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

Pure paradise. That’s what you’ll find with this sample USVI-SVI Sailing Itinerary-2 7-Night. You will experience the US Virgin Islands and the lesser-traveled Spanish Virgin Islands, which are a pristine wonderland of white sandy beaches, clear blue water, vibrant coral reefs, and near-empty anchorages.

st thomas USVI red hook marina
Red Hook Marina, St Thomas USVI

Day 1 St Thomas – Great St James, USVI

Begin your sailing USVI-SVI Sailing Itinerary-2 7-night at Red Hook Harbor on St Thomas. You’re off on your adventure after welcome cocktails and a brief safety meeting.

snorkel coral reef
Snorkel at Christmas Cove

Enjoy a smooth 45-minute sail to the uninhabited island of Great St James. After lunch, jump into the turquoise waters at Christmas Cove for an afternoon swim and snorkel. This well-protected cove is a National Marine Sanctuary. Here you will see lots of fish, sea turtles, and friendly stingrays.


  • Swim
  • Snorkel
  • Relax

Day 2 St John

On day two of your journey, sail to beautiful St John. Though it is the smallest of the three US Virgin Islands, St John has a pristine beauty. Places to see include.

  • Caneel Bay. Visit the Caneel Bay Resort, which is on the site of an 18th century sugar plantation. For the “foodie” in you try the Beach Terrace for buffet-style offerings. Or, go to The Sugar Mill Restaurant to sample native cuisine of St John and the Virgin Islands. Feel free to walk the grounds of this luxury beach resort, while enjoying the sparkling lights of St. Thomas on the distant horizon, before heading back to your private yacht.
  • Leinster Bay and Waterlemon Cay. These cays are a snorkeler’s dream. Calm and protected, Leinster Bay has extensive seagrass, with turtles, conch, and sea stars. Waterlemon Cay is home to a healthy and expansive coral reef and offers out-of-this-world snorkeling. If you’d rather go for a walk, you can hike 0.25 miles up the Johnny Horn Trail to Annaberg Plantation Ruins.
yacht on aqua water with green hills in background


  • Hike
  • Snorkel
  • Explore
  • Swim
  • Birdwatch

Day 3 Sail to Culebra

Wake early for a quick swim before setting sail for Culebra. Enjoy a fun day at sea diving, kayaking, fishing, tubing, and knee-boarding behind the dinghy. If you prefer a quieter day, relax in the sun on the trampoline or aft sun pad. Enjoy inspired cocktails and tasty cuisine onboard.

<a href=Isla de Culebra white sand beach enjoy while on a usvi-svi-sailing-itinerary-7-night-2″ class=”wp-image-35972″/>
Isla de Culebra

Arrive at Isla de Culebra. Locals call Culebra an “island of nothing—no nightclubs, no casinos.” The beach is your best bet for entertainment, and Culebra beaches are amongst the finest in the world. In fact, Flamenco Beach is considered the second-most beautiful beach in the world by Discovery Channel and is by far the most popular beach in Culebra. If Flamenco’s mile-and-a-half stretch of brilliant white sand and turquoise water grows old, try hiking 24 minutes to Carlos Rosario Beach, a premier snorkeling spot. The snorkeling and scuba diving around Culebra are truly outstanding. Hard and soft corals abound in the shallows, and magnificent reefs encircle the island.


  • Snorkel
  • Dive
  • Beachcomb
  • Picnic

Spend the night anchored at Dakity Reef.

Day 4 Sail to Isla Culebrita

The small uninhabited island of Culebrita is a nature reserve and part of the Culebra National Wildlife Refuge. This refuge protects large colonies of sea birds and nesting sea turtles. Although this is a tiny island, it is worth visiting for its natural beauty and near-empty beaches. You can hike to the ruins of an old lighthouse, Faro Isla de Culebritas, which is now on the US National Register of Historic Places. Visit the seaward pools known locally as “the Jacuzzis,” a series of shallow natural sea-fed pools. The “jacuzzi” action comes when the surf refreshes the water supply.

visit Culebrita on your usvi-svi-sailing-itinerary-7-night-2


  • Birdwatch
  • Hike
  • Beachcomb
  • Snorkel
  • Dive

Day 5 Sail to Vieques

On day five, sail to the Isla de Vieques, which is like the Caribbean of the past: tranquil, lush, un-crowded, with natural beauty all around. Since the area was under US military control from 1941 until 2003, Vieques has remained relatively untouched by development and tourism. What’s more, the island has the largest natural wildlife refuge in the Caribbean, covering 3100 acres.

vieques island visit on usvi-svi-sailing-itinerary-7-night-2
Vieques. Photo by Ethan Jameson on Unsplash.


  • Mosquito Bay, said to be the world’s largest and brightest bioluminescent bay. The luminescence is caused by micro-organisms (dinoflagellates) that dart away from boats, leaving eerie neon-blue trails of phosphorescence.
  • Kayak.
  • Snorkel. The snorkeling is excellent in Vieques, especially at Blue Beach.
  • Beach. Miles of deserted beaches have colorful sands that range from soft white to sparkling black. Each beach is unique with its own flavor and personality. Best of all, most likely you’ll have a beach all to yourself any time of the year.
  • Dine. Although the island is small, it offers unique dining including traditional Puerto Rican cuisine.

Day 6 Explore Vieques

Spend another day in Vieques. There is still plenty to see and do!


  • Rent a jeep.
  • Visit Fortin Conde de Mirasol. Built between 1845 and 1855, “El Fortin” (the fort) is the best place to learn about the island’s history and culture. The building was restored and it now houses a museum of Viequense art and the history of people dating back to the indigenous times.
  • Look for wild horses. Vieques is famous for its feral horses that roam free over parts of the island, and you might just see some. They are descended from stock originally brought by European colonizers.
  • If you don’t see wild horses, you can still go horseback riding. Several companies offer trail rides.
  • Stargaze. Since the island only has two small towns, light pollution is low. This makes conditions perfect for enjoying a night sky full of bright stars.

Day 7 Sail to Fajardo, Puerto Rico

As you near the final destination of Fajardo, on the east coast of Puerto Rico, there are many small islands and cays to explore. Dive and snorkel at La Cordillera, Cayo Iacos, Isla Palominos, and Las Croaboas.

  • Dive
  • Snorkel
  • Beachcomb
  • Jetski – rent a jet ski.
  • Watch the sunset
  • Dine Rosa’s Seafood restaurant in Puerto Real is a highly recommended spot for traditional Puerto Rican cuisine, especially the grilled fish and lobster.

Day 8 Departure Day

Your USVI-SVI Sailing Itinerary-2 7-Night has come to a close. From the small city of Fajardo, you will transfer to Cabo San Juan Airport and fly home. If you prefer, we can also arrange accommodations for you in Puerto Rico.

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