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Top 10 Best North America Sailing Trips

Found 735 Sailing Trips activities in North America. Sort by Popularity. - Page 37
 

Private Luxury Yacht Cruise on Tu Enamorado

(3.4 of 5 reviews)

Pamper yourself, your friends and family to an unforgettable sailing cruise around scenic Cabo San Lucas Bay aboard the beautifully crafted Tu Enamorado. Live the yachting lifestyle, walk barefoot on the deck, feel the sun and bre... More

Free Cancellation
Private Tour
Start From $5,572.00
 
Private Luxury Yacht Cruise on Tu Enamorado

Private Luxury Yacht Cruise on Tu Enamorado

  • North America
  • Good5 reviews3.4

Pamper yourself, your friends and family to an unforgettable sailing cruise around scenic Cabo San L....

    Free Cancellation
    Private Tour
    Start From $5,572.00
 
 

Private Sailboat Charter in Los Angeles San Pedro Port of LA

(3.4 of 5 reviews)

Experience the beauty of the Pacific Ocean with a private yacht charter in San Pedro, CA. Enjoy a sunset sailing adventure on a Beneteau Oceanis (39ft) sailing yacht, perfect for couples or small groups looking for a memorable out... More

Free Cancellation
Private Tour
Start From $380.00
 
Private Sailboat Charter in Los Angeles San Pedro Port of LA

Private Sailboat Charter in Los Angeles San Pedro Port of LA

  • North America
  • Good5 reviews3.4

Experience the beauty of the Pacific Ocean with a private yacht charter in San Pedro, CA. Enjoy a su....

    Free Cancellation
    Private Tour
    Start From $380.00
 
 

Science Under Sail Coastal Ecology Adventure in Maine

(3.4 of 5 reviews)

Set sail on a 3-hour journey through Penobscot Bay, where participants dive into the coastal ecology of Maine with a science educator from Herring Gut Coastal Science Center. The adventure begins in Rockland Harbor and takes you p... More

Free Cancellation
Private Tour
Start From $103.00
 
Science Under Sail Coastal Ecology Adventure in Maine

Science Under Sail Coastal Ecology Adventure in Maine

  • North America
  • Good5 reviews3.4

Set sail on a 3-hour journey through Penobscot Bay, where participants dive into the coastal ecology....

    Free Cancellation
    Private Tour
    Start From $103.00
 
 

Key West Champagne Sunset Sail with Drinks and Hors d Oeuvres

(3.4 of 5 reviews)

Experience the magic of a Key West sunset from the water on this elegant 2-hour sailing cruise departing from the historic Key West Seaport. As the sails are raised and the breeze carries you across the sparkling Gulf waters, unwi... More

Free Cancellation
Private Tour
Start From $129.99
 
Key West Champagne Sunset Sail with Drinks and Hors d Oeuvres

Key West Champagne Sunset Sail with Drinks and Hors d Oeuvres

  • North America
  • Good5 reviews3.4

Experience the magic of a Key West sunset from the water on this elegant 2-hour sailing cruise depar....

    Free Cancellation
    Private Tour
    Start From $129.99
 
 

Private 4 Hour Snorkeling and Beach Tour in Puerto Vallarta

(3.4 of 5 reviews)

Discover the magic of Puerto Vallarta’s coastline on a private 4-hour boat tour, designed to combine adventure, relaxation and unforgettable moments ✨ Accompanied by an expert captain and a close and attentive crew, you will b... More

Free Cancellation
Private Tour
Start From $988.42
 
Private 4 Hour Snorkeling and Beach Tour in Puerto Vallarta

Private 4 Hour Snorkeling and Beach Tour in Puerto Vallarta

  • North America
  • Good5 reviews3.4

Discover the magic of Puerto Vallarta’s coastline on a private 4-hour boat tour, designed to combi....

    Free Cancellation
    Private Tour
    Start From $988.42
 
 

Sunrise Sailing Adventure on Bacalar Lagoon

(3.4 of 5 reviews)

Start your morning right with a tranquil sailing experience on Bacalar’s stunning Lagoon of Seven Colors aboard a 17-foot Hobie Catamaran. As dawn breaks, sip on freshly brewed coffee or tea alongside a delightful fruit cocktail... More

Free Cancellation
Private Tour
Start From $247.12
 
Sunrise Sailing Adventure on Bacalar Lagoon

Sunrise Sailing Adventure on Bacalar Lagoon

  • North America
  • Good5 reviews3.4

Start your morning right with a tranquil sailing experience on Bacalar’s stunning Lagoon of Seven ....

    Free Cancellation
    Private Tour
    Start From $247.12
 
 

Private Sailing Charters in Oceanside CA

(3.4 of 5 reviews)

Explore the stunning Pacific waters with a private sailing charter in Oceanside, California. Enjoy a customizable sailing adventure tailored to your pace and interests, guided by a friendly, USCG licensed captain. Ideal for famili... More

Free Cancellation
Private Tour
Start From $400.00
 
Private Sailing Charters in Oceanside CA

Private Sailing Charters in Oceanside CA

  • North America
  • Good5 reviews3.4

Explore the stunning Pacific waters with a private sailing charter in Oceanside, California. Enjoy a....

    Free Cancellation
    Private Tour
    Start From $400.00
 
 

Group Tour in Lagoon of Bacalar with snacks and drinks

(3.4 of 5 reviews)

Meet your guide at the meeting point and board the boat. Set sail and enjoy the views of the lagoon. See the shorelines, cenotes, birds, and mangroves. On our group tour you will have plenty of time to walk around the sand banks ... More

Free Cancellation
Private Tour
Start From $49.42
 
Group Tour in Lagoon of Bacalar with snacks and drinks

Group Tour in Lagoon of Bacalar with snacks and drinks

  • North America
  • Good5 reviews3.4

Meet your guide at the meeting point and board the boat. Set sail and enjoy the views of the lagoon.....

