruise on Celebrity Apex

    7 Night Cruise in Veranda Cabin

    Starting at $1,420

    per person

    7 Night Cruise in Veranda Cabin

    Starting at $1,420

    per person

  • Joia Rose Hall By Iberostar (24)
    Packages
    Jamaica, Caribbean

    Montego Luxe: Discover Elegant Tranquility at JOIA Rose Hall with Flights from Milwaukee!

    7 Nights + Nonstop Airfare from MKE

    Starting from $2,549

    per person

    7 Nights + Nonstop Airfare from MKE

    Starting from $2,549

    per person

  • Royalton Bavaro 1
    PackagesEXCLUSIVE
    Dominican Republic, Caribbean

    Spring Break! March 21-28, 2025

    7 Nights + Nonstop Air from MKE + Transfers

    Starting from $2,137

    per person

    7 Nights + Nonstop Air from MKE + Transfers

    Starting from $2,137

    per person

  • Jumping Off Sail Boat
    Cruises
    Norwegian Encore

    Sail from Miami on Norwegian Encore to Great Stirrup Cay, Puerto Plata, St. Thomas, and Tortola for 7 days of Caribbean bliss.

    7 Night Cruise in Balcony Cabin

    Starting at $1,435

    per person

    7 Night Cruise in Balcony Cabin

    Starting at $1,435

    per person

  • Lifestyle 2
    Cruises
    Norwegian Epic

    Caribbean calling: Ocho Rios falls, Grand Cayman shipwrecks, and Great Stirrup Cay's sands. 7 nights of paradise!

    7 Night Cruise in Balcony Cabin

    Starting at $1,239

    per person

    7 Night Cruise in Balcony Cabin

    Starting at $1,239

    per person

  • Radiance Of The Seas (8)
    Cruises
    Radiance of the Seas

    Beyond the Horizon: Embark on an Unforgettable 7-Night Bahamas Adventure Aboard Radiance of the Seas!

    7 Night Cruise in Balcony Cabin

    Starting at $861

    per person

    7 Night Cruise in Balcony Cabin

    Starting at $861

    per person

Popular hotels

Visit one of the top Caribbean hotels.

  • Joia Rose Hall By Iberostar (1)
  • Hilton La Romana Images (1)
  • Hilton Rose Hall Image (1)
  • Jewel Grande (1)
  • Hyatt Zilara Cap Cana (1)
  • Hyatt Zilara Rose Hall (1)
  • Hyatt Ziva Rose Hotel 1 (1)
  • Hyatt Ziva Cap Cana 1 (1)
  • Sanctuary Cap Cana (1)
  • Paradisus Grand Cana (1)