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Overview

St. Maarten/St. Martin and Anguilla Like a Local Expat
Philipsburg, Sint Maarten
Duration: 7 days
Yaala Travel & Relocation image
Yaala Travel & Relocation
$2,499
Deposit: $500

About your trip

Immerse yourself in island life on this thoughtfully curated 6-night, 7-day journey to St. Maarten / St. Martin (SXM) — a destination where two nations share one vibrant island and Caribbean ease meets European charm.

Designed in true Yaala Travel & Relocation fashion, this experience goes beyond a typical vacation. It blends cultural discovery, effortless logistics, and elevated leisure so you can explore deeply while moving with intention. Guided by the perspective of an expat who called the island home for four years, you’ll gain insider access to both iconic highlights and under-the-radar gems that most travelers miss.

Relax on powder-soft beaches like Mullet Bay and Orient Bay. Witness the world-famous plane landings at Maho Beach. Wander colorful streets in Philipsburg and Marigot, where Dutch and French influences shape everything from architecture to daily rhythm. Savor long, unhurried meals in what many call the culinary capital of the Caribbean — from seaside lolo’s to refined waterfront dining.

Your journey also includes a private boat charter to the crystal-clear waters of Anguilla, where turquoise horizons and serene beaches invite you to fully unplug.

This is not just a trip — it’s an invitation to slow down, connect, and experience the Caribbean with depth, ease, and cultural appreciation. With carefully curated experiences, seamless coordination, and space for both exploration and restoration, Yaala creates the freedom for you to simply arrive — and belong.

About the Organizer

This experience is curated by Eddie “Trey” Breaux, founder of Yaala Travel & Relocation.

In 2022, Trey relocated with his family from the United States to St. Maarten, where he spent several years immersing himself in the island’s culture, lifestyle, and community. Living on the island provided him with a unique perspective beyond the typical tourist experience — discovering hidden beaches, local restaurants, cultural traditions, and the everyday rhythms that make the Friendly Island so special. Through this experience, he developed a deep appreciation for the island and is excited to share many of his favorite places and insights with fellow travelers.


Trey’s passion for meaningful travel began earlier in his journey as a Peace Corps Volunteer in Mali, West Africa, where he spent over two years living and working within a local community. That transformative experience sparked a lifelong commitment to cultural exploration and global connection.


Through Yaala Travel & Relocation, Trey creates thoughtfully curated travel experiences that go beyond traditional tourism — designed to help travelers slow down, engage with local culture, and experience destinations in a more authentic and meaningful way.

This itinerary is based on Trey’s four years of living on St. Maarten and exploring the island as a resident.

Terms & Conditions

By booking a trip with Yaala LLC, you acknowledge that you have read, understood, and agreed to the following Terms & Conditions.

1. Booking & Payment Terms

A deposit or full payment (as specified at booking) is required to secure your reservation.

All payment deadlines must be met according to your agreed installment schedule.

Late Payments

  • A $50 late fee will be automatically assessed on the fifth (5th) day following a missed payment.

  • Reservations will be automatically canceled after two (2) missed monthly installment payments.

  • All payments made prior to cancellation due to non-payment will be forfeited and are non-refundable.

Clients are solely responsible for managing payment deadlines. Yaala LLC is not responsible for issuing reminders.

2. 24-Hour Cancellation Window

Pursuant to applicable U.S. regulations, you may cancel your booking within twenty-four (24) hours of purchase for a full refund, provided the booking was made at least seven (7) days prior to departure.

After the 24-hour period expires, all payments are:

  • Final

  • Non-refundable

  • Non-transferable

  • Not eligible for credit

This applies regardless of the reason for cancellation.

3. Mandatory Travel Insurance

Travel insurance is required for all Yaala LLC trips.

All participants must purchase comprehensive travel insurance coverage that includes, at minimum:

  • Trip cancellation/interruption coverage

  • Emergency medical coverage

  • Emergency evacuation coverage

Insurance must be purchased within seven (7) days of booking or before the final payment deadline (whichever comes first).

Yaala LLC reserves the right to request proof of insurance at any time prior to departure.

Failure to provide proof of adequate travel insurance by the required deadline may result in cancellation of your reservation at Yaala LLC’s discretion. In such cases, all payments made will remain non-refundable.

Failure to obtain travel insurance does not waive any portion of this cancellation policy, and Yaala LLC shall not be liable for any losses, medical expenses, evacuation costs, delays, or other damages incurred.

4. Flights & Independent Travel Arrangements

Unless explicitly stated otherwise in writing, clients are solely responsible for securing international and domestic airfare.

Yaala LLC is not responsible for:

  • Flight price increases

  • Airline schedule changes

  • Missed flights

  • Denied boarding

  • Airline cancellations

Cancellations resulting from flight issues will not qualify for refunds or credits.

