SKY HIGH SOCIETY 10-YEAR ANNIVERSARY COLLECTION

Celebrating 10 years of helping travelers explore the world through curated group experiences.

PERFECT FOR:

  • Couples
  • Solo travelers
  • Friends traveling together
  • Beach lovers
  • All-inclusive resort lovers
  • Travelers who enjoy nightlife and entertainment
  • Travelers wanting to experience St. Barts or Anguilla
  • Travelers who want a balance of relaxation and exploration
  • Travelers interested in experiencing both French and Dutch Caribbean culture
  • Travelers seeking a stress-free group vacation
  • Anyone celebrating a special occasion

DESTINATION: St. Martin

8/2/2028-8/7/2028

WHY YOU’LL LOVE THIS TRIP

Celebrate Sky High Society’s 10-Year Anniversary in paradise with an adults-only, all-inclusive escape to St. Martin. Enjoy the energy of the Dutch side, the charm of the French side, turquoise Caribbean waters, beautiful beaches, vibrant island culture, and plenty of time to relax. From the famous planes at Maho Beach to exploring both sides of this unique island, this anniversary experience blends relaxation, fun, culture, and unforgettable memories.

BUCKET-LIST EXPERIENCES

  • Watch planes soar overhead at world-famous Maho Beach.
  • Experience both the Dutch and French sides of one Caribbean island.
  • Enjoy turquoise water, white-sand beaches, and Caribbean sunshine.
  • Discover French-Caribbean culture, cuisine, and scenery.
  • Experience the energy, dining, shopping, and nightlife of the Dutch side.
  • Enjoy a curated island excursion.
  • Take advantage of convenient access to nearby islands such as St. Barts and Anguilla.
  • Capture unforgettable Caribbean photos throughout the trip.
  • Celebrate Sky High Society’s 10-Year Anniversary in paradise.

WHAT MAKES THIS TRIP SPECIAL

  • Exclusive Sky High Society 10-Year Anniversary Collection experience.
  • Experience two distinct cultures on one island.
  • Adults-only, all-inclusive resort accommodations.
  • Carefully curated balance of resort relaxation, island exploration, and group experiences.
  • Professionally planned transportation and logistics.
  • Travel with fellow adventurers while creating unforgettable memories.

PRICE

AIR AND LAND PACKAGE

Double Occupancy: $$3,900 per person
Single Occupancy: $1200 additional
Deposit: $300 per person
Payment Plan (Double Occupancy): 18 monthly payments of $200
Payment Plan (Single Occupancy): 18 monthly payments of $272.22

LAND ONLY PACKAGE
Double Occupancy: $3,360 per person
Single Occupancy: $1200 additional
Deposit: $300 per person
Payment Plan (Double Occupancy): 18 monthly payments of $170
Payment Plan (Single Occupancy): 18 monthly payments of $236.67

WHAT’S INCLUDED

  • Roundtrip airfare from JFK with the Air & Land package (alternate airports available for
    additional cost)
  • 5 nights accommodations
  • Adults-only, all-inclusive resort experience
  • Meals and beverages included according to the resort’s all-inclusive program
  • Roundtrip airport transfers
  • One included excursion
  • 30 minute massage
  • St. Barts ferry
  • Sky High Society 10-Year Anniversary gift

WHAT’S NOT INCLUDED

  • Travel Insurance
  • Transportation to JFK
  • Optional excursions and activities
  • St. Barts ground transportation, meals, beach clubs, shopping, and personal expenses unless
    specifically included
  • Anguilla day trips or ferry transportation unless specifically added
  • Personal expenses
  • Gratuities where applicable
  • Anything not specifically listed under “What’s Included”

HIGHLIGHTS

  • Maho Beach
  • Dutch Side – Sint Maarten
  • French Side – Saint-Martin
  • Adults-only all-inclusive experience
  • Caribbean beaches and turquoise water
  • Island sightseeing
  • Shopping and dining
  • Vibrant nightlife
  • Nearby access to St. Barts and Anguilla
  • Sky High Society 10-Year Anniversary celebration

