Dreamy 8-Day Guide to St. Barth's & Anguilla

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Advisor - Angela Marini
Curated By

Angela Marini

  • International Travel

  • St. Barths

  • Anguilla

  • Beaches

  • Luxury Travel

  • Relaxation

  • Island-Life

  • High-End

pool surrounded by palm trees overlooking the ocean during daytime
Curator’s statement

Saint Barth's is like no other island in the Caribbean. It is like you have been transported to the French Riviera. Think St. Tropez, but not so far from home. It is a jet-setter's paradise and always has been. This mountainous island is home to some of the most luxurious hotels and some of the finest dining and nightlife in the world. The main language is French but most of the people speak English as well. On the second part of your stay, you will head to Anguilla where you will rest and recharge before going home. Anguilla is another small island but it is every bit of Caribbean, and not a drop of French but just as exclusive. You can't go wrong with any of the hotels on either island, but I have my favorites.

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Day 1: Arrive in St Barth's

Dreamy 8-Day Guide to St. Barth's & Anguilla - Day 1: Arrive in St Barth's

You will land in Saint Martin because Saint Barths only accepts small and private planes. No major airlines can even fly to this exclusive island. Once at the airport in Saint Martin VIP travel services will take you to your plane to continue on a 20 minute flight to Saint Barths. There are private options and small plane options like Winair and St Barths airlines.

Hosts from either Eden Rock or Cheval Blanc will greet you at the airport and whisk you off to your hotel. You will receive VIP treatment on arrival because that just how they roll in Saint Barths. Go to your room and take in the beautiful views then hit the beach. Eden Rock beach has calmer waters then Cheval Blanc but both are magnificent.

Shower up and plan a late dinner, because Europeans eat late, and start with a cocktail at the hotel bar. I recommend La Guerite in Gustavia (which is the harbour). Make it an early night or dance the night away - It is all up to you!

Day 2: Enjoy a Beach Day

sandy beach next to body of water during daytime

Beach, Beach, Beach! Eat and drink and take in every second of the most comfortable beach chairs you could imagine and such amazing service you won't have to stand up to order food or drinks. That is how much the staff pays attention.

Spend the late afternoon in Gustavia shopping. Then back to the hotel for night two. I recommend Bonito if you can get a reservation (I can get you a reservation). A DJ plays in the background as you dine on traditional french deliciousness, perched upon a mountain with views of the island.

Day 3: Sunday at Nikki Beach

table and chairs with ocean in the background

Try to plan your trip so Sunday is part of it. Sunday funday is everything at Nikki Beach! If you know you know. Enjoy the beach in the morning and take the late afternoon seating. Be prepared to eat, drink and dance on the tables. You may not make dinner after this afternoon so typically we take this evening to have a bit to eat back at the hotel.

Day 4: Explore Nearby Beaches

car on unpaved road next to body of water during daytime

Rent a car and drive the winding, mountainous roads around Saint Barths in search of the most beautiful beaches. I recommend Saline, Shell Beach and Colombier. Back to the hotel and a late dining in a tropical landscape at Tamarin.

Day 5: Travel to Anguilla

man standing near table of food with palm trees in the background

Wake up and have your last breakfast on this amazing island and head to the airport for your private plane to take you to another world for some rest and relaxation. This world is Anguilla where you will live in understated elegance on the other most exclusive island in the Caribbean.

You will be met at the airport and taken to your luxury hotel because that is what there is in Anguilla. All of the hotels are pretty fabulous but my heart is at Cap Juluca where you will relax on the most amazing beach with the hotel provided, Yetti cooler full of waters. A bartender is just steps away ready to make you whatever frozen fabulousness you desire.

You will rest up and then off to an early dinner at Blanchards. Anguilla is the epitome of relaxation where restaurants close early but are no less special than those in Saint Barths.

Days 6-8: Explore the Island of Anguilla

lounge chairs next to pool and palm trees overlooking the ocean

Day 6-8 you will enjoy fabulous beaches. Rent a car and explore the island of Anguilla and dine at the many amazing restaurants. Some of my favorites are Veya, Straw Hat and Hibernia. Believe me, Anguilla is just as fabulous as Saint Barths - just different :)

Advisor - Angela Marini

Travel Advisor

Angela Marini

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For more travel tips, check out my guide to Marrakech: 5 Fabulous Days in Marrakech, Morocco.