5. Travel Documentation & Entry Requirements

Travelers are solely responsible for ensuring compliance with all:

  • Passport validity requirements

  • Visa requirements

  • Vaccination requirements

  • Health documentation

  • Customs and entry regulations

No refunds or credits will be issued if a traveler is denied boarding or entry due to failure to obtain required documentation.

Changes in government regulations, airline policies, or health requirements that impact travel plans do not constitute grounds for refund.

6. Right to Cancel, Modify, or Postpone

Yaala LLC reserves the right to cancel, modify, or postpone any trip due to circumstances beyond its control, including but not limited to:

  • Natural disasters

  • Political unrest

  • Acts of God

  • Government restrictions

  • Public health emergencies

  • Supplier insolvency

  • Safety concerns

In such instances, Yaala LLC will make reasonable efforts to provide a transfer to a future trip or partial refund where recoverable from suppliers. However, Yaala LLC is not responsible for non-refundable third-party expenses.

7. Limitation of Liability

Yaala LLC acts solely as an intermediary between travelers and third-party suppliers (including hotels, airlines, transportation providers, and tour operators).

Yaala LLC shall not be held liable for:

  • Personal injury

  • Property damage

  • Financial loss

  • Delays

  • Accidents

  • Acts of negligence by third parties

By booking with Yaala LLC, you voluntarily assume all risks associated with travel.

8. Cancellation Procedure

All cancellation requests must be submitted in writing via email to:

trey@yaalatravel.com.

Cancellations are not valid via phone, text message, social media, or online portal.

The effective cancellation date will be the date written notice is received.

What's included

Accomodations

Single or double accommodations (4-star or better rating)

Select meals

Daily breakfast (6), select lunches (3) and select dinners (2) will be provided

Day trip to Anguilla

Alchoholic beverages and lunch included for this excursion

Included tours

Will be confirmed on final itinerary

Airport transfers

Round Trip airport transfers on days of arrival and departure (only at specified times)

Transportation

Transportation to all included excursions and meals

Guides

Tipping is extra and required

What's not included

Airfare (flights)

Airfare to and from SXM is not included

Tips

Amount of $175 will be collected on day 1

Additional meals

Meals not identified on the itinerary are traveler's responsibility

Payment processing fees

Anguilla immigration tax

Approximately $35, will be collected with tips

Day 1: Arrival

Day 1: Arrival image

Arrival – Welcome to the Friendly Island

Arrive in St. Maarten and settle into island time. Enjoy a free afternoon for beach relaxation or casual stroll before gathering for an included welcome dinner to kick off the experience.

Day 2: Dutch Sun Fun

Day 2: Dutch Sun Fun image

Exploring Mullet & Maho Beaches

Spend the day soaking up the sun at two of the island’s most iconic beaches. Relax at Mullet Bay and witness the thrilling low-flying plane landings at Maho Beach.

Day 3: Dutch Vibes

Day 3: Dutch Vibes image

Exploring the Dutch side capital of Philipsburg, and Simpson Bay area

Explore the colorful capital of Philipsburg with time for shopping, sightseeing, or optional tours. Later, unwind and enjoy the lively atmosphere of Simpson Bay.

Day 4: Anguilla Day Trip

Day 4: Anguilla Day Trip image

Boat charter to visit beautiful beaches of Anguilla

Set sail on a boat charter to the stunning beaches of Anguilla. Swim, relax, and indulge in included lunch and drinks while enjoying crystal-clear waters.

Day 5: French Flair

Day 5: French Flair image

Exploring the French side capital of Marigot

Discover the charm of the French capital, Marigot. Stroll the waterfront, browse local shops, savor fresh pastries from French bakeries, and enjoy an included lunch at the traditional lolo’s.

Day 6: French Sun Fun

Day 6: French Sun Fun image

Relaxing on the beautiful French side beaches

Unwind on the beautiful beaches of Grand Case or Orient Bay. Enjoy an included lunch and gather in the evening for a memorable farewell dinner.

Day 7: Departure

Day 7: Departure image

Saying goodbye to the Friendly Island

As our time on this beautiful island comes to an end, take the morning to soak in the last moments of the Caribbean breeze, enjoy a leisurely breakfast, and reflect on the incredible experiences you've had before departing with unforgettable memories of the Friendly Island.

Location

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1. Philipsburg, Sint Maarten

Philipsburg, Sint Maarten

About your organizer

"Yaala" is derived from the Malian West African language Bamanankan, meaning "to wander or cross." This name embodies our mission to inspire exploration and cultural immersion for travelers, digital nomads and flexible professionals, and retirees. Yaala Travel & Relocation specializes in providing immersive cultural experiences and comprehensive logistical support to travelers, digital nomads, flexible professionals, and retirees who have the freedom to travel and/or live and work from various international locations.

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