INCLUDED EXPERIENCES

  • Adults-only, all-inclusive resort experience
  • Explore the Dutch and French sides of St. Martin
  • Visit the famous Maho Beach area
  • 30 minute massage
  • One curated group excursion
  • St. Barts ferry
  • Free time to enjoy the resort, beach, shopping, dining, and nightlife
  • Roundtrip airport transfers
  • Roundtrip airfare from JFK with the Air & Land package
  • Sky High Society 10-Year Anniversary gift

10-YEAR ANNIVERSARY COLLECTION EXCLUSIVE

This unforgettable Caribbean escape is part of Sky High Society’s exclusive 10-Year Anniversary Collection, celebrating a decade of bringing travelers together to experience the world. This is the official Sky High Society anniversary trip. St. Martin was selected to offer a different side of the anniversary collection: an adults-only, all-inclusive celebration combining beautiful beaches, two cultures on one island, relaxation, nightlife, and easy access to neighboring Caribbean destinations.

WHY BOOK EARLY

  • Lock in your reservation before the trip sells out.
  • Once spots are filled, pricing will increase.
  • Enjoy affordable monthly payments.
  • Give yourself plenty of time to prepare for your international adventure.
  • Secure your place on Sky High Society’s official 10-Year Anniversary Caribbean celebration.

DEPOSITS & PAYMENTS

A non-refundable deposit of $300 per person secures your reservation. Air & Land travelers will make 18 monthly payments of $200. Land Only travelers will make 18 monthly payments of $170. Payments may be made early or in larger amounts at any time. Final payment must be received by the published final payment deadline.

WHY TRAVEL WITH SKY HIGH SOCIETY

When you travel with Sky High Society, you’re more than a traveler—you’re family. We specialize in professionally curated group experiences that combine exceptional value, personalized service, and unforgettable memories. From the moment you book until you return home, every detail is thoughtfully planned so you can relax and fully enjoy your journey.

FREQUENTLY ASKED QUESTIONS

Yes. A valid U.S. passport is required for international travel.

Yes. Roundtrip airfare from JFK is included with the Air & Land package. Airfare is not included with the Land Only package.

Absolutely. Solo travelers are welcome. Single occupancy pricing is subject to availability and will be quoted separately.

The St. Barts ferry is included. Additional expenses while visiting St. Barts are not included
unless specifically stated in your final itinerary.

Anguilla will be offered as an optional day trip and extension. Any optional ferry, transportation, meals, or activities would be an additional cost.

No. Travel insurance is optional but strongly recommended.

Alternative departure airports may be available for an additional cost.

Final travel documents will be emailed approximately 30 days before departure.

TRAVEL INSURANCE

Travel insurance is not included in your package price but is strongly recommended. Insurance options will be available at the time of booking.

PASSPORT REQUIREMENTS

A valid U.S. passport is required for travel. Each traveler is responsible for ensuring that all passport and entry requirements applicable at the time of travel are met before departure. Travelers participating in optional or included visits to neighboring islands are also responsible for meeting the applicable entry requirements.

ADDITIONAL INFORMATION

  • Itinerary is subject to change.
  • Comparable accommodations may be substituted if necessary.
  • Travel insurance is strongly recommended.
    The official currency on the Dutch side is the Netherlands Antillean guilder, while the U.S.
    dollar is widely accepted.
    The official currency on the French side is the Euro (€).
    A detailed travel packet will be sent before departure.
    Optional activities are subject to availability, weather, and local operating schedules.

AVAILABILITY DISCLAIMER

This experience is on a first-come, first-served basis. Availability is not guaranteed until your deposit has been received and your reservation has been confirmed by Sky High Society.

PRICING DISCLAIMER

All pricing is based on double occupancy and is subject to change until your reservation is confirmed with a deposit. Prices, airfare, taxes, resort charges, ferry costs, and supplier-imposed fees are subject to adjustment prior to booking. Optional excursions, gratuities, personal expenses, and items not specifically listed under What’s Included are not included in the package price.

A MESSAGE FROM TARSHIA

Thank you for considering Sky High Society for this special 10-Year Anniversary escape to St. Martin. After a decade of creating unforgettable experiences around the world, I wanted this celebration to include time to relax, have fun, experience something new, and simply enjoy paradise together. From the energy of the Dutch side to the charm of the French side, I cannot wait to share this beautiful island with you. Whether this is your first trip with us or one of many, I
look forward to celebrating 10 incredible years and creating even more memories together. This is the official 10 year anniversary trip!