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Trip Planning

Yacht Charter Tips | Planning Guides | Practical Advice

Yacht Charter Advice

We've learned a lot during the past 10 years of sailing adventures. Check out these guides before your next yacht charter trip.

White Bay might be ruined because of cruise ship excursions
December 5, 2023 . Matt Weidert

 Paradise lost: Is it the end of White Bay as we know it?

The best snorkeling in the British Virgin Islands
November 22, 2023 . Matt Weidert

The Best Snorkeling in the British Virgin Islands: A Skipper’s Underwater Tales

Catamarans lined up in front of the Soggy Dollar Bar in White Bay, Jost Van Dyke, BVI
October 26, 2023 . Matt Weidert

How much does it cost to charter a catamaran in the Caribbean?

yacht charter skipper briefing
October 9, 2023 . Matt Weidert

Yacht Charter Skipper’s Brief

New USVI boatyball moorings have arrived
October 6, 2023 . Matt Weidert

Boatyball Drops Anchor in the USVIs: More Than Meets the Eye

Bali 5.4 blue lights in the Exumas
September 25, 2023 . Matt Weidert

Catamaran Charter Features Worth Paying For

August 30, 2023 . Matt Weidert

Top 3 Chartering Mistakes I’ve Made

Setting Point Anegada
July 21, 2023 . Matt Weidert

Sailing the Virgin Islands: What We’ve Learned

July 14, 2023 . Matt Weidert

3 Strategies for Yacht Charters During Hurricane Season

June 9, 2023 . Matt Weidert

American Airlines’ new BVI route has rough start

Dinghy safety in the Exuma Bahamas on a yacht charter
May 7, 2023 . Matt Weidert

Dinghy Safety: 6 Crucial Principles to Follow

The great 2023 Caribbean sargassum blooom
April 12, 2023 . Matt Weidert

Navigating the Great 2023 Caribbean Sargassum Bloom

Pirate's Lair in the Exuma Bahamas on a Exuma Yacht Charter
March 17, 2023 . Matt Weidert

Types of Yacht Charters: 4 Ways to go Sailing

March 6, 2023 . Matt Weidert

Top 10 Bareboat Charter Travel Hacks

Bareboat charter pricing - how is it determined?
February 27, 2023 . Matt Weidert

Bareboat Charter Pricing: How is it Determined?

February 20, 2023 . Matt Weidert

Sailing Songs – The Best Yacht Rock Playlist

Frenchtown Marina in St Thomas, where the Waypoints charter base is located as we prepare for our yacht charter sleep aboard
February 8, 2023 . Matt Weidert

Should You Purchase the Yacht Charter Sleep Aboard Option?

December 12, 2022 . Matt Weidert

What is Boatyball in the BVIs?

Boat Trip Planning - watching the weather models
October 31, 2022 . Matt Weidert

Final Preparations for a Yacht Charter Trip

Mutton snapper caught while trolling in the Virgin Islands
October 28, 2022 . Matt Weidert

Sailboat Fishing Guide: How to Fish from a Sailboat

Fish of the Virgin Islands
October 11, 2022 . Matt Weidert

Fish of the Virgin Islands

mooring mistake with a single line through the pennant eye
July 23, 2022 . Matt Weidert

Top 10 Mistakes to Avoid on a Yacht Charter Trip

Exuma fishing tips: filleting a wahoo in the Exumas
May 31, 2022 . Matt Weidert

Exuma Fishing Tips: How to Catch More Fish in the Bahamas

example of backwinding while anchored
April 11, 2022 . Matt Weidert

BVI Weather and Marine Forecast Resources for Sailing

Bali 5.4 helm station view
March 21, 2022 . Matt Weidert

Bali 5.4 Review: Our Favorite Yacht Charter Catamaran

Catamaran vs Monohull
March 4, 2022 . Matt Weidert

Catamaran vs Monohull: Why the Cat is Better for Your Sailing Trip

Sail Rocks North anchorage
February 22, 2022 . Matt Weidert

Our Favorite Things to do While Sailing

sailboat fishing catching mahi mahi in BVI
February 5, 2022 . Matt Weidert

BVI Fishing Tips: Here’s Where to Find the Fish

Staniel Cay anchorage near Thunderball Grotto
January 24, 2022 . Matt Weidert

Bareboat Charter Boat Briefing Checklist

Fresh caught lionfish ceviche
January 14, 2022 . Matt Weidert

Lionfish Ceviche Recipe

Planning a boat trip
December 14, 2021 . Matt Weidert

Planning a Boat Trip: Get the Crew Organized

September 8, 2021 . Matt Weidert

The Complete Sailing Trip Packing List: Here’s What to Pack