    Free Cancellation
    Private Tour
    Start From $49.42
 
 
-20% Private Sunset Sailing on the Lagoon of Seven Colors

Private Sunset Sailing on the Lagoon of Seven Colors

(3.4 of 5 reviews)

Set sail on a private 17’ Hobie Catamaran across the serene Lagoon of Seven Colors, designed specifically for couples looking for a memorable escape. As the sun dips below the horizon, delight in a bottle of wine accompanied by ... More

Special Offer
Free Cancellation
Private Tour
Start From $253.52
(Saving 20% ) $316.89
 
-20% Private Sunset Sailing on the Lagoon of Seven Colors

Private Sunset Sailing on the Lagoon of Seven Colors

  • North America
  • Good5 reviews3.4

Set sail on a private 17’ Hobie Catamaran across the serene Lagoon of Seven Colors, designed speci....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $253.52
    (Saving 20% ) $316.89
 
 

2-Hour Sailing Trip Along Maine's Coast

(3.4 of 5 reviews)

A classic coastal Maine sailing adventure awaits on a two-hour journey from Rockland Harbor. Sail close to the iconic Rockland Breakwater Lighthouse, while keeping an eye out for seals, porpoises, and majestic bald eagles. Dependi... More

Free Cancellation
Private Tour
Start From $75.00
 
2-Hour Sailing Trip Along Maine's Coast

2-Hour Sailing Trip Along Maine's Coast

  • North America
  • Good5 reviews3.4

A classic coastal Maine sailing adventure awaits on a two-hour journey from Rockland Harbor. Sail cl....

    Free Cancellation
    Private Tour
    Start From $75.00
 
 

Private Catamaran Tour in Bacalar Lagoon

(3.4 of 5 reviews)

Explore the stunning Lagoon of Seven Colors in Bacalar aboard a 17-foot Hobie Catamaran. This 3 to 4-hour sailing tour offers a perfect blend of adventure and relaxation as you glide over crystal-clear waters. Guided by a professi... More

Free Cancellation
Private Tour
Start From $218.05
 
Private Catamaran Tour in Bacalar Lagoon

Private Catamaran Tour in Bacalar Lagoon

  • North America
  • Good5 reviews3.4

Explore the stunning Lagoon of Seven Colors in Bacalar aboard a 17-foot Hobie Catamaran. This 3 to 4....

    Free Cancellation
    Private Tour
    Start From $218.05
 
 

Miami Jet Ski Rentals Self Guided Adventure

(3.4 of 5 reviews)

Rent a jet ski in Miami and enjoy the thrill of exploring the beautiful waters at your own pace. Perfect for adventure seekers and water sports enthusiasts, this rental experience allows you to cruise the waves while taking in the... More

Free Cancellation
Private Tour
Start From $145.00
 
Miami Jet Ski Rentals Self Guided Adventure

Miami Jet Ski Rentals Self Guided Adventure

  • North America
  • Good5 reviews3.4

Rent a jet ski in Miami and enjoy the thrill of exploring the beautiful waters at your own pace. Per....

    Free Cancellation
    Private Tour
    Start From $145.00
 
 

Private Sailing Charters in Oceanside California

(3.4 of 5 reviews)

Discover the beauty of Oceanside with personalized sailing charters designed for up to 6 guests. Enjoy a memorable day on the water, led by a friendly USCG licensed Captain who tailors the adventure to your interests. Sail past th... More

Free Cancellation
Private Tour
Start From $400.00
 
Private Sailing Charters in Oceanside California

Private Sailing Charters in Oceanside California

  • North America
  • Good5 reviews3.4

Discover the beauty of Oceanside with personalized sailing charters designed for up to 6 guests. Enj....

    Free Cancellation
    Private Tour
    Start From $400.00
 
 

4 Hours Private Yacht in Puerto Vallarta with Snorkeling and Beach

(3.4 of 5 reviews)

Enjoy an exclusive getaway on a private yacht in Puerto Vallarta, where adventure and relaxation meet. On this 4-hour tour, sail to the stunning Arches of Mismaloya and explore the natural beauty of Playa Paredón. With snorkeling... More

Free Cancellation
Private Tour
Start From $1,157.04
 
4 Hours Private Yacht in Puerto Vallarta with Snorkeling and Beach

4 Hours Private Yacht in Puerto Vallarta with Snorkeling and Beac....

  • North America
  • Good5 reviews3.4

Enjoy an exclusive getaway on a private yacht in Puerto Vallarta, where adventure and relaxation mee....

    Free Cancellation
    Private Tour
    Start From $1,157.04
 
 

Original Cruisin Tikis Shark Tooth and Sea Shell Scavenger Hunt

(3.4 of 5 reviews)

This interactive experience is perfect for families, kids, and anyone who loves the thrill of the hunt—whether you’re spotting shark teeth, collecting shells, or simply enjoying time on the water. We provide cooler, ice, bottl... More

Free Cancellation
Private Tour
Start From $79.00
 
Original Cruisin Tikis Shark Tooth and Sea Shell Scavenger Hunt

Original Cruisin Tikis Shark Tooth and Sea Shell Scavenger Hunt

  • North America
  • Good5 reviews3.4

This interactive experience is perfect for families, kids, and anyone who loves the thrill of the hu....

    Free Cancellation
    Private Tour
    Start From $79.00
 
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