“You Make the Memories, We’ll Make the Arrangements”

On this suggested Culebra to Puerto Rico Itinerary, you will explore the Spanish Virgin Islands. These are the islands of Culebra and Vieques which are both part of Puerto Rico. These islands are laid-back and charming with very friendly locals. In addition, they live strictly by “island time”.

You can go hiking, kayaking, or island hopping. But, the main attraction however is the magnificent beaches. Large areas of Vieques and Culebra are included in a National Wildlife Refuge. This provides great natural diversity. And they are home to an incredible variety of plant and animal life. Both above and underwater. These islands are heaven for nature lovers. 

A catamaran sailing on Culebra to Puerto Rico Itinerary
Truly beautiful and luxurious catamaran True Story can be your incredibly comfortable home for your Culebra to Puerto Rico Itinerary.

Here is a 7-night sailing itinerary sample provided. This would also showcase the charm and great benefit of a yacht charter: The itinerary can be flexible.

Culebra to Puerto Rico Sample Itinerary

Day 1 – Dewey, Culebra to Dakity Reef 

Exploring the town of Dewey will be the perfect start to your yacht charter.

  • Look for pretty murals that decorate the streets of Dewey, Culebra’s only town.
  • Try a Piña Colada at The Dinghy Dock or at Mamacitas.
  • Try local delicacies like stuffed cassava mofongo and fried plantains; grilled lobster tail and fresh mahi-mahi.
  • Dine right on the dock and relax.
  • Have lunch on board after meeting your crew.

After a brief safety meeting, the captain will set sail through Ensanada Honda south to Ensanada Dakity. This is one of the most spectacular anchorages in the area. A calm bay surrounded by a beautiful reef.

Dewey, Culebra - Culebra to Puerto Rico Itinerary
Dewey, Culebra


Some fun activities you can do on your first sailing day.

  • Kayaking 
  • Stand Up Paddleboarding (SUP) 
  • Snorkel and Scuba Dive 
  • Beaches 
  • Stargazing 

Then enjoy being swayed to sleep on your incredibly comfortable yacht. 

snorkeling - Culebra to Puerto Rico Itinerary
Snorkeling the Spanish Virgin Islands

Day 2 – Dakity Reef, via Bahía de Almodóvar to Culebrita Culebra to PuertoRico Itinerary

Enjoy snorkeling the reef after a delicious breakfast on board your yacht. A meal created with lots of love. And by all means to your specifications, by your personal chef. 

This morning’s sail will take you to Bahía de Almodóvar. Facing east towards St Thomas, it is a calm mangrove harbor with a coral reef barrier. This bay is nicely protected from all waves and swells. 

Bahía de Almodóvar Activities

Take the opportunity to enjoy the following:

  • Snorkeling
  • Paddleboarding
  • Kayaking 

After your short visit to this beautiful bay, about an hour’s sail will bring you to one of the most magnificent little cays in the Caribbean, Culebrita. This island lies just east of Culebra. Indeed a truly small, uninhabited corner of paradise. The entire island is a wildlife refuge. Therefore, turtle sightings are common. Moreover, four species are known to nest on the beautiful beaches surrounding Culebrita.

Culebrita Activities

Here are some of the popular activities in the area:

  • Beach – Explore Tortuga Beach. This is the main beach in Culebrita. This is home to the feeding grounds for green turtles, which can be seen here frequently. Should you be here at the right time of the year, February through August, you might be able to witness turtle eggs hatching.
  • Stargazing At night you will be able to see an incredibly clear star-speckled horizon. Relish this evening while sipping on a delicious pina colada.

Day 3 – Explore Culebrita | Culebra to Puerto-Rico Itinerary

Wake up to the tantalizing smells of an incredibly delicious breakfast. Giving you the energy needed for an active day on Culebrita.


Here are the ultimate activities to try with your friends and family.

  • Snorkel. Spot some turtles. They are more active early in the morning.
  • Explore the tide pools.
  • Hike from Playa Tortuga to one of the oldest lighthouses in the Caribbean.
  • Beach bumming.
  • Try bathing in the Jacuzzi at the end of the Playa Tortuga hike. Since the water is shallow, it is very warm. Hence, it feels like a “bath” or a “jacuzzi.” However, locals call these “pozitas”.

Day 4 – Culebrita to Bahia Flamenco and Cayo Luis Peña 

Flamenco Beach - Culebra to Puerto Rico Itinerary
Flamenco Beach, Culebra

Day four brings our Culebra to Puerto Rico Sailing Itinerary to Bahia Flamenco. And the amazing island of Cayo Luis Peña. Bahia Flamenco was named one of the most beautiful beaches in the world by the Discovery Channel. You will in fact find it the ideal place to stop, swim and snorkel. Before sailing to Cayo Luis Peña for an overnight stay. 

Flamenco Beach Activities

  • Sunbath 
  • Snorkel 
  • Photography 

After such a fun experience it is time to sail around the northwest corner of Culebra. To the small uninhabited island of Cayo Luis Peña. It is part of the Culebra National Wildlife Refuge.

With numerous hiking paths and spectacular beaches. This area is a sea turtle sanctuary. It is very likely that you will be able to see them up close while snorkeling or diving.

Activities Cayo Luis Peña | Culebra to Puerto Rico Itinerary

  • Relax on nice sheltered beaches.
  • Snorkel and dive 
  • Hike 

Day 5 Cayo Luis Peña to Bahia Salina del Sur, Vieques

Wreck Diving - Culebra to Puerto Rico Itinerary
Wreck Diving on Vieques

On day five of your incredible sailing adventure, you will sail southbound for approximately 3-4 hours towards the island of Vieques. It is not crowded and shows natural beauty everywhere. The area was under US military control from 1941 until 2003. For this reason, Vieques has remained relatively untouched by development. In addition, it has the largest natural wildlife refuge in the Caribbean. Vieques is part of the United States. But it might as well be another planet. Pristine beaches and gorgeous coral reefs. In addition to wild horses and roaming goats that stroll all throughout the island. And a bioluminescent bay that glows with every paddle stroke. After rounding the eastern tip, you will sail to Bahia Salina del Sur.


  • Explore the bay for shipwrecks.
  • Stargaze right on the upper deck of your yacht.

Day 6 – Sail Bahia Salina del Sur along the Southern Vieques coast to Ensenada Sun Bay and Esperanza | Culebra to Puerto Rico Itinerary

After breakfast, you will leisurely sail along the southern coast of Vieques. This is also an unforgettable beautiful experience. Each bay is more charming than the next. Your destination today is gorgeous Sun Bay. With its incredibly beautiful beach. And the close-by town of Esperanza.

Ensanada Sun Bay - Culebra to Puerto Rico Itinerary
Ensanada Sun Bay, Vieques


  • Take a leisurely hike on the beach. Some wild Paso Fino horses might join you on your walk.
  • Explore the bay by snorkeling, paddle boarding, kayaking, or hiking.
  • Esperanza – Take the dinghy to the fun and laid-back small town of Esperanza.
  • Then walk along the main street, called El Malecón. It is lined with some bars and restaurants.
  • Visit the small but very interesting and educational Vieques Conservation and Historical Trust museum
  • Take a nighttime Bioluminescent Bay kayak tour in Mosquito Bay.
Esperanza Bay - Culebra to Puerto Rico Itinerary
Esperanza Bay, Vieques

Day 7 – Ensanada Sun Bay to Isla Palominos | Culebra to Puerto-Rico Itinerary

This morning bid Vieques a fond farewell. Today the captain sets sail to Isla Palomino. Relax on your yacht for today’s journey. It will take about 4-5 hours to reach Isla Palomina. This private island has a magnificent beach in addition to good snorkeling.


  • Enjoy the ultimate in peace and relaxation on the beach.
  • Snorkel and swim in pristine blue waters.
  • Have the crew take you in the dinghy to this tiny sandy cay, Cayo Palominitos. It is perfect for swimming and snorkeling.
  • Besides, Palominitos is one of ten small keys and islands that make up the La Cordillera Natural Reserve. This little island has appeared in some major Hollywood movies before. Various scenes from Pirates of the Caribbean: “On Stranger Tides” were filmed here.

Day 8 – Isla Palominos to Puerto del Rey Marina, Fajardo | Culebra to Puerto-Rico Itinerary

Island Palominos - Culebra to Puerto Rico Itinerary
Isla Palominos

On your last morning on your Culebra to Puerto Rico Itinerary rise early. Savor another gorgeous sunrise. Enjoy the magnificent Caribbean beach and crystal clear turquoise water one more time. Then enjoy the breeze and sun on the top deck of your yacht. While cruising over to Puerto del Rey Marina in Fajardo. The largest marina in the Caribbean. Say goodbye to your amazing crew. They will arrange transportation from here to the airport for you.

Contact us at 1-321-777-1707 or complete this form to discuss your vacation plans.