San Juan Island 2019 Itinerary

San Juan Islands, Washington USA Autumn 2019

Peaceful  anchorages, majestic lighthouses and idyllic harbors await you during our week-long sail through the San Juan Islands. You can expect to view sea creatures through crystal clear waters, hike along scenic trails, and sail with Dahl porpoises! Oh, and there might be whales! Are you in?

The LTD Sailing team will skipper the boats. This offers you time to relax or brush up on some sailing skills. We will anchor or moor in a different spot every night, do some exploring on the different islands, and watch some amazing sunsets.

Autumn is a great time of year to discover the San Juan Islands.

Click here for Pricing

San Juan Islands 2019 Itinerary

Day 1 Saturday, 28 September – Bellingham to Echo Bay, Sucia Island

  • 10 AM Welcome to the boat

  • Set sail by noon arrive around 3p

  • Easy Hike

  • Explore China Rock

  • BBQ on the beach (weather permitting)

Day 2 Sunday, 29 September – Reid Harbor, Stuart Island

  • Medium difficulty hike to Turn Point Light for sunset

    • Wine & cheese at sunset

    • Harder in the dark on the way back

  • Option for an easy hike exploring the shore line or hanging out on the boat

  • Dinner on board

Day 3 Monday, 30 September- Friday Harbor, San Juan Island

  • Explore Town

  • Dinner ashore

Day 4 Tuesday, 1 October – Roche Harbor, San Juan Island

  • Whale watching along the way

  • Usually good sailing

  • Try to arrive in time to explore the sculpture garden

  • Flag Ceremony

  • Dinner ashore

Day 5 Wednesday, 2 October – Inati Bay, East Sound on Orcas Island

  • East Sound often provides the best sailing day of the trip

  • Visit Rosario Resort

  • Sun Downers at the resort

  • Dinner on board

Day 6 Thursday, 3 October – Eagle Harbor or Cyprus Head, Cyprus Island

  • Hike to Eagle Cliff for sunset – Hard

  • Champagne Sunset on Eagle Cliff

  • Option for an easy walk, exploring the shoreline

  • Dinner on board

Day 7 Friday, 4 October – Return sail to Bellingham

  • Early morning sail to get back on the dock by 11:00 a.m.

  • Group pictures & farewells!

More Information:

Sunrise 7:00 AM Sunset 7:00 PM Sept 28 New Moon

Lipari 41 Catamaran – SOLD OUT!

Jeanneau 45 monohull   – SOLD OUT!

Jeanneau 45 monohull – SOLD OUT!

Beneteau 45 monohull  – SOLD OUT!

Beneteau 45 monohull -(1 cabins left)

Just added! Jeanneau 43 DS – (3 cabins left)

What to bring: hiking shoes, sox, underwear, long pants, sweater, rain gear, coat, headlamp, gloves, hat, sunglasses.  (Yes, I said sunglasses! The San Juan Islands are in a rain shadow so they don’t get as much rain as Seattle.)

Weather: 66 f – 58 f day time, 47 f – 48 f at night, 1.3 – 2.4 avg. inches of rain during Sept. – Oct.


Caribbean Sailing Courses

  • Basic Cruise and Learn
  • Catamaran Cruise and Learn
  • Advanced Cruise and Learn
  • Two day Cruising Catamaran

Learn More

Caribbean Skippered Charters

  • Specializing in Diving / Sailing adventures
  • Mustique Blues Festival Flotilla
  • Caribbean Regatta Charters
  • Create your own Yacht Charter Adventure

Learn More

Connect with LTD

  • Facebook icon
  • TripAdvisor icon
  • Twitter icon
  • You Tube icon

St. Vincent Weather

Los Barriles
Weather from OpenWeatherMap