Summer  ·  Caribbean family resorts

Summer in the Caribbean,
a long family week.

Warm water. Long days. Space to share.

What mattersThe hotelsQuestionsPlan Your Stay
Eden Roc Cap Cana
Eden Roc Cap Cana
What to look for

The best Caribbean family resorts for summer.

School is out, so summer is when grown children and grandchildren can stay longer. A villa or a two-bedroom suite makes a long week easy: a kitchen or terrace for lunch, and a bedroom for each family.

We note what each hotel says about its summer water, and we lead with the room. These five do it well.

The hotels

Where we’d send you.

Beach Enclave
01Providenciales · a full villa

Beach Enclave

Book a full villa: a multi-bedroom home with a private pool and full kitchen, in one of three beachfront enclaves. Summer brings warmer water, and our booking adds daily breakfast, a resort credit and a kiteboard lesson.

For the kids

  • Your own beachfront villa, two to seven bedrooms, private pool, butler and personal chef
See the hotel →
Four Seasons Resort and Residences Anguilla
02Anguilla · villas and residences

Four Seasons Anguilla

Ask for a villa or residence; the resort keeps both alongside its hotel rooms on the bluff between Meads Bay and Barnes Bay. Summer brings calm water to Anguilla, and breakfast is for up to two guests per bedroom.

For the kids

  • Free Kids For All Seasons, ages 5–12
  • Zero-entry kids’ pool
  • Kids 5 and under eat free
See the hotel →
Rosewood Little Dix Bay
03Virgin Gorda · Two-Bedroom Suite

Rosewood Little Dix Bay

Take a Two-Bedroom Suite or a Villa, which raises the credit on our booking to $200 in total. The half-mile crescent of sand sits on a quiet bay, and summer brings calm, warm water.

For the kids

  • Rosewood Explorers kids’ club
  • Kids’ yoga
  • Babysitting and full baby kit
See the hotel →
Eden Roc Cap Cana
04Cap Cana · suites with private pools

Eden Roc Cap Cana

The suites here come with private pools, inside the gated Cap Cana estate, with a beach club on Juanillo’s white sand. Summer brings warmer water, and Punta Cana’s airport is twenty minutes away.

For the kids

  • Koko Kid's Club, ages 4–12, a tree house on its own lagoon
  • Bunk-bed family suites with private pools
See the hotel →
COMO Parrot Cay
05Private island · Beach House

COMO Parrot Cay

Ask for a Beach House category, which carries a $200 total credit when booked through us. COMO’s own island has a mile of empty white sand, summer brings warmer water, and the resort’s boat makes the short crossing from Providenciales.

For the kids

  • Play by COMO, ages 4–12
  • Free kayaks, paddleboards & bikes
  • Villas with private pools on the beach
See the hotel →
Four Seasons Resort and Residences Anguilla
Four Seasons Resort and Residences Anguilla
Beach Enclave
Beach Enclave
Four Seasons Resort and Residences Anguilla
Four Seasons Resort and Residences Anguilla
Rosewood Little Dix Bay
Rosewood Little Dix Bay
Eden Roc Cap Cana
Eden Roc Cap Cana
COMO Parrot Cay
COMO Parrot Cay
Beach Enclave
Beach Enclave
Four Seasons Resort and Residences Anguilla
Four Seasons Resort and Residences Anguilla
Rosewood Little Dix Bay
Rosewood Little Dix Bay
Eden Roc Cap Cana
Eden Roc Cap Cana
Plan it with us

Make it a longer week.

Summer gives the family time to stay. Send us your dates and who’s coming, and we’ll tell you which villa or suite fits the group.

Check my dates

Questions, answered.

Which of these hotels have a kids’ club?

Here is what each hotel runs for children. Four Seasons Resort and Residences Anguilla: Kids For All Seasons, ages 5 to 12; Rosewood Little Dix Bay: Rosewood Explorers; Eden Roc Cap Cana: Koko Kid's Club, ages 4 to 12; COMO Parrot Cay: Play by COMO, ages 4 to 12. We confirm hours and booking for your dates.

Which Caribbean family resort is best for summer with three generations?

Beach Enclave, for a full multi-bedroom villa with its own pool and kitchen. For separate bedrooms in one suite, Rosewood Little Dix Bay’s Two-Bedroom Suites.

Which Caribbean islands have calm water in summer?

By each hotel’s own notes: summer brings calm water to Anguilla, at Four Seasons Anguilla, and calm, warm water to Virgin Gorda, at Rosewood Little Dix Bay. Turks and Caicos and Cap Cana get warmer water.

Which summer family resorts have a private pool?

Beach Enclave’s villas and Eden Roc Cap Cana’s Luxury Pool suites come with private pools.

Is the rate the same as booking direct?

Yes. At every hotel on this list you pay the hotel’s own rate, and our booking adds the Virtuoso extras in writing, such as daily breakfast and a hotel credit.

Do I pay you or the hotel?

You pay the hotel directly. We confirm availability and the rate, attach any amenities in writing and hold the suite or villa. There is no fee from us.

Amanyara, Turks & Caicos

Tell us your dates. We’ll handle the rest